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Ethanol

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Membranes can also be used to separate ethanol and water. Membrane-based separations are not subject to the limitations of the water-ethanol azeotrope because the separations are not based on vapor-liquid equilibria. Membranes are often used in the so-called hybrid membrane distillation process. This
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plants employ two methods for measuring ethanol concentration. Infrared ethanol sensors measure the vibrational frequency of dissolved ethanol using the C−H band at 2900 cm. This method uses a relatively inexpensive solid-state sensor that compares the C−H band with a reference band to calculate
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Ethanol is a volatile, colorless liquid that has a slight odor. It burns with a smokeless blue flame that is not always visible in normal light. The physical properties of ethanol stem primarily from the presence of its hydroxyl group and the shortness of its carbon chain. Ethanol's hydroxyl group is
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engines. Flex-fuel engines in Brazil are able to work with all ethanol, all gasoline or any mixture of both. In the United States, flex-fuel vehicles can run on 0% to 85% ethanol (15% gasoline) since higher ethanol blends are not yet allowed or efficient. Brazil supports this fleet of ethanol-burning
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The US and many other countries primarily use E10 (10% ethanol, sometimes known as gasohol) and E85 (85% ethanol) ethanol/gasoline mixtures. Over time, it is believed that a material portion of the ≈150-billion-US-gallon (570,000,000 m) per year market for gasoline will begin to be replaced with
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A solution of 70% ethanol is more effective than pure ethanol because ethanol relies on water molecules for optimal antimicrobial activity. Absolute ethanol may inactivate microbes without destroying them because the alcohol is unable to fully permeate the microbe's membrane. Ethanol can also be used
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Ethanol intended for industrial use is often produced from ethylene. Ethanol has widespread use as a solvent of substances intended for human contact or consumption, including scents, flavorings, colorings, and medicines. In chemistry, it is both a solvent and a feedstock for the synthesis of other
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is used to remove water, it will contain trace amounts of the material separation agent (e.g. benzene). Absolute alcohol is not intended for human consumption. Absolute ethanol is used as a solvent for laboratory and industrial applications, where water will react with other chemicals, and as fuel
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The resulting intermediate, acetaldehyde, is a known carcinogen, and poses significantly greater toxicity in humans than ethanol itself. Many of the symptoms typically associated with alcohol intoxication—as well as many of the health hazards typically associated with the long-term consumption of
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and an ignition source is then applied to it. For 20% alcohol by mass (about 25% by volume), this will occur at about 25 °C (77 °F). The flash point of pure ethanol is 13 °C (55 °F), but may be influenced very slightly by atmospheric composition such as pressure and humidity.
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Fermentation is the process of culturing yeast under favorable thermal conditions to produce alcohol. This process is carried out at around 35–40 °C (95–104 °F). Toxicity of ethanol to yeast limits the ethanol concentration obtainable by brewing; higher concentrations, therefore, are
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In a footnote on page 448, Faraday notes the action of sulfuric acid on coal gas and coal-gas distillate; specifically, "The acid combines directly with carbon and hydrogen; and I find when united with bases forms a peculiar class of salts, somewhat resembling the sulphovinates , but still
2910:" phenomenon. When wine is swirled in a glass, ethanol evaporates quickly from the thin film of wine on the wall of the glass. As the wine's ethanol content decreases, its surface tension increases and the thin film "beads up" and runs down the glass in channels rather than as a smooth sheet. 3869:
process uses a pre-concentration distillation column as the first separating step. The further separation is then accomplished with a membrane operated either in vapor permeation or pervaporation mode. Vapor permeation uses a vapor membrane feed and pervaporation uses a liquid membrane feed.
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to exploit its insolubility will cause a phase separation with ethanol and water. This offers a very small potassium carbonate impurity to the alcohol that can be removed by distillation. This method is very useful in purification of ethanol by distillation, as ethanol forms an
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Rectified spirit, an azeotropic composition of 96% ethanol containing 4% water, is used instead of anhydrous ethanol for various purposes. Spirits of wine are about 94% ethanol (188 proof). The impurities are different from those in 95% (190 proof) laboratory ethanol.
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64%, compared with pure gasoline. Ethanol has a much greater research octane number (RON) than gasoline, meaning it is less prone to pre-ignition, allowing for better ignition advance which means more torque, and efficiency in addition to the lower carbon emissions.
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properties, it is readily available and legal for sale in most countries. There are laws regulating the sale, exportation/importation, taxation, manufacturing, consumption, and possession of alcoholic beverages. The most common regulation is prohibition for minors.
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This reaction, which is conducted on large scale industrially, requires the removal of the water from the reaction mixture as it is formed. Esters react in the presence of an acid or base to give back the alcohol and a salt. This reaction is known as
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as psychoactive drugs, but ethanol has many uses that do not involve its consumption. To relieve the tax burden on these uses, most jurisdictions waive the tax when an agent has been added to the ethanol to render it unfit to drink. These include
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10 US gal), with 69% of the world supply coming from Brazil and the U.S. Brazilian ethanol is produced from sugarcane, which has relatively high yields (830% more fuel than the fossil fuels used to produce it) compared to some other
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that can cause temporary reddening of the skin as well as a number of related, and often unpleasant, symptoms of acetaldehyde toxicity. This mutation is typically accompanied by another mutation in the alcohol dehydrogenase enzyme
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Ethanol's miscibility with water contrasts with the immiscibility of longer-chain alcohols (five or more carbon atoms), whose water miscibility decreases sharply as the number of carbons increases. The miscibility of ethanol with
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Pemberton RC, Mash CJ (1978). "Thermodynamic properties of aqueous non-electrolyte mixtures II. Vapour pressures and excess Gibbs energies for water + ethanol at 303.15 to 363.15 K determined by an accurate static method".
4772:("burning water", i.e., ethanol) by distilling wine with salt started to appear in a number of Latin works, and by the end of the thirteenth century it had become a widely known substance among Western European chemists. 2828:
Ethanol-water mixtures have less volume than the sum of their individual components at the given fractions. Mixing equal volumes of ethanol and water results in only 1.92 volumes of mixture. Mixing ethanol and water is
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Hazardous materials descriptions and proper shipping names: Ethanol or Ethyl alcohol or Ethanol solutions or Ethyl alcohol solutions; Hazard class or Division: 3; Identification Numbers: UN1170; PG: II; Label Codes:
3245: US gal (26,000,000 m) of ethanol per year. An additional 72 construction projects underway (in the U.S.) can add 6.4 billion US gallons (24,000,000 m) of new capacity in the next 18 months. 3124:
Ethanol is a byproduct of the metabolic process of yeast. As such, ethanol will be present in any yeast habitat. Ethanol can commonly be found in overripe fruit. Ethanol produced by symbiotic yeast can be found in
2294:. This data has been assembled into The Clean Fuels Report comparison of fuel emissions and show that ethanol exhaust generates 2.14 times as much ozone as gasoline exhaust. When this is added into the custom 4025:
Ethanol is classified as a primary alcohol, meaning that the carbon that its hydroxyl group attaches to has at least two hydrogen atoms attached to it as well. Many ethanol reactions occur at its hydroxyl group.
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The earliest possible period seems to be the Eastern Han dynasty... the most likely period for the beginning of true distillation of spirits for drinking in China is during the Jin and Southern Song dynasties
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Dahlmann U, Schneider GM (1989). "(Liquid + liquid) phase equilibria and critical curves of (ethanol + dodecane or tetradecane or hexadecane or 2,2,4,4,6,8,8-heptamethylnonane) from 0.1 MPa to 120.0 MPa".
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independently discovered that sulphovinic acid could be decomposed into ethanol. Thus, in 1825 Faraday had unwittingly discovered that ethanol could be produced from ethylene (a component of coal gas) by
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in 1947. The reaction is carried out in the presence of high pressure steam at 300 °C (572 °F) where a 5:3 ethylene to steam ratio is maintained. This process was used on an industrial scale by
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Malaquias, Augusto César Teixeira; Netto, Nilton Antonio Diniz; Filho, Fernando Antonio Rodrigues; da Costa, Roberto Berlini Rodrigues; Langeani, Marcos; Baêta, José Guilherme Coelho (18 November 2019).
1550:. The use of 'alcohol' for ethanol (in full, "alcohol of wine") is modern and was first recorded in 1753. Before the late 18th century the term "alcohol" generally referred to any sublimated substance. 9782:(Note: The chemical formulas in Berthelot's paper are wrong because chemists at that time used the wrong atomic masses for the elements; e.g., carbon (6 instead of 12), oxygen (8 instead of 16), etc.) 9002: 2460:
or methanol. Ethanol is an attractive alternative due to its wide availability, low cost, high purity and low toxicity. There is a wide range of fuel cell concepts that have entered trials including
1855:(ALDH) enzymes. A mutation in the ALDH2 gene that encodes for an inactive or dysfunctional form of this enzyme affects roughly 50 % of east Asian populations, contributing to the characteristic 3824:, allows a new ternary azeotrope comprising the ethanol, water, and the entraining agent to be formed. This lower-boiling ternary azeotrope is removed preferentially, leading to water-free ethanol. 8976: 8421: 3133:, exhibit ethanol-seeking behaviors, most show no interest or avoidance of food sources containing ethanol. Ethanol is also produced during the germination of many plants as a result of natural 9685:
On page 248, Hennell mentions that Faraday gave him some sulfuric acid in which coal gas had dissolved and that he (Hennell) found that it contained "sulphovinic acid" (ethyl hydrogen sulfate).
4662:, and intoxication are symptoms of ingestion. Long-term use by ingestion can result in serious liver damage. Atmospheric concentrations above one part per thousand are above the European Union 823: 965: 2923:
Ethanol mixtures can ignite below average room temperature. Ethanol is considered a flammable liquid (Class 3 Hazardous Material) in concentrations above 2.35% by mass (3.0% by volume; 6
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as a disinfectant and antiseptic by inducing cell dehydration through disruption of the osmotic balance across the cell membrane, causing water to leave the cell, leading to cell death.
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obtained pure ethanol by mixing partially purified ethanol (the alcohol-water azeotrope) with an excess of anhydrous alkali and then distilling the mixture over low heat. French chemist
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In an older process, first practiced on the industrial scale in 1930 by Union Carbide but now almost entirely obsolete, ethylene was hydrated indirectly by reacting it with concentrated
1355:, an important chemical feedstock. As of 2023, world production of ethanol fuel was 29,590,000,000 US gallons (112.0 gigalitres), coming mostly from the U.S. (51%) and Brazil (26%). 6741:"The misleading total replacement of internal combustion engines by electric motors and a study of the Brazilian ethanol importance for the sustainable future of mobility: a review" 2298:
of The Clean Fuels Report, the local pollution of ethanol (pollution that contributes to smog) is rated 1.7, where gasoline is 1.0 and higher numbers signify greater pollution. The
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Absolute or anhydrous alcohol refers to ethanol with a low water content. There are various grades with maximum water contents ranging from 1% to a few parts per million (ppm). If
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Turner C, Spanel P, Smith D (2006). "A longitudinal study of ethanol and acetaldehyde in the exhaled breath of healthy volunteers using selected-ion flow-tube mass spectrometry".
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or aqua vita. The intoxicating effects of its consumption have been known since ancient times. Ethanol has been used by humans since prehistory as the intoxicating ingredient of
4718:(23/24–79 CE). However, this did not immediately lead to the isolation of ethanol, despite the development of more advanced distillation techniques in second- and third-century 2825:
below a certain temperature (about 13 °C for dodecane). The miscibility gap tends to get wider with higher alkanes, and the temperature for complete miscibility increases.
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Costigan MJ, Hodges LJ, Marsh KN, Stokes RH, Tuxford CW (1980). "The Isothermal Displacement Calorimeter: Design Modifications for Measuring Exothermic Enthalpies of Mixing".
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Heit, C.; Dong, H.; Chen, Y.; Thompson, D.C.; Dietrich, R.A.; Vasiliou, V.K. (2013). "The Role of CYP2E1 in Alcohol Metabolism and Sensitivity in the Central Nervous System".
3860:, effectively sequester water molecules while excluding ethanol molecules. Heating the wet sieves drives out the water, allowing regeneration of their desiccant capability. 3228:
generated by the process is not discarded, but burned by power plants to produce electricity. Bagasse burning accounts for around 9% of the electricity produced in Brazil.
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Sérullas GS (1828). Guyton de Morveau LB, Gay-Lussac JL, Arago F, Michel Eugène Chevreul, Marcellin Berthelot, Éleuthère Élie Nicolas Mascart, Albin Haller (eds.).
5411: 4614:, depending on the reagents and conditions. This oxidation is of no importance industrially, but in the human body, these oxidation reactions are catalyzed by the 10063: 6494:
Eyidogan M, Ozsezen AN, Canakci M, Turkcan A (2010). "Impact of alcohol–gasoline fuel blends on the performance and combustion characteristics of an SI engine".
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Ethylene produced from sugar-derived ethanol (primarily in Brazil) competes with ethylene produced from petrochemical feedstocks such as naphtha and ethane.
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Jeong JS, Jeon H, Ko Km, Chung B, Choi GW (2012). "Production of anhydrous ethanol using various PSA (Pressure Swing Adsorption) processes in pilot plant".
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able to participate in hydrogen bonding, rendering it more viscous and less volatile than less polar organic compounds of similar molecular weight, such as
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waste to 10 % in automobiles. Older cars (and vintage cars designed to use a slower burning fuel) should have the engine valves upgraded or replaced.
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to the extent that it readily absorbs water from the air. The polar nature of the hydroxyl group causes ethanol to dissolve many ionic compounds, notably
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Schriver A, Schriver-Mazzuoli L, Ehrenfreund P, d'Hendecourt L (2007). "One possible origin of ethanol in interstellar medium: Photochemistry of mixed CO
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such as proteins, fats, and carbohydrates in that it provides calories. When consumed and metabolized, it contributes 7 kilocalories per gram via
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now refers to a wider class of substances in chemistry nomenclature, but in common parlance it remains the name of ethanol. It is a medieval loan from
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In his 1807 paper, Saussure determined ethanol's composition only roughly; a more accurate analysis of ethanol appears on page 300 of his 1814 paper:
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in particular relies heavily upon the use of ethanol as an engine fuel, due in part to its role as one of the world's leading producers of ethanol.
12705: 12407: 11692: 11433: 10595: 1730:, and mouth washes, for example, may contain up to 25% ethanol and may need to be avoided in individuals with adverse reactions to ethanol such as 9509:
See pp. 197–198: Lowitz dehydrated the azeotrope by mixing it with a 2:1 excess of anhydrous alkali and then distilling the mixture over low heat.
3235:. According to the Renewable Fuels Association, as of 30 October 2007, 131 grain ethanol bio-refineries in the U.S. have the capacity to produce 7 13062: 12391: 2895:
are slightly soluble in ethanol. Because the ethanol molecule also has a nonpolar end, it will also dissolve nonpolar substances, including most
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ethanol. Hydrous ethanol (about 95% ethanol and 5% water) can be used as fuel in more than 90% of new gasoline-fueled cars sold in the country.
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Ballinger P, Long FA (1960). "Acid Ionization Constants of Alcohols. II. Acidities of Some Substituted Methanols and Related Compounds1,2".
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formalized this issue in 2008 by recognizing control standards for formaldehydes as an emissions control group, much like the conventional
595: 12737: 9325: 9302: 4833:, dating to the 12th century. In India, the true distillation of alcohol was introduced from the Middle East, and was in wide use in the 3894: 9532: 6963: 1273:
taste. In nature, grape-sugar breaks up by the action of fermentation into alcohol or carbonic acid, without anything being added. As a
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Beauchamp, GA; Valento, M (September 2016). "Toxic Alcohol Ingestion: Prompt Recognition And Management In The Emergency Department".
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The alcohols and the phenols will be called after the name of the hydrocarbon from which they are derived, terminated with the suffix
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Rossi, Liane M.; Gallo, Jean Marcel R.; Mattoso, Luiz H. C.; Buckeridge, Marcos S.; Licence, Peter; Allen, David T. (29 March 2021).
9987: 7157: 5912: 9995: 9816: 9657:"On the mutual action of sulphuric acid and alcohol, with observations on the composition and properties of the resulting compound" 6392: 1392:
The "eth-" prefix and the qualifier "ethyl" in "ethyl alcohol" originally came from the name "ethyl" assigned in 1834 to the group
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Ethylene hydration or brewing produces an ethanol–water mixture. For most industrial and fuel uses, the ethanol must be purified.
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In the 1970s most industrial ethanol in the U.S. was made as a petrochemical, but in the 1980s the U.S. introduced subsidies for
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extraction methods often use ethanol as an extraction solvent, and also as a post-processing solvent to remove oils, waxes, and
13137: 12896: 12816: 5418:. Food and Nutrition in History and Anthropology. Vol. 11 (1 ed.). Amsterdam: Taylor & Francis. pp. 96–124. 4734:, the flammability of the resulting vapors may be enhanced. The distillation of wine is attested in Arabic works attributed to 2592:
to keep vessels at temperatures below the freezing point of water. For the same reason, it is also used as the active fluid in
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Infrared reflection spectra of liquid ethanol, showing the −OH band centered near 3300 cm and C−H bands near 2950 cm
3224:. Sugarcane not only has a greater concentration of sucrose than corn (by about 30%), but is also much easier to extract. The 2486:
Ethanol is an important industrial ingredient. It has widespread use as a precursor for other organic compounds such as ethyl
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On page 158, Sérullas mentions the production of alcohol from "sulfate acid d'hydrogène carboné" (hydrocarbon acid sulfate).
6253:"Alcohol dehydrogenase of class IV (sigma sigma-ADH) from human stomach. cDNA sequence and structure/function relationships" 2441:. Alcohols fell into general disuse as more energy-dense rocket fuels were developed, although ethanol is currently used in 903: 12127: 9983: 8788: 4907:
products. It has a long history as a fuel for heat and light, and more recently as a fuel for internal combustion engines.
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Corporation and others. It is no longer practiced in the US as fermentation ethanol produced from corn is more economical.
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from aqueous solution in the presence of alcohol, and ethanol precipitation is used for this reason in the purification of
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Ethanol is not used industrially as a precursor to ethyl halides, but the reactions are illustrative. Ethanol reacts with
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was coined as a result of a resolution on naming alcohols and phenols that was adopted at the International Conference on
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Ethanol fireplaces can be used for home heating or for decoration. Ethanol can also be used as stove fuel for cooking.
8684:"High-Selectivity Electrochemical Conversion of CO2 to Ethanol using a Copper Nanoparticle/N-Doped Graphene Electrode" 7691: 6208:
Zuccotti GV, Fabiano V (July 2011). "Safety issues with ethanol as an excipient in drugs intended for pediatric use".
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in roughly 80 % of east Asians, which improves the catalytic efficiency of converting ethanol into acetaldehyde.
13933: 13670: 12042: 11842: 6883: 5888:"Chemical Disinfectants | Disinfection & Sterilization Guidelines | Guidelines Library | Infection Control | CDC" 5722: 5055: 560: 8625: 7183: 4157:. Intramolecular dehydration of an alcohol requires a high temperature and the presence of an acid catalyst such as 13903: 9770:"Sur la formation de l'alcool au moyen du bicarbure d'hydrogène (On the formation of alcohol by means of ethylene)" 4684:
employed by humans. Ethanol has historically been identified variously as spirit of wine or ardent spirits, and as
3992: 1734:. Ethanol is present mainly as an antimicrobial preservative in over 700 liquid preparations of medicine including 1163: 9168: 8753:"U-M Program to Reduce the Consumption of Tax-free Alcohol; Denatured Alcohol a Safer, Less Expensive Alternative" 7951:
Leblová S, Sinecká E, Vaníčková V (1974). "Pyruvate metabolism in germinating seeds during natural anaerobiosis".
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can be used to selectively absorb the water from the 95.6% ethanol solution. Molecular sieves of pore-size 3 
2429:. Under such nomenclature, the ethanol was mixed with 25% water to reduce the combustion chamber temperature. The 1175: 13795: 12251: 12071: 7050: 4891:
made this use uneconomical. The tax was repealed in 1906. Use as an automotive fuel dates back to 1908, with the
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and related species such as acetaldehyde. This leads to a significantly larger photochemical reactivity and more
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Song Y, Peng R, Hensley DK, Bonnesen PV, Liang L, Wu Z, Meyer HM, Chi M, Ma C, Sumpter BG, Rondinone AJ (2016).
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is investigating the possibility of growing sorghum as a source of fuel, food, and animal feed in arid parts of
1486: 9243: 7827:"The Measurement of Flash Point of Water-Methanol and Water-Ethanol Systems Using Seta Flash Closed Cup Tester" 6851:"The Clean Fuels Report: A Quantitative Comparison Of Motor (engine) Fuels, Related Pollution and Technologies" 6724: 4117:
In the presence of acid catalysts, alcohols can be converted to alkenes such as ethanol to ethylene. Typically
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Ethanol was used as lamp fuel in the U.S. as early as 1840, but a tax levied on industrial alcohol during the
3727:. Deployment of this technology could turn a number of cellulose-containing agricultural by-products, such as 2309:
More than 20% of Brazilian cars are able to use 100% ethanol as fuel, which includes ethanol-only engines and
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yields many of the products of incomplete combustion produced by gasoline and significantly larger amounts of
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like liquid hydrocarbons. Mechanics have seen increased cases of damage to small engines (in particular, the
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The inflammable nature of the exhalations of wine was already known to ancient natural philosophers such as
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Ethanol is used to dissolve many water-insoluble medications and related compounds. Liquid preparations of
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Farrés J, Moreno A, Crosas B, Peralba JM, Allali-Hassani A, Hjelmqvist L, et al. (September 1994).
4802:–1366), the latter of whom regarded it as a life-preserving substance able to prevent all diseases (the 2314:
automobiles with large national infrastructure that produces ethanol from domestically grown sugarcane.
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Chemische Annalen für die Freunde der Naturlehre, Aerznengelartheit, Haushaltungskunde und Manufakturen
9178:. Technical Committee on Classification and Properties of Hazardous Chemical Data (12–13 January 2010). 9054:
Calculated from heats of formation from CRC Handbook of Chemistry and Physics, 49th Edition, 1968–1969.
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Lei Z, Wang H, Zhou R, Duan Z (2002). "Influence of salt added to solvent on extractive distillation".
6948:. Chicago & Washington, DC: Window and Door Manufacturers Association. 30 July 2008. Archived from 4976: 4810: 4382: 2283: 1065: 1048: 847: 741: 12173: 7311: 4490:
catalyst. Ethyl halides can, in principle, also be produced by treating ethanol with more specialized
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at atmospheric pressure can concentrate ethanol to 95.6% by weight (89.5 mole%). This mixture is an
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When present in significant concentrations, this metabolism of ethanol is additionally aided by the
689:−114.14 ± 0.03 °C (−173.45 ± 0.05 °F; 159.01 ± 0.03 K) 13750: 12231: 12120: 11391: 9497:"Anzeige eines, zur volkommen Entwasserung des Weingeistes nothwendig zu beobachtenden, Handgriffs" 8868: 8229:
Vidyabharti District Co-operative Bank recruitment examination guide (Bank clerk grade examination)
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Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book)
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at about 89 mole-% ethanol and 11 mole-% water or a mixture of 95.6% ethanol by mass (or about 97%
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Reinhard J, Kopp E, McKusick BC, Röderer G, Bosch A, Fleischmann G (2007). "Chloroacetaldehydes".
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Mercury Project Summary Including Results of the Fourth Manned Orbital Flight: May 15 and 16, 1963
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because it is used in the preparation of soap. Ethanol can also form esters with inorganic acids.
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design team helped develop U.S. rockets following World War II, including the ethanol-fueled
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of a solution of ethanol in water is nearly 7.00. Ethanol can be quantitatively converted to its
3983: 3801: 3675:. The most ethanol-tolerant yeast strains can survive up to approximately 18% ethanol by volume. 3152:) of endogenous ethanol and acetaldehyde were found in the exhaled breath of healthy volunteers. 2584:
of −114 °C (−173 °F) and low toxicity, ethanol is sometimes used in laboratories (with
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analyzed greenhouse gas emissions of many different engine and fuel combinations, and found that
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78.23 ± 0.09 °C (172.81 ± 0.16 °F; 351.38 ± 0.09 K)
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a flammable liquid (Class 3) means a liquid having a flash point of not more than 60 °C (140 °F)
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Arnett EM, Venkatasubramaniam KG (1983). "Thermochemical acidities in three superbase systems".
4621:. The oxidation product of ethanol, acetic acid, is a nutrient for humans, being a precursor to 3532:), producing ethanol and carbon dioxide. The chemical equations below summarize the conversion: 842: 292: 13913: 13685: 12650: 12560: 12437: 12432: 12188: 11927: 10312: 10262: 10257: 10032: 7331: 6294:"Alcohol Dehydrogenases, Aldehyde Dehydrogenases, and Alcohol Use Disorders: A Critical Review" 5528: 4876: 4856:
published the structural formula of ethanol, one of the first structural formulas determined.
4853: 3767: 3252:
is another potential source of ethanol, and is suitable for growing in dryland conditions. The
2438: 1883: 1856: 1852: 1258: 9849: 9769: 9740: 9696: 9564: 9548: 9427: 9322: 9299: 8808: 8346:
Kosaric N, Duvnjak Z, Farkas A, Sahm H, Bringer-Meyer S, Goebel O, Mayer D (2011). "Ethanol".
8197: 7886:"Ethanol, fruit ripening, and the historical origins of human alcoholism in primate frugivory" 7245:"Direct ethanol fuel cells for transport and stationary applications – A comprehensive review" 7083: 5661: 13948: 13918: 13740: 13715: 13353: 12971: 12518: 11962: 11351: 9499:[Report of a task that must be done for the complete dehydration of wine spirits )]. 9469: 7859: 6873: 6583: 5625: 5300: 4826: 4499: 4172: 3739:, into renewable energy resources. Other agricultural residues such as sugarcane bagasse and 3153: 2798: 2561: 2057: 1797: 1710:. Though it has more side effects, ethanol is less expensive and more readily available than 1707: 1695: 1517: 915: 875: 835: 718: 6785: 5134: 2421:), which is credited as having begun the space age, used ethanol as the main constituent of 13801: 13785: 13410: 12781: 12752: 12633: 12457: 12052: 10349: 10322: 9391: 8726: 8042: 8007: 7653: 7617: 7582: 7530: 7323: 7256: 6984: 6503: 6173:
Adams KE, Rans TS (December 2013). "Adverse reactions to alcohol and alcoholic beverages".
6027:
Sasanami, Misa; Yamada, Taihei; Obara, Takafumi; Nakao, Atsunori; Naito, Hiromichi (2020).
5673: 5637: 5559: 5353: 4841: 4821:, archaeological evidence indicates that the true distillation of alcohol began during the 4168: 4090: 3921: 3780: 3720: 3507: 3157: 2762: 2543: 1603: 1599: 1351:
for lamps, stoves, and internal combustion engines. Ethanol also can be dehydrated to make
502: 172: 9621: 8475:
Lodgsdon JE (1991). "Ethanol". In Howe-Grant M, Kirk RE, Othmer DF, Kroschwitz JI (eds.).
7718:
NFPA 325: Guide to Fire Hazard Properties of Flammable Liquids, Gases, and Volatile Solids
6636: 8: 13953: 13938: 13745: 13725: 13538: 13228: 12716: 12580: 12555: 12523: 12442: 12113: 12076: 11428: 11371: 11333: 11006: 10991: 10969: 10317: 10229: 10129: 10048: 9954: 9763: 8509: 8132: 7716: 7493: 7165: 5746: 5584:, ..." (Let us designate the hydrocarbon compound 4C + 10H as the radical of ether with E 5578:
Bezeichnen wir die Kohlenwasserstoffverbindung 4C + 10H als das Radikal des Aethers mit E
4788: 4731: 4020: 3960: 3917: 3898: 3882: 3513: 3130: 2864: 2802: 2616: 2605: 2593: 2378: 2337: 1965: 1226: 1137: 364: 240: 35: 9823: 8730: 8111: 8092: 8046: 8011: 7657: 7621: 7586: 7534: 7327: 7260: 6988: 6507: 6400: 5677: 5641: 5563: 5384: 5357: 5341: 324: 250: 13843: 13765: 13735: 13680: 13557: 13533: 13032: 12966: 12831: 12791: 12642: 12605: 12565: 12544: 12487: 12462: 12241: 11990: 11971: 11847: 11463: 11308: 11303: 11298: 11293: 11048: 10914: 10380: 10219: 10111: 10078: 9716: 9676: 9526: 9362: 9292:(2009). "Alcohol and the Distillation of Wine in Arabic Sources from the 8th Century". 9289: 9146: 9113: 8571: 8547:"Metabolic engineering of Clostridium autoethanogenum for selective alcohol production" 8546: 8178: 7968: 7076: 7022: 7010: 6893: 6816: 6443: 6426: 6369: 6318: 6293: 6233: 6123: 6063: 6028: 5710: 4942: 4888: 4792: 4689: 4638: 4086: 3714: 3519: 3342: 3292: 3232: 3145: 2892: 2868: 2322: 2291: 2271: 2251: 2247: 1897: 1691: 1579: 1564: 1340: 1328: 1312: 304: 9960: 9942: 8920: 8895: 8667: 8313: 7629: 7345: 5474: 4534:
Upon treatment with halogens in the presence of base, ethanol gives the corresponding
3920:
is also used to concentrate fermented alcoholic solutions, such as traditionally made
2667:–), which is attached to the oxygen of a hydroxyl group (−OH). It is a constitutional 1385:(prefix "eth-"), having a single bond between them (infix "-an-") and an attached −OH 274: 13898: 13790: 13373: 13273: 13243: 13161: 12901: 12786: 12742: 12690: 12497: 12492: 12424: 12296: 12276: 12236: 12094: 12025: 11946: 11458: 11061: 11040: 11016: 10964: 10959: 10862: 10842: 10832: 10822: 10817: 10302: 10234: 10170: 10103: 10098: 10025: 9855: 9475: 9435: 9399: 9370: 9151: 9133: 9092: 8956: 8925: 8874: 8847: 8814: 8646: 8576: 8525: 8518: 8513: 8480: 8359: 8319: 8203: 8182: 8170: 8058: 7907: 7826: 7721:. Quincy, Massachusetts: National Fire Protection Association (NFPA). 1 January 1994. 7665: 7542: 7500: 7466: 7408: 7087: 7014: 7000: 6879: 6762: 6448: 6374: 6354: 6323: 6274: 6269: 6252: 6225: 6190: 6115: 6107: 6068: 6050: 6009: 5975: 5869: 5864: 5839: 5820: 5816: 5718: 5478: 5429: 5419: 5389: 5371: 5167: 5088: 5051: 4988: 4845: 4829:(1127–1279) dynasties. A still has been found at an archaeological site in Qinglong, 4543: 4459: 4094: 3945: 3346: 3149: 2876: 2841: 2620: 2102: 1890: 1667: 1414: 1094: 545: 406: 12376: 11966: 10013:
Industrial ethanol production process flow diagram using ethylene and sulphuric acid
9720: 9680: 9587: 8911: 8149:"Ethanol from Sugarcane and the Brazilian Biomass-Based Energy and Chemicals Sector" 7985: 7972: 6237: 6127: 5278: 5008: 2557:, markers, and personal care products such as mouthwashes, perfumes and deodorants. 13888: 13867: 13855: 13775: 13675: 13580: 13528: 12961: 12836: 12801: 12722: 12710: 12670: 12575: 12508: 12360: 12178: 11495: 11443: 11386: 11213: 11160: 11056: 10954: 10857: 10827: 10807: 10797: 10655: 10307: 10007: 9708: 9668: 9633: 9141: 9125: 9084: 9037: 8948: 8915: 8907: 8734: 8697: 8566: 8558: 8351: 8160: 8106: 8050: 8019: 8015: 7960: 7897: 7838: 7661: 7625: 7590: 7538: 7341: 7269: 7264: 7244: 7179: 7108: 7071: 6992: 6858: 6752: 6511: 6438: 6364: 6346: 6313: 6305: 6264: 6217: 6182: 6099: 6088:"Methanol poisoning: the duality between 'fast and cheap' and 'slow and expensive'" 6058: 6040: 5859: 5851: 5812: 5681: 5645: 5567: 5470: 5379: 5361: 5115: 5080: 4980: 4776: 4723: 4495: 4386: 3837: 3168: 2918:
An ethanol–water solution will catch fire if heated above a temperature called its
2880: 2872: 2860: 2723: 2445: 1763: 1537: 1468: 1386: 1344: 1211: 1207: 777: 705: 618: 139: 9741:"De l'action de l'acide sulfurique sur l'alcool, et des produits qui en résultent" 9195: 9088: 8952: 8355: 8165: 8148: 7792: 7735: 6466: 3690:, this has traditionally been accomplished by allowing the grain to germinate, or 13463: 13438: 12976: 12916: 12700: 12600: 12585: 12570: 12477: 12467: 12365: 12347: 12271: 12030: 11999: 11932: 11899: 11852: 11837: 11505: 11199: 11194: 11155: 10879: 10847: 10812: 10362: 10297: 10292: 10287: 10282: 10224: 10189: 10088: 9925: 9656: 9496: 9329: 9306: 9218: 9175: 8792: 8738: 8688: 8640: 8403: 8305: 8288: 7054: 6978: 6221: 6103: 5620:
For a report on the 1892 International Conference on Chemical Nomenclature, see:
5366: 5151: 4937: 4860: 4834: 4715: 4555: 4423: 4082: 4046: 4035: 3999: 3849: 3453: 3330: 2903: 2888: 2822: 2660: 2558: 2372: 2263: 2228: 1877: 1833: 1739: 1703: 1418: 1367: 1281: 807: 415: 9565:"Nouvelles observations sur la composition de l'alcool et de l'éther sulfurique" 8785: 8562: 7842: 6809:
A Method for Evaluating the Atmospheric Ozone Impact of Actual Vehicle emissions
6350: 4984: 3156:, also known as gut fermentation syndrome, is a rare medical condition in which 2679:, using the common organic chemistry notation of representing the ethyl group (C 2329:) and attribute the damage to the increased water retention by ethanol in fuel. 911: 482: 13700: 13665: 13448: 13338: 13303: 13288: 13223: 13218: 13117: 13017: 12936: 12911: 12876: 12821: 12796: 12665: 12513: 12291: 12208: 12061: 11976: 11832: 11381: 11341: 11026: 10802: 10792: 10787: 10777: 10644: 10606: 10589: 10573: 10529: 10518: 10512: 10357: 10252: 10142: 9912: 9423: 9294:
Studies in al-Kimya': Critical Issues in Latin and Arabic Alchemy and Chemistry
6515: 6186: 5963: 5734: 4881: 4634: 4431: 4351: 4300: 4102: 4078: 3987:
alcohol. Spectroscopic ethanol is an absolute ethanol with a low absorbance in
3668: 3529: 3449: 3265: 2884: 2672: 2648: 2581: 2442: 2243: 1961: 1873: 1766: 1631: 1146: 731: 31: 9965: 9129: 7190: 6757: 6740: 5803:
Pohorecky, Larissa A.; Brick, John (January 1988). "Pharmacology of ethanol".
5766:"3 Natural, Ancient Anesthetics No One Talks About: Opium, Alcohol, Marijuana" 5235: 5217: 4381:
The acidities of water and ethanol are nearly the same, as indicated by their
3812:
be further purified by distillation. Addition of an entraining agent, such as
2699: 1915: 1008: 13882: 13730: 13585: 13468: 13443: 13424: 13368: 13248: 13206: 13201: 12941: 12931: 12891: 12766: 12660: 12615: 12590: 12472: 12452: 12136: 12015: 11914: 11473: 11448: 11420: 11363: 11186: 11134: 11021: 10949: 10944: 10782: 10617: 10611: 10600: 10540: 10534: 10523: 10214: 10162: 10137: 9894: 9726: 9521: 9137: 8174: 7775:"Flash Point Determination of Binary Mixtures of Alcohols, Ketones and Water" 6766: 6111: 6054: 5571: 5433: 5375: 5092: 4872: 4871:, a British chemist, who found in 1826 that it contained "sulphovinic acid" ( 4868: 4848:
described ethanol as a compound of carbon, hydrogen, and oxygen, and in 1807
4722:. An important recognition, first found in one of the writings attributed to 4681: 4487: 4479: 4435: 4176: 4158: 4098: 3911: 3362: 3358: 3351: 3281: 3249: 3188: 2938: 2924: 2907: 2896: 2847: 2770: 2531: 2364: 2202: 1982: 1910: 1755: 1735: 1727: 1639: 1635: 1615: 1472: 1304: 694: 684: 395: 121: 9976: 9536:. Vol. 1 (11th ed.). Cambridge University Press. pp. 525–527. 6087: 5256: 5139:(92 ed.). Boca Raton, FL: CRC Press/Taylor and Francis. pp. 6–232. 3877:
A variety of other techniques have been discussed, including the following:
3755: 13806: 13660: 13513: 13453: 13433: 13405: 13333: 13213: 13196: 13151: 13102: 13007: 12727: 12680: 12528: 12286: 12226: 12203: 11904: 11280: 10939: 10507: 10332: 9893:
Onuki S, Koziel JA, van Leeuwen J, Jenks WS, Grewell D, Cai L (June 2008).
9712: 9672: 9638: 9155: 8702: 8683: 8580: 8545:
Liew F, Henstra AM, Köpke M, Winzer K, Simpson SD, Minton NP (March 2017).
8062: 7911: 7902: 7885: 7699: 6452: 6378: 6327: 6229: 6194: 6119: 6072: 6013: 5979: 5482: 5393: 4947: 4900: 4892: 4779:(1223–1296) describe a method for concentrating ethanol involving repeated 4704: 4607: 4491: 4439: 4316: 3763: 3672: 3164: 3134: 2902:
The addition of even a few percent of ethanol to water sharply reduces the
2778: 2727: 2652: 2589: 2535: 2412: 2401: 2287: 2120: 2023: 1955: 1935: 1805: 1595: 1547: 1348: 1320: 1292: 1274: 9336:, vol. I, pp. 141, 143. Sometimes, sulfur was also added to the wine (see 8929: 8842:. Vol. 1 (6th ed.). Hoboken, NJ: John Wiley & Sons. p.  6278: 5873: 5824: 4625:, where the acetyl group can be spent as energy or used for biosynthesis. 2344: 2224: 971: 13780: 13690: 13655: 13622: 13548: 13523: 13363: 13268: 13238: 13122: 13037: 13027: 12757: 12685: 12327: 12168: 12158: 12020: 11994: 11884: 11731: 11323: 11318: 11313: 11104: 10578: 10501: 10495: 9465: 6045: 5855: 5601: 4719: 4611: 4251:= 1371 kJ/mol = 29.8 kJ/g = 327 kcal/mol = 7.1 kcal/g 3988: 3817: 3744: 3740: 3345:. This catalyst was first used for large-scale ethanol production by the 3221: 3141: 2919: 2856: 2750: 2644: 2539: 2527: 2519: 2360: 2318: 2164: 1785: 1587: 1583: 1378: 1254: 984: 711: 9041: 5937: 5119: 5084: 4655:
Ethanol is very flammable and should not be used around an open flame.
4153:
Since water is removed from the same molecule, the reaction is known as
3853: 2726:
of 1.36242 (at λ=589.3 nm and 18.35 °C or 65.03 °F). The
957: 384: 13695: 13637: 13600: 13575: 13473: 13283: 13146: 12317: 11981: 11894: 11889: 11794: 11595: 11525: 11401: 11223: 11124: 10934: 10929: 10899: 10894: 10852: 10567: 10450: 10440: 10430: 10385: 10119: 10093: 10073: 9766:
confirmed Faraday's discovery by preparing ethanol from pure ethylene.
7964: 6745:
Journal of the Brazilian Society of Mechanical Sciences and Engineering
6309: 4932: 4927: 4804: 4757: 4692:. Dried residue on 9,000-year-old pottery found in China suggests that 4685: 4622: 4427: 4283:= 1236 kJ/mol = 26.8 kJ/g = 295.4 kcal/mol = 6.41 kcal/g 4118: 3784: 3366: 3338: 3334: 3161: 2830: 2766: 2326: 2279: 1886: 1747: 1743: 1723: 1711: 1627: 1316: 1277: 964: 643: 427: 355: 7793:"49 CFR § 172.101 – Purpose and use of hazardous materials table" 7594: 7132: 7047: 6996: 6980:
Earth: The Sequel: The Race to Reinvent Energy and Stop Global Warming
6340: 4884:
hydration, a process similar to current industrial ethanol synthesis.
3522:
and fuel is produced by fermentation. Certain species of yeast (e.g.,
1851:
The subsequent oxidation of acetaldehyde into acetate is performed by
13627: 13492: 13328: 13132: 13012: 12866: 12841: 12355: 12312: 12163: 11789: 11779: 11761: 11615: 11406: 11261: 11114: 10924: 10919: 10909: 10904: 10884: 10489: 10461: 10455: 10445: 10435: 10390: 9028:
Rossini FD (1937). "Heats of Formation of Simple Organic Molecules".
8054: 7216: 6539:. Livermore, California: Sandia National Laboratories. Archived from 5686: 5650: 5412:"9: Wine and the vine in ancient Mesopotamia: the cuneiform evidence" 5047: 4746: 4700: 4693: 4483: 3956: 3887: 3841: 3833: 3805: 3724: 3289: 3204: 3126: 2837: 2511: 2386: 2310: 2259: 2236: 2214: 1993: 1801: 1663: 1503: 1491: 1262: 796: 513: 5658:
Armstrong's report is reprinted with the resolutions in English in:
5547: 3113: 1145:
Except where otherwise noted, data are given for materials in their
13595: 13507: 13308: 13171: 13156: 13127: 12996: 12771: 12595: 12539: 12533: 12502: 12447: 12415: 12332: 12193: 12183: 12153: 11868: 11784: 11756: 11741: 11736: 11677: 11672: 11656: 11585: 11575: 11545: 11535: 11515: 11251: 11247: 11227: 11209: 11176: 11084: 10420: 10201: 10175: 9896:
Ethanol production, purification, and analysis techniques: a review
5913:"Why is 70% ethanol used for wiping microbiological working areas?" 4922: 4864: 4735: 4659: 4547: 4535: 4304: 4106: 3968: 3845: 3296: 3203:. Which process is more economical depends on prevailing prices of 3192: 2818: 2814: 2782: 2774: 2746: 2554: 2523: 2457: 2408: 2210: 2180: 2007: 1841: 1773: 1751: 1699: 1683: 1651: 1611: 1575: 1543: 1352: 1324: 1308: 1285: 1122: 930: 457: 375: 9549:"Mémoire sur la composition de l'alcohol et de l'éther sulfurique" 8078:"Auto-Brewery Syndrome: Apparently, You Can Make Beer In Your Gut" 7385:"Flame Temperature Analysis and NOx Emissions for Different Fuels" 6427:"ALDH2, ADH1B, and ADH1C genotypes in Asians: a literature review" 5215: 3179: 1634:
gels for its bactericidal and anti-fungal effects. Ethanol kills
1606:
and vomit, which led to use of alternatives in antiquity, such as
273: 13760: 13590: 13543: 13502: 13458: 13400: 13395: 13358: 13348: 13298: 13293: 13233: 13166: 13057: 13052: 13002: 12881: 12871: 12624: 12266: 11746: 11726: 11682: 11638: 11565: 11555: 11396: 11376: 11237: 10372: 8292: 6921:"Want to Reduce Air Pollution? Don't Rely on Ethanol Necessarily" 6467:"Alcohol use and safe drinking: MedlinePlus Medical Encyclopedia" 5840:"Antiseptics and disinfectants: activity, action, and resistance" 5306:. Hazardous Substance Fact Sheet. New Jersey Department of Health 4551: 4122: 3964: 3951: 3857: 3821: 3813: 3775: 3736: 3728: 3702: 3698: 3594: 3535: 3225: 2790: 2786: 2758: 2754: 2709: 2585: 2507: 2424: 2082: 2072: 1793: 1647: 1546:
used since antiquity as a cosmetic, and retained that meaning in
1336: 1270: 674: 469: 46: 42: 9553:
Journal de Physique, de Chimie, d'Histoire Naturelle et des Arts
9220:
A dictionary of chemistry and of mineralogy as connected with it
8225:विद्याभराती जिल्हा मध्यवर्ती सहकारी बँक भारती परीक्षा मार्गदर्शक 6637:"First Commercial U.S. Cellulosic Ethanol Biorefinery Announced" 4167:
At a lower temperature than that of intramolecular dehydration,
3254:
International Crops Research Institute for the Semi-Arid Tropics
881: 13811: 13632: 13614: 13077: 13047: 12549: 11812: 11605: 10837: 9880: 6166: 4896: 4675: 4615: 4320: 4220:
Complete combustion of ethanol forms carbon dioxide and water:
3832:
Apart from distillation, ethanol may be dried by addition of a
3695: 3683: 3679: 3261: 2810: 2794: 2733: 2668: 2487: 2404: 2206: 2086: 1925: 1837: 1532: 1521: 1117: 335: 12105: 9725:
On page 368, Hennell produces ethanol from "sulfovinic acid" (
9525: 7082:. Foreword by Isaac Asimov. Rutgers University Press. p.  6875:
Electro-rheological Fluids and Magneto-rheological Suspensions
6779: 6086:
Anseeuw, Kurt; Sabbe, Marc B.; Legrand, Annemie (April 2008).
5535:. Bethesda, MD: National Center for Biotechnology Information. 4680:
The fermentation of sugar into ethanol is one of the earliest
4093:
respectively. Diethyl sulfate is a useful ethylating agent in
2353: 1848:
ethanol—can be attributed to acetaldehyde toxicity in humans.
12846: 12776: 11751: 8232: 7184:"Mercury-Redstone Launch-Vehicle development and performance" 6493: 4830: 4818: 4784: 4058: 4039: 4002:
in the US, equivalent to 175 degrees proof in the UK system.
3732: 3269: 3200: 3196: 3112:
Dishes using burning alcohol for culinary effects are called
2550: 2495: 2491: 1861: 1789: 1659: 1655: 1607: 1300: 1296: 315: 263: 9966:
CDC – NIOSH Pocket Guide to Chemical Hazards – Ethyl Alcohol
9851:
The 100 most important chemical compounds: a reference guide
8595:"Solar-to-Fuel System Recycles CO2 for Ethanol and Ethylene" 8479:. Vol. 9 (4th ed.). New York: Wiley. p. 817. 7825:
Ha, Dong-Myeong; Park, Sang Hun; Lee, Sungjin (April 2015).
7243:
Badwal SP, Giddey S, Kulkarni A, Goel J, Basu S (May 2015).
6345:. Subcellular Biochemistry. Vol. 67. pp. 235–237. 6343:
Cytochrome P450 2E1: Its Role in Disease and Drug Metabolism
5548:"Ueber die Constitution des Aethers und seiner Verbindungen" 4863:. He found that sulfuric acid could absorb large volumes of 907: 529: 148: 12139: 10017: 9892: 9078: 8235:, Maharashtra, India: Vidyabharti Publication. p. 119. 8146: 6737: 6489: 6487: 3705:, the amylase converts the remaining starches into sugars. 3691: 3687: 3285: 3257: 2321:
with water makes it unsuitable for shipping through modern
2198: 1825: 1598:
at 0.4%. However, this use carried the high risk of deadly
1382: 1266: 1082: 885: 664: 448: 151: 145: 7312:"Low-concentration ethanol stove for rural areas in India" 7078:
Ignition! an informal history of liquid rocket propellants
6663: 6147:. Medical Society of the State of New York. Archived from 5550:[On the constitution of ether and its compounds]. 4852:
determined ethanol's chemical formula. Fifty years later,
4089:
are prepared by treating ethanol with sulfur trioxide and
3808:
with a boiling point of 78.1 °C (172.6 °F), and
3448:
Ethanol has been produced in the laboratory by converting
3215:
World production of ethanol in 2006 was 51 gigalitres (1.3
2833:, with up to 777 J/mol being released at 298 K. 2411:
such as liquid oxygen. The German A-4 ballistic rocket of
919: 889: 157: 9899:. 2008 ASABE Annual International Meeting. Providence, RI 9701:
Philosophical Transactions of the Royal Society of London
9661:
Philosophical Transactions of the Royal Society of London
9626:
Philosophical Transactions of the Royal Society of London
8645:. American Association of Cereal Chemists, Incorporated. 7572: 6250: 6029:"Oral Ethanol Treatment for Ethylene Glycol Intoxication" 5730: 4768:). In the twelfth century, recipes for the production of 2722:
Ethanol is slightly more refractive than water, having a
2569: 2565: 2417: 2382: 2303: 2267: 2039: 8896:"Sugar and alcohol stabilization of yeast in sweet wine" 8345: 7779:
Departamento de Ingeniería Química, Facultad de Ciencias
7242: 6484: 6026: 5753:. Vol. I. Paris: Imprimerie nationale. p. 136. 5156:(89 ed.). Boca Raton, FL: CRC Press. pp. 9–55. 5105: 3183:
94% denatured ethanol sold in a bottle for household use
2899:
and numerous flavoring, coloring, and medicinal agents.
8681: 7950: 7463:
The Merck index: an encyclopedia of chemicals and drugs
7387:. Mississippi State Department of Chemical Engineering. 5662:"The International Conference on Chemical Nomenclature" 5626:"The International Conference on Chemical Nomenclature" 4546:. An intermediate in the reaction with chlorine is the 4385:
of 15.7 and 16 respectively. Thus, sodium ethoxide and
4296: 4034:
In the presence of acid catalysts, ethanol reacts with
2456:
Commercial fuel cells operate on reformed natural gas,
1840:
in humans, while trace amounts are also metabolized by
801:
1.2 mPa·s (at 20 °C), 1.074 mPa·s (at 25 °C)
8544: 8422:"Catalysis Web Pages for Pre-University Students V1_0" 7309: 6559:"Overview of Storage Development DOE Hydrogen Program" 6534:"Overview of Storage Development DOE Hydrogen Program" 4658:
Pure ethanol will irritate the skin and eyes. Nausea,
4542:, where X = Cl, Br, I). This conversion is called the 3779:
the ethanol content. The calculation makes use of the
1772:
Some medicinal solutions of ethanol are also known as
12406: 9924:
Lange, Norbert Adolph (1967). John Aurie Dean (ed.).
8508: 8195: 5222:
National Institute for Occupational Safety and Health
2749:
with water and with many organic solvents, including
154: 9822:. United States Department of Energy. Archived from 9236:"9,000-Year-Old Beer Re-Created From Chinese Recipe" 8943:
Zimmermann, Heinz; Walz, Roland (2008). "Ethylene".
5459:"Alcohol Given Intravenously for General Anesthesia" 4918:
Ethanol-induced non-lamellar phases in phospholipids
4859:
Ethanol was first prepared synthetically in 1825 by
3129:
blossoms. Although some animal species, such as the
2407:(liquid-propelled) vehicles, in conjunction with an 1509:, "wood, raw material", hence "matter, substance"). 1284:, and the second most consumed drug globally behind 160: 9817:"Outlook for Biomass Ethanol Production and Demand" 9768:Berthelot M (1855). Arago F, Gay-Lussac JL (eds.). 8189: 7795:. Legal Information Institute, Cornell University. 6710: 6085: 5509:. Ellisville, Missouri: Renewable Fuels Association 5342:"Sleep, alcohol, and caffeine in financial traders" 5340:Song, Frank; Walker, Matthew P. (8 November 2023). 4171:may occur producing a symmetrical ether. This is a 3369:to yield ethanol and regenerate the sulfuric acid: 2235:Australian law limits the use of pure ethanol from 436: 142: 9913:"Explanation of US denatured alcohol designations" 9296:. Hildesheim: Georg Olms Verlag. pp. 283–298. 9194:. University of Oxford. 9 May 2008. Archived from 8517: 7768: 7492: 7405:CRC Handbook of Chemistry and Physics 81st edition 7075: 6291: 4389:exist in an equilibrium that is closely balanced: 3827: 3678:To produce ethanol from starchy materials such as 2197:The largest single use of ethanol is as an engine 9961:National Pollutant Inventory – Ethanol Fact Sheet 8639:Chemists, American Association of Cereal (1986). 8032: 7766: 7764: 7762: 7760: 7758: 7756: 7754: 7752: 7750: 7748: 7730: 7728: 7519: 7310:Rajvanshi AK, Patil SM, Mendonca B (March 2007). 7212:"Rocket Racing League Unveils New Flying Hot Rod" 5329:. Edinburgh: Adam and Charles Black. p. 470. 3950:Pure ethanol and alcoholic beverages are heavily 2851:Hydrogen bonding in solid ethanol at −186 °C 1375:International Union of Pure and Applied Chemistry 291: 13880: 8936: 8813:. New Age International Limited. pp. 402–. 8716: 8282:"Developing a sweet sorghum ethanol value chain" 8093:"Alcohols as Components of Transportation Fuels" 6688:. American Coalition for Ethanol. Archived from 5999: 5837: 5789:Grattan, N. "Treatment of Uterine Haemorrhage". 3863: 3686:must first be converted into sugars. In brewing 3299:. It is often referred to as synthetic ethanol. 2906:of water. This property partially explains the " 2631:OH. The structure of the molecule of ethanol is 2467: 1919:Corn vs ethanol production in the United States 481: 9337: 9333: 9276: 9264: 8806: 7860:"Flash points of ethanol-based water solutions" 7736:"49 CFR § 173.120 – Class 3 – Definitions" 7607: 7178: 6780:California Air Resources Board (October 1989). 6639:. Renewable Fuels Association. 20 November 2006 6207: 5745: 5666:The Journal of Analytical and Applied Chemistry 5160: 3991:and visible light, fit for use as a solvent in 3144:, forming an icy coating around dust grains in 1896:Despite alcohol's psychoactive, addictive, and 1889:, ethanol is one of the most commonly consumed 1662:. However, it is ineffective against bacterial 946: 249: 9971:National Institute of Standards and Technology 9854:. Westport, CN: Greenwood Press. p. 122. 9081:Ullmann's Encyclopedia of Industrial Chemistry 9064:Chakrabartty SK (1978). Trahanovsky WS (ed.). 8945:Ullmann's Encyclopedia of Industrial Chemistry 8942: 8348:Ullmann's Encyclopedia of Industrial Chemistry 8304: 7785: 7772: 7745: 7725: 7048:"Mechanics see ethanol damaging small engines" 6399:. National Institute of Health. Archived from 6298:Alcoholism: Clinical and Experimental Research 5802: 5414:. In McGovern PE, Fleming SJ, Katz SH (eds.). 1944: Percent of corn used for Ethanol (right) 12392: 12121: 10033: 9471:Economic History of Medieval India, 1200–1500 9068:. New York: Academic Press. pp. 343–370. 8893: 8873:. Tata McGraw-Hill Education. pp. 268–. 8451:"Last synthetic ethanol plant in US to close" 8084: 7927:"Fact or Fiction?: Animals Like to Get Drunk" 7642: 6970: 6424: 6420: 6418: 5405: 5403: 5070: 4101:, prepared from the reaction of ethanol with 3195:and, via biological processes, by fermenting 2719:for combustion in air is 2082 °C or 3779 °F. 2437:, which launched the first U.S. astronaut on 9398:. Chicago: The University of Chicago Press. 9063: 8860: 8119: 8090: 7490: 7133:"Basics of Space Flight: Rocket Propellants" 6292:Edenberg HJ, McClintick JN (December 2018). 4808:or "water of life", also called by John the 4730:to boiling wine, which increases the wine's 2514:structure allows for the dissolving of both 1315:, and has modern medical applications as an 9878: 9794:"Ethanol, Once Bypassed, Now Surging Ahead" 9562: 9546: 8504: 8502: 8500: 8498: 8496: 8341: 8339: 8337: 8335: 8196:Wittcoff HA, Reuben BG, Plotkin JS (2004). 8153:ACS Sustainable Chemistry & Engineering 7820: 7818: 7816: 7814: 7812: 7810: 7808: 7806: 7711: 7709: 7684: 7203: 7127: 7125: 7109:"The Internet Encyclopedia of Science: V-2" 5452: 5450: 4875:). In 1828, Hennell and the French chemist 3901:on a carbon nanospike film as the catalyst; 3895:electrochemical reduction of carbon dioxide 3160:quantities of ethanol are produced through 2855:Hydrogen bonding causes pure ethanol to be 2400:Ethanol was commonly used as fuel in early 12399: 12385: 12128: 12114: 10040: 10026: 9847: 9186: 9184: 7486: 7484: 7482: 6966:(in Brazilian Portuguese). Agência Estado. 6806: 6415: 6175:Annals of Allergy, Asthma & Immunology 5400: 5339: 4105:and sulfuric acid, was formerly used as a 3897:to ethanol under ambient conditions using 3848:. The desiccants can be dried and reused. 2703:Ethanol burning with its spectrum depicted 1800:(ADH) enzymes. These enzymes catalyze the 544: 405: 363: 9767: 9637: 9474:. Pearson Education India. pp. 55–. 9318: 9288: 9145: 9111: 8977:"14.4: Dehydration Reactions of Alcohols" 8919: 8833: 8701: 8665: 8642:Advances in Cereal Science and Technology 8570: 8468: 8375: 8164: 8110: 8035:Rapid Communications in Mass Spectrometry 7901: 7824: 7773:Martínez, P. J.; Rus, E.; Compaña, J. M. 7672: 7335: 7268: 6976: 6756: 6527: 6525: 6442: 6368: 6317: 6268: 6172: 6062: 6044: 5863: 5685: 5659: 5649: 5623: 5409: 5383: 5365: 3904:Extraction of ethanol from grain mash by 3248:In India ethanol is made from sugarcane. 2575: 2266:) showed a reduction of 8%, conventional 1311:hydration. Historically it was used as a 1265:, colorless liquid with a characteristic 501: 9808: 9738: 9688: 9520: 9390: 9361: 9349: 9112:Cederbaum, Arthur I (16 November 2012). 8758:. University of Michigan. Archived from 8638: 8624:. Popular Science Online. Archived from 8493: 8474: 8419: 8332: 8298: 8202:. John Wiley & Sons. pp. 136–. 8075: 7803: 7706: 7549: 7460: 7456: 7454: 7452: 7450: 7283: 7122: 7064: 6142:"Alcohol Content in Common Preparations" 5964:"Treatment of Ethylene Glycol Poisoning" 5838:McDonnell G, Russell AD (January 1999). 5791:Provincial Medicine and Surgical Journal 5709: 5456: 5447: 5216:NIOSH Pocket Guide to Chemical Hazards. 5073:Journal of the American Chemical Society 4965: 3762: 3754: 3178: 2846: 2698: 2651:), which indicates that the carbon of a 2494:, diethyl ether, acetic acid, and ethyl 2250:of carbon monoxide, particulate matter, 2223: 1914: 9979:news and market data on ethanol futures 9785: 9694: 9654: 9619: 9579: 9418: 9416: 9181: 9027: 8866: 8431:. University of Bristol. Archived from 8247:"Sweet sorghum for food, feed and fuel" 7681:, 9th ed.; monographs 6575 through 6669 7479: 6834:CS1 maint: location missing publisher ( 6631: 6629: 5961: 5793:. Vol. 1, No. 6 (Nov. 7, 1840), p. 107. 5783: 5521: 5416:The Origins and Ancient History of Wine 5281:. PubChem. National Library of Medicine 5211: 5209: 3747:may also be fermentable sugar sources. 3148:. Minute quantity amounts (average 196 2931:Flash points of ethanol–water mixtures 2797:, and with aliphatic chlorides such as 1968:) of some fuels compared with ethanol. 540: 383: 30:For ethanol as a drug or medicine, see 14: 13881: 9841: 9791: 9585: 9494: 9458: 9227: 9216: 9003:"Alkenes from Dehydration of Alcohols" 8786:The Denatured Alcohol Regulations 2005 8619: 8350:. Weinheim: Wiley-VCH. pp. 1–72. 8128:"Brazil's Road to Energy Independence" 7924: 7883: 7499:(2nd ed.). Allyn and Bacon, inc. 7398: 7396: 7394: 7377: 7284:Immergut, Debra Jo (3 December 2015). 6556: 6531: 6522: 6244: 6092:European Journal of Emergency Medicine 5993: 5545: 5039: 5035: 5033: 5031: 5029: 4295:Ethanol is a neutral molecule and the 4290: 3443: 2836:Mixtures of ethanol and water form an 2694: 2675:. Ethanol is sometimes abbreviated as 2254:, and other ozone-forming pollutants. 1485:is a contraction of the Ancient Greek 396: 12380: 12109: 10021: 9923: 9881:"Hand Hygiene in Healthcare Settings" 9464: 9233: 8448: 8429:Bristol ChemLabs, School of Chemistry 8315:Basic Principles of Organic Chemistry 8222: 7447: 7195:. p. 70. NASA-SP-45 – via 7070: 6848: 5501: 5499: 5324: 5153:CRC Handbook of Chemistry and Physics 5136:CRC Handbook of Chemistry and Physics 5043:CRC Handbook of Chemistry and Physics 4899:(gasoline) or ethanol. It fuels some 4696:people consumed alcoholic beverages. 3119: 2740: 2530:compounds. As ethanol also has a low 2415:(better known by its propaganda name 2270:ethanol blend a reduction of 17% and 2213:sold in Brazil contains at least 25% 1732:alcohol-induced respiratory reactions 1291:Ethanol is naturally produced by the 572:Key: LFQSCWFLJHTTHZ-UHFFFAOYSA-N 343: 323: 11187:Polyhydric alcohols (sugar alcohols) 9413: 9072: 8125: 7402: 7209: 6964:"Tecnologia flex atrai estrangeiros" 6660:"Model T Ford Club Australia (Inc.)" 6626: 5507:"2008 World Fuel Ethanol Production" 5333: 5206: 5149: 5143: 5132: 5126: 4867:. He gave the resulting solution to 4005: 3939: 3934: 2542:from solution in a process known as 2246:, ethanol as a fuel reduces harmful 2106:(high-octane gasoline, not jet fuel) 1717: 1323:, solvent for some medications, and 9814: 9422: 8894:Kunkee RE, Amerine MA (July 1968). 8797:Statutory Instrument 2005 No. 1524. 8477:Encyclopedia of chemical technology 8449:Tullo, Alexander (26 August 2021). 8384:Encyclopedia of chemical technology 8112:10.1146/annurev.eg.12.110187.000403 7890:Integrative and Comparative Biology 7852: 7559:Encyclopedia of chemical technology 7465:(9th ed.). Rahway, NJ: Merck. 7391: 7106: 6871: 6609:"Fuel ethanol production worldwide" 6425:Eng MY, Luczak SE, Wall TL (2007). 5026: 4651:Alcohol (chemistry) § Toxicity 3977: 3971:. Products of this kind are called 3872: 2610: 2306:and reactive organic gases (ROGs). 1229:, with its formula also written as 582:Key: LFQSCWFLJHTTHZ-UHFFFAOYAB 472: 456: 24: 13771:Nexus for Exoplanet System Science 10004:A look into the history of ethanol 9871: 8870:Textbook Of Food & Bevrge Mgmt 7679:Merck Index of Chemicals and Drugs 7360:"Your Guide to Ethanol Extraction" 7316:Energy for Sustainable Development 6918: 6878:. Philadelphia: World Scientific. 5599: 5496: 4169:intermolecular alcohol dehydration 4029: 2659:−) is attached to the carbon of a 2506:Ethanol is considered a universal 1682:Ethanol may be administered as an 1497:, "upper air") and the Greek word 942: 104: 94: 74: 69:Full structural formula of ethanol 64: 25: 13970: 13671:Atomic and molecular astrophysics 12408:Molecules detected in outer space 11843:2-Methyl-2-propyl-1,3-propanediol 9955:International Labour Organization 9936: 9217:Ottley, William Campbell (1826). 8520:Introduction to Organic Chemistry 7562:. Vol. 9. 1991. p. 813. 7286:"Can Ethanol Fireplaces Be Cozy?" 7224:from the original on 8 March 2014 6977:Horn M, Krupp F (16 March 2009). 6657: 5763: 5463:Surgical Clinics of North America 5457:Schnelle, Norbert (August 1965). 5046:(92nd ed.). Boca Raton, FL: 1784:In mammals, ethanol is primarily 1280:, it is the active ingredient in 569:InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3 13861: 13849: 13837: 13826: 13825: 12632: 12623: 12614: 12090: 12089: 9774:Annales de Chimie et de Physique 9756: 9745:Annales de Chimie et de Physique 9732: 9648: 9613: 9569:Annales de Chimie et de Physique 9540: 9514: 9488: 9384: 9369:. Harmondsworth: Penguin Books. 9355: 9343: 9321:(same content also available on 9312: 9298:(same content also available on 9282: 9270: 9258: 9210: 9162: 9105: 9057: 9048: 9021: 8995: 8969: 8887: 8827: 8800: 8777: 8745: 8710: 8675: 8659: 8632: 8613: 8587: 8538: 8442: 8413: 8390: 8386:. Vol. 9. 1991. p. 82. 8275: 8239: 8216: 8140: 8076:Doucleff M (17 September 2013). 7182:; Bertram, Emil (October 1963). 6983:. Vol. 62. pp. 63–65. 6807:Lowi A, Carter WP (March 1990). 6584:"Availability of Sources of E85" 6270:10.1111/j.1432-1033.1994.00549.x 6257:European Journal of Biochemistry 5040:Haynes, William M., ed. (2011). 4840:In 1796, German-Russian chemist 4764:(later translated into Latin as 4760:'s (Latin: Abulcasis, 936–1013) 4726:(ninth century CE), was that by 4478:HCl requires a catalyst such as 3993:ultraviolet-visible spectroscopy 2745:Ethanol is a versatile solvent, 2371: 2352: 2336: 1650:, and is effective against most 1594:of 0.03-0.05 % and induces 1590:. Mild intoxication starts at a 1377:for a compound consisting of an 1153: 851: 846: 841: 630: 579:InChI=1/C2H6O/c1-2-3/h3H,2H2,1H3 138: 120: 13796:Polycyclic aromatic hydrocarbon 12252:2,4-Dimethyl-6-tert-butylphenol 12135: 12072:Nucleophilic conjugate addition 9434:. Routledge. pp. 147–148. 9192:"Safety data for ethyl alcohol" 8912:10.1128/AEM.16.7.1067-1075.1968 8810:A Textbook of Organic Chemistry 8807:Bansal RK, Bernthsen A (2003). 8069: 8026: 7979: 7944: 7918: 7877: 7738:. Legal Information Institute. 7636: 7601: 7566: 7557: 7513: 7421: 7352: 7303: 7277: 7236: 7172: 7150: 7100: 7041: 6956: 6938: 6912: 6865: 6842: 6800: 6773: 6731: 6704: 6678: 6651: 6601: 6576: 6550: 6459: 6393:"Alcohol Metabolism: An Update" 6385: 6334: 6285: 6201: 6134: 6079: 6020: 5955: 5930: 5905: 5880: 5831: 5805:Pharmacology & Therapeutics 5796: 5757: 5739: 5703: 5614: 5593: 5539: 5327:Encyclopædia Britannica, Vol. 1 5318: 5293: 5271: 5249: 5228: 4756:–950), and in the 28th book of 4417: 4287:Specific heat = 2.44 kJ/(kg·K) 3998:Pure ethanol is classed as 200 3828:Molecular sieves and desiccants 3795: 3790: 3501: 2913: 1867: 1779: 1520:that was held in April 1892 in 1149:(at 25 °C , 100 kPa). 99:Ball-and-stick model of ethanol 9563:de Saussure, Théodore (1814). 9066:Oxidation in Organic Chemistry 8256:. January 2008. Archived from 8020:10.1016/j.chemphys.2007.02.018 7998:films at 11 K. A FTIR study". 7433:NIST Chemistry WebBook, SRD 69 7270:10.1016/j.apenergy.2015.02.002 6564:. Sandia National Laboratories 5696:(ex. pentanol, pentynol, etc.) 5181: 5099: 5064: 5001: 4350:or a very strong base such as 4112: 3337:onto a porous support such as 3329:The catalyst is most commonly 3284:feed stocks, primarily by the 3187:Ethanol is produced both as a 2481: 2446:rocket-powered racing aircraft 2395: 2300:California Air Resources Board 1949: 1417:. He coined the word from the 636: 624: 109:Space-filling model of ethanol 13: 1: 13721:Extraterrestrial liquid water 12043:Fischer–Speier esterification 10975:Propylene glycol methyl ether 10008:ChemSub Online: Ethyl alcohol 9930:(10th ed.). McGraw-Hill. 9927:Lange's Handbook of Chemistry 9792:Siegel R (15 February 2007). 9089:10.1002/14356007.a06_527.pub2 8953:10.1002/14356007.a10_045.pub3 8356:10.1002/14356007.a09_587.pub2 8166:10.1021/acssuschemeng.1c01678 8091:Mills GA, Ecklund EE (1987). 7630:10.1016/S1385-8947(01)00211-X 7491:Morrison RT, Boyd RN (1972). 7346:10.1016/S0973-0826(08)60568-2 7158:"A Brief History of Rocketry" 6431:Alcohol Research & Health 6210:Expert Opinion on Drug Safety 5844:Clinical Microbiology Reviews 5475:10.1016/S0039-6109(16)37650-2 4959: 4796: 4750: 4739: 4708: 4628: 4215: 3963:and toxins such as methanol, 3864:Membranes and reverse osmosis 3280:Ethanol can be produced from 3174: 3140:Ethanol has been detected in 2468:Household heating and cooking 2451: 1924: Total corn production ( 1760:trimethoprim/sulfamethoxazole 1638:by dissolving their membrane 1621: 1569: 1253:or EtOH, where Et stands for 1042:(US health exposure limits): 12323:Automatic transmission fluid 12257:Dinonylnaphthylsulfonic acid 12209:Racing fuel (Tetraethyllead) 10047: 9948:The Periodic Table of Videos 9762:In 1855, the French chemist 8739:10.1016/j.renene.2011.09.027 8199:Industrial Organic Chemicals 7831:Fire Science and Engineering 7692:"Flash Point and Fire Point" 7666:10.1016/0021-9614(78)90160-X 7543:10.1016/0021-9614(89)90160-2 6222:10.1517/14740338.2011.565328 6104:10.1097/MEJ.0b013e3282f3c13b 5962:Scalley R (September 2002). 5817:10.1016/0163-7258(88)90109-X 5749:; Houdas, Octave V. (1893). 5529:"Ethanol – Compound Summary" 5367:10.1371/journal.pone.0291675 4850:Nicolas-Théodore de Saussure 4664:occupational exposure limits 4601: 4175:. In the following example, 4014: 3906:supercritical carbon dioxide 3708: 3275: 2813:is limited to alkanes up to 2599: 2475: 2124:(90% gasoline + 10% ethanol) 1694:. It does so by acting as a 1666:, which can be treated with 1574:Ethanol is the oldest known 1504: 1492: 1471:, more specifically called " 1467:(commonly called "ether" in 7: 12952:Protonated hydrogen cyanide 10210:4-Methylcyclohexanemethanol 9885:Centers for Disease Control 9879:Boyce JM, Pittet D (2003). 9848:Myers RL, Myers RL (2007). 9338:Berthelot & Houdas 1893 9334:Berthelot & Houdas 1893 9277:Berthelot & Houdas 1893 9265:Berthelot & Houdas 1893 8867:Andrews S (1 August 2007). 8836:"Solvents for Spectrometry" 8669:Molecular Sieve Information 8563:10.1016/j.ymben.2017.01.007 8408:Essential Chemical Industry 7843:10.7731/KIFSE.2015.29.2.039 6872:Tao R (16–20 August 2010). 6811:. Warrendale, Pennsylvania. 6351:10.1007/978-94-007-5881-0_8 6002:Emergency Medicine Practice 5607:Online Etymology Dictionary 4985:10.1039/9781849733069-00001 4910: 4619:liver alcohol dehydrogenase 4606:Ethanol can be oxidized to 3701:. When the malted grain is 3528:) metabolize sugar (namely 3191:, through the hydration of 2717:adiabatic flame temperature 2256:Argonne National Laboratory 2043:(85% ethanol, 15% gasoline) 1677: 1592:blood alcohol concentration 1335:. It is used as a chemical 997:or concentration (LD, LC): 90: 79:Skeletal formula of ethanol 60: 27:Organic compound (CH₃CH₂OH) 10: 13975: 12247:Dimethyl methylphosphonate 12048:Williamson ether synthesis 11347:2,4-Dichlorobenzyl alcohol 10278:2-(2-Methoxyethoxy)ethanol 10273:2-(2-Methoxyethoxy)ethanol 9957:ethanol safety information 9951:(University of Nottingham) 9588:"On a new chemical theory" 8420:Harrison, Tim (May 2014). 6516:10.1016/j.fuel.2010.01.032 6187:10.1016/j.anai.2013.09.016 4977:Royal Society of Chemistry 4673: 4669: 4648: 4558:upon reaction with water: 4179:is produced from ethanol: 4155:intramolecular dehydration 4018: 3943: 3750: 3712: 3511: 3505: 3210: 2821:and higher alkanes show a 2603: 2501: 2479: 2284:internal combustion engine 2231:ethanol for laboratory use 1953: 1908: 1871: 1582:during surgery in ancient 1562: 1558: 40: 29: 13820: 13711:Earliest known life forms 13706:Diffuse interstellar band 13646: 13566: 13491: 13382: 13317: 13257: 13185: 13177:Protonated cyanoacetylene 13091: 12985: 12947:Protonated carbon dioxide 12907:Hydromagnesium isocyanide 12855: 12641: 12612: 12423: 12414: 12346: 12305: 12217: 12146: 12085: 12067:Friedel-Crafts alkylation 12058:Nucleophilic substitution 12038:Nucleophilic substitution 12008: 11955: 11913: 11877: 11861: 11825: 11803: 11770: 11717: 11710: 11665: 11647: 11629: 11481: 11472: 11415: 11360: 11332: 11279: 11185: 11169: 11148: 11077: 11070: 10982: 10871: 10701: 10626: 10549: 10471: 10402: 10371: 10268:2-(2-Ethoxyethoxy)ethanol 10243: 10200: 10188: 10161: 10128: 10062: 10055: 9130:10.1016/j.cld.2012.08.002 8126:Reel M (19 August 2006). 7053:23 September 2020 at the 6758:10.1007/s40430-019-2076-1 6721:United Nations Foundation 6711:Energy Future Coalition. 5968:American Family Physician 4644: 3928:Pressure swing adsorption 2943: 2935: 2462:direct-ethanol fuel cells 2296:Localized Pollution Index 2242:According to an industry 1688:ethylene glycol poisoning 1478:Oxford English Dictionary 1333:ethylene glycol poisoning 1143: 1136: 1131: 1103: 1036: 993: 822: 817: 736:5.95 kPa (at 20 °C) 611: 591: 556: 233: 183: 171: 128: 119: 89: 59: 13934:IARC Group 1 carcinogens 13756:Iron–sulfur world theory 13751:Photodissociation region 13454:Methyl-cyano-diacetylene 12232:Butylated hydroxytoluene 11289:2,2-Dimethylpropan-1-ol 10345:-Diisopropylaminoethanol 9992:dynamic liquid viscosity 9973:chemical data on ethanol 9428:"Wine, women and poison" 9328:29 December 2015 at the 9305:29 December 2015 at the 9240:National Geographic News 9234:Roach J (18 July 2005). 9118:Clinics in Liver Disease 8287:23 February 2014 at the 8224: 7884:Dudley R (August 2004). 7210:Chow D (26 April 2010). 6717:The Biofuels Source Book 5715:The Origins of Chemistry 5572:10.1002/andp.18341072202 4953:Timeline of alcohol fuel 4610:and further oxidized to 4315:O), by reaction with an 3525:Saccharomyces cerevisiae 2588:or other coolants) as a 2343:Ethanol pump station in 1728:cough and cold medicines 1132:Supplementary data page 898:Precautionary statements 679:0.78945 g/cm (at 20 °C) 41:Not to be confused with 13904:Anatomical preservation 13831:Category:Astrochemistry 13421:, fullerene, buckyball) 13108:Cyanobutadiynyl radical 13083:Silicon-carbide cluster 13073:Protonated formaldehyde 12338:Windshield washer fluid 12282:Methyl tert-butyl ether 12262:2,6-Di-tert-butylphenol 12174:Lead Replacement Petrol 11923:1,3-Difluoro-2-propanol 9533:Encyclopædia Britannica 9083:. Weinheim: Wiley-VCH. 8947:. Weinheim: Wiley-VCH. 8791:9 December 2009 at the 8696:(Preprint): 6055–6061. 8402:13 January 2015 at the 8371:(subscription required) 8098:Annual Review of Energy 7364:Cannabis Business Times 7290:The Wall Street Journal 7162:NASA Historical Archive 6532:Thomas, George (2000). 5672:(1177): 390–400 (398). 5588:and name it ethyl ...). 4783:through a water-cooled 4781:fractional distillation 3984:azeotropic distillation 3802:Fractional distillation 3207:and grain feed stocks. 2152:Premium gasoline/petrol 2138:Regular gasoline/petrol 1994:Dry wood (20% moisture) 1904: 1618:starting in the 1840s. 1553: 1358: 765:Magnetic susceptibility 13844:Outer space portal 13686:Circumstellar envelope 12651:Aluminium(I) hydroxide 12561:Phosphorus mononitride 12438:Aluminium monofluoride 12433:Aluminium monochloride 12189:Compressed natural gas 11928:2,2,2-Trifluoroethanol 10313:Aminoethylethanolamine 10263:2,2,2-Trifluoroethanol 10258:2,2,2-Trichloroethanol 9977:Chicago Board of Trade 9727:ethyl hydrogen sulfate 9713:10.1098/rstl.1828.0021 9673:10.1098/rstl.1826.0021 9639:10.1098/rstl.1825.0022 9595:Philosophical Magazine 9547:de Saussure T (1807). 9396:The Secrets of Alchemy 9279:, vol. I, pp. 138-139. 8783:Great Britain (2005). 8703:10.1002/slct.201601169 8620:Clines T (July 2006). 8223:Swami, V. N. (2020). 7864:Engineeringtoolbox.com 6855:researchandmarkets.com 5751:La Chimie au Moyen Âge 4877:Georges-Simon Serullas 4873:ethyl hydrogen sulfate 4854:Archibald Scott Couper 4633:Ethanol is similar to 3771: 3768:Near-infrared spectrum 3760: 3184: 2852: 2704: 2615:Ethanol is a 2-carbon 2576:Low-temperature liquid 2439:suborbital spaceflight 2232: 1946: 1884:central nervous system 1857:alcohol flush reaction 1853:aldehyde dehydrogenase 1626:Ethanol is used as an 953: 110: 100: 80: 70: 13741:Interplanetary medium 13716:Extraterrestrial life 13354:Octatetraynyl radical 12972:Tricarbon monosulfide 12519:Magnesium monohydride 11352:3-Nitrobenzyl alcohol 9645:different from them." 9392:Principe, Lawrence M. 9174:16 April 2021 at the 8834:Christian GD (2004). 8622:"Brew Better Ethanol" 8551:Metabolic Engineering 7403:Lide DR, ed. (2000). 5770:Dr. Anthony Kaveh, MD 5717:. London: Oldbourne. 5552:Annalen der Pharmacie 5150:Lide DR, ed. (2008). 5133:Lide DR, ed. (2012). 4975:. Cambridge, UK: The 4837:by the 14th century. 4674:Further information: 4500:phosphorus tribromide 4173:condensation reaction 4019:Further information: 3766: 3758: 3723:can be obtained from 3694:, which produces the 3182: 3154:Auto-brewery syndrome 2850: 2702: 2604:Further information: 2480:Further information: 2363:fueled by ethanol in 2227: 2058:Liquefied natural gas 1918: 1798:alcohol dehydrogenase 1708:alcohol dehydrogenase 1696:competitive inhibitor 1630:in medical wipes and 1518:Chemical Nomenclature 1475:"). According to the 952: 108: 98: 78: 68: 13868:Chemistry portal 13856:Astronomy portal 13802:RNA world hypothesis 13786:PAH world hypothesis 13479:Heptatrienyl radical 13411:Buckminsterfullerene 13299:Methylcyanoacetylene 12807:Silicon carbonitride 12782:Methylidynephosphane 12748:Magnesium isocyanide 12656:Aluminium isocyanide 12458:Carbon monophosphide 12053:Elimination reaction 10755:1-Heptatetracontanol 10745:1-Pentatetracontanol 10740:1-Tetratetracontanol 10647:(melissyl / myricyl) 10614:(cluytyl / montanyl) 10323:Dimethylethanolamine 9829:on 24 September 2015 9323:the author's website 9300:the author's website 9114:"Alcohol Metabolism" 9007:Chemistry LibreTexts 8981:Chemistry LibreTexts 8900:Applied Microbiology 8840:Analytical chemistry 8231:] (in Marathi). 7903:10.1093/icb/44.4.315 7702:on 14 December 2010. 7180:Kuettner, Joachim P. 6861:on 9 September 2012. 6727:on 19 February 2011. 6546:on 21 February 2007. 6046:10.7759/cureus.12268 5856:10.1128/CMR.12.1.147 5747:Berthelot, Marcellin 5660:Armstrong H (1892). 5624:Armstrong H (1892). 5193:webwiser.nlm.nih.gov 4979:. 2014. p. 30. 4842:Johann Tobias Lowitz 4091:phosphorus pentoxide 3922:Applejack (beverage) 3899:copper nanoparticles 3721:ethanol fermentation 3508:Ethanol fermentation 2865:potassium hydroxides 2763:carbon tetrachloride 2594:alcohol thermometers 2549:Ethanol is found in 2262:/petrodiesel blend ( 2115:100/130 (lean/rich) 1934: Corn used for 1604:pulmonary aspiration 1600:alcohol intoxication 1542:, a powdered ore of 935:(fire diamond) 173:Preferred IUPAC name 13924:Household chemicals 13909:Commodity chemicals 13746:Interstellar medium 13726:Forbidden mechanism 13539:Hydrogen isocyanide 13229:Hexatriynyl radical 12812:c-Silicon dicarbide 12717:Hydrogen isocyanide 12581:Silicon monosulfide 12556:Phosphorus monoxide 12524:Methylidyne radical 12483:Fluoromethylidynium 12443:Aluminium(II) oxide 12077:Transesterification 11454:Palmitoleyl alcohol 11429:3-Methyl-3-pentanol 11372:Cetostearyl alcohol 11309:3-Methylbutan-2-ol 11304:3-Methylbutan-1-ol 11299:2-Methylbutan-2-ol 11294:2-Methylbutan-1-ol 11078:Monohydric alcohols 11007:3-Methyl-3-pentanol 10997:2-Methylheptan-2-ol 10992:2-Methyl-2-pentanol 10765:1-Nonatetracontanol 10760:1-Octatetracontanol 10750:1-Hexatetracontanol 10683:1-Heptatriacontanol 10673:1-Pentatriacontanol 10667:1-Tetratriacontanol 10353:-Methylethanolamine 10318:Diethylethanolamine 10230:Methylazoxymethanol 10147:Methanol poisoning 9764:Marcellin Berthelot 9432:Marco Polo in China 9363:Holmyard, Eric John 9352:, pp. 204–206. 9290:al-Hassan, Ahmad Y. 9042:10.1021/ie50336a024 8765:on 27 November 2007 8731:2012REne...42...41J 8628:on 3 November 2007. 8601:. 18 September 2017 8263:on 4 September 2015 8254:New Agriculturalist 8133:The Washington Post 8047:2006RCMS...20...61T 8012:2007CP....334..128S 7931:Scientific American 7658:1978JChTh..10..867P 7622:2002ChEnJ..87..149L 7587:1982AuJCh..35.1971I 7535:1989JChTh..21..997D 7461:Windholz M (1976). 7328:2007ESusD..11...94R 7261:2015ApEn..145...80B 6989:2009PhT....62d..63K 6925:Scientific American 6788:on 18 February 2018 6713:"The Biofuels FAQs" 6692:on 14 November 2020 6508:2010Fuel...89.2713E 6403:on 28 February 2021 5711:Multhauf, Robert P. 5678:1892Natur..46...56A 5642:1892Natur..46...56A 5582:und nennen es Ethyl 5564:1834AnP...107..337L 5533:The PubChem Project 5358:2023PLoSO..1891675S 5120:10.1021/jo00158a001 5085:10.1021/ja01489a008 4791:(1240–1311 CE) and 4789:Arnald of Villanova 4732:relative volatility 4690:alcoholic beverages 4492:halogenating agents 4291:Acid-base chemistry 4021:Alcohol (chemistry) 3961:denatonium benzoate 3918:Fractional freezing 3883:potassium carbonate 3520:alcoholic beverages 3514:Yeast in winemaking 3452:via biological and 3444:From carbon dioxide 3146:interstellar clouds 3131:pentailed treeshrew 2932: 2893:potassium chlorides 2803:tetrachloroethylene 2773:, ethylene glycol, 2695:Physical properties 2606:Ethanol (data page) 2580:Because of its low 2379:U.S. Postal Service 1969: 1966:lower heating value 1138:Ethanol (data page) 706:Solubility in water 669:wine-like, pungent 651: g·mol 305:Beilstein Reference 56: 36:Alcohols (medicine) 13766:Molecules in stars 13736:Intergalactic dust 13681:Circumstellar dust 13623:Naphthalene cation 13558:Trihydrogen cation 13534:Hydrogen deuteride 13459:Methyltriacetylene 13294:Hexapentaenylidene 13113:E-Cyanomethanimine 13033:Cyclopropenylidene 12967:Tricarbon monoxide 12957:Silicon tricarbide 12927:Methylene amidogen 12917:Isothiocyanic acid 12832:Thioxoethenylidene 12792:Trihydrogen cation 12606:Titanium(II) oxide 12566:Potassium chloride 12545:Sulfur mononitride 12488:Helium hydride ion 12463:Carbon monosulfide 12242:1,2-Dichloroethane 11972:Carbonyl reduction 11848:Diethylpropanediol 11464:tert-Butyl alcohol 11170:Trihydric alcohols 11012:3-Methyloctan-3-ol 11002:2-Methylhexan-2-ol 10915:3-Methyl-2-butanol 10735:1-Tritetracontanol 10725:1-Hentetracontanol 10693:1-Nonatriacontanol 10688:1-Octatriacontanol 10678:1-Hexatriacontanol 10526:(cetyl / palmityl) 10381:2-Methyl-1-butanol 10220:Cyclohexylmethanol 10079:2-Methyl-1-butanol 9695:Hennell H (1828). 9655:Hennell H (1826). 9620:Faraday M (1825). 9586:Couper AS (1858). 9340:, vol. I, p. 143). 9169:Minutes of Meeting 8318:. W. A. Benjamin. 7965:10.1007/BF02922229 7953:Biologia Plantarum 6666:on 14 January 2014 6310:10.1111/acer.13904 5410:Powell MA (2004). 4943:tert-Butyl alcohol 4793:John of Rupescissa 4639:ethanol metabolism 4087:triethyl phosphate 3973:denatured alcohol. 3772: 3761: 3715:Cellulosic ethanol 3343:diatomaceous earth 3233:corn-based ethanol 3185: 3120:Natural occurrence 2930: 2869:magnesium chloride 2853: 2741:Solvent properties 2705: 2292:ground level ozone 2272:cellulosic ethanol 2252:oxides of nitrogen 2248:tailpipe emissions 2233: 1960: 1947: 1891:psychoactive drugs 1692:methanol poisoning 1580:general anesthetic 1578:, used as an oral 1565:Alcohol (medicine) 1329:methanol poisoning 1313:general anesthetic 1307:processes such as 1176:Infobox references 1104:Related compounds 1085:(Immediate danger) 1072:TWA 1000 ppm (1900 1055:TWA 1000 ppm (1900 954: 659:Colourless liquid 111: 101: 81: 71: 54: 13959:Alcohol chemistry 13929:Human metabolites 13876: 13875: 13791:Pseudo-panspermia 13487: 13486: 13434:Cyanodecapentayne 13374:N-Methylformamide 13349:Methyldiacetylene 13274:Aminoacetonitrile 13244:Methyl isocyanate 13162:Methyl isocyanide 13043:Isocyanoacetylene 13023:Cyanoformaldehyde 12902:Hydrogen peroxide 12787:Potassium cyanide 12743:Magnesium cyanide 12696:Disilicon carbide 12691:Dicarbon monoxide 12498:Hydrogen fluoride 12493:Hydrogen chloride 12374: 12373: 12297:Tetranitromethane 12277:Metal deactivator 12237:1,2-Dibromoethane 12103: 12102: 12026:Alcohol oxidation 11947:Trifluoromethanol 11821: 11820: 11706: 11705: 11459:tert-Amyl alcohol 11439:Linolenyl alcohol 11334:Aromatic alcohols 11275: 11274: 11149:Dihydric alcohols 11062:Triphenylmethanol 11017:Diacetone alcohol 10965:Pinacolyl alcohol 10890:2-Deoxyerythritol 10863:Veratrole alcohol 10843:Propargyl alcohol 10833:Phenethyl alcohol 10823:Nicotinyl alcohol 10818:Neopentyl alcohol 10773: 10772: 10730:1-Dotetracontanol 10662:1-Tritriacontanol 10651:1-Hentriacontanol 10303:2-Mercaptoethanol 10235:Trifluoromethanol 10184: 10183: 10171:Isopropyl alcohol 10099:Phenethyl alcohol 10064:Alcohols found in 9943:Alcohol (Ethanol) 9861:978-0-313-33758-1 9495:Lowitz T (1796). 9481:978-81-317-2791-1 9441:978-1-134-27542-7 9405:978-0-226-10379-2 9376:978-0-486-26298-7 9267:, vol. I, p. 137. 9098:978-3-527-30673-2 9036:(12): 1424–1430. 8983:. 9 February 2016 8962:978-3-527-30673-2 8880:978-0-07-065573-7 8853:978-0-471-21472-4 8820:978-81-224-1459-2 8652:978-0-913250-45-7 8531:978-0-02-418010-0 8486:978-0-471-52669-8 8365:978-3-527-30673-2 8325:978-0-8053-8329-4 8209:978-0-471-44385-8 8159:(12): 4293–4295. 7925:Graber C (2008). 7595:10.1071/CH9802103 7506:978-0-205-08452-4 7495:Organic Chemistry 7472:978-0-911910-26-1 7414:978-0-8493-0481-1 7168:on 5 August 2006. 7093:978-0-8135-0725-5 7006:978-0-393-06810-8 6997:10.1063/1.3120901 6849:Jones TT (2008). 6557:Thomas G (2000). 6502:(10): 2713–2720. 6397:NIAA Publications 6360:978-94-007-5880-3 6304:(12): 2281–2297. 5600:Harper, Douglas. 5546:Liebig J (1834). 5425:978-0-203-39283-6 5259:. 2 November 2018 5114:(10): 1569–1578. 5050:. p. 3.246. 4994:978-0-85404-182-4 4846:Antoine Lavoisier 4544:haloform reaction 4095:organic synthesis 4038:to produce ethyl 4006:Rectified spirits 3946:Denatured alcohol 3940:Denatured alcohol 3935:Grades of ethanol 3770:of liquid ethanol 3498:H + side products 3347:Shell Oil Company 3110: 3109: 2877:ammonium chloride 2842:alcohol by volume 2621:molecular formula 2413:World War II 2381:truck running on 2195: 2194: 2103:Aviation gasoline 1718:Medicinal solvent 1668:hydrogen peroxide 1345:organic compounds 1184:Chemical compound 1182: 1181: 1110:Related compounds 1095:Safety data sheet 1022:mg/kg (oral, rat) 989:14 °C (Absolute) 876:Hazard statements 771:−33.60·10 cm/mol 525:CompTox Dashboard 275:Interactive image 115: 114: 85: 84: 16:(Redirected from 13966: 13944:Primary alcohols 13894:Alcohol solvents 13866: 13865: 13864: 13854: 13853: 13852: 13842: 13841: 13840: 13829: 13828: 13776:Organic compound 13676:Chemical formula 13581:Dihydroxyacetone 13529:Hydrogen cyanide 13214:Cyanodiacetylene 13068:Propadienylidene 12962:Thioformaldehyde 12837:Titanium dioxide 12802:Sodium hydroxide 12723:Hydrogen sulfide 12711:Hydrogen cyanide 12671:Carbonyl sulfide 12636: 12627: 12618: 12576:Silicon monoxide 12509:Hydroxyl radical 12421: 12420: 12401: 12394: 12387: 12378: 12377: 12361:MTBE controversy 12130: 12123: 12116: 12107: 12106: 12093: 12092: 11715: 11714: 11711:Terpene alcohols 11496:Methylene glycol 11479: 11478: 11444:Linoleyl alcohol 11387:Myristyl alcohol 11214:Propylene glycol 11161:Propylene glycol 11075: 11074: 11057:Triphenylethanol 10970:Pirkle's alcohol 10955:Diphenylmethanol 10858:Vanillyl alcohol 10828:Perillyl alcohol 10808:Furfuryl alcohol 10798:Cinnamyl alcohol 10656:1-Dotriacontanol 10308:2-Methoxyethanol 10198: 10197: 10066:alcoholic drinks 10060: 10059: 10042: 10035: 10028: 10019: 10018: 9931: 9920: 9908: 9906: 9904: 9888: 9866: 9865: 9845: 9839: 9838: 9836: 9834: 9828: 9821: 9812: 9806: 9805: 9803: 9801: 9789: 9783: 9781: 9760: 9754: 9752: 9736: 9730: 9724: 9692: 9686: 9684: 9652: 9646: 9643: 9641: 9617: 9611: 9610: 9608: 9606: 9592: 9591:(online reprint) 9583: 9577: 9576: 9560: 9544: 9538: 9537: 9529: 9518: 9512: 9511: 9492: 9486: 9485: 9462: 9456: 9455: 9450: 9448: 9420: 9411: 9409: 9388: 9382: 9380: 9359: 9353: 9347: 9341: 9316: 9310: 9297: 9286: 9280: 9274: 9268: 9262: 9256: 9255: 9253: 9251: 9242:. Archived from 9231: 9225: 9224: 9214: 9208: 9207: 9205: 9203: 9188: 9179: 9166: 9160: 9159: 9149: 9109: 9103: 9102: 9076: 9070: 9069: 9061: 9055: 9052: 9046: 9045: 9025: 9019: 9018: 9016: 9014: 9009:. 2 October 2013 8999: 8993: 8992: 8990: 8988: 8973: 8967: 8966: 8940: 8934: 8933: 8923: 8906:(7): 1067–1075. 8891: 8885: 8884: 8864: 8858: 8857: 8831: 8825: 8824: 8804: 8798: 8781: 8775: 8774: 8772: 8770: 8764: 8757: 8749: 8743: 8742: 8719:Renewable Energy 8714: 8708: 8707: 8705: 8679: 8673: 8672: 8663: 8657: 8656: 8636: 8630: 8629: 8617: 8611: 8610: 8608: 8606: 8591: 8585: 8584: 8574: 8542: 8536: 8535: 8523: 8506: 8491: 8490: 8472: 8466: 8465: 8463: 8461: 8446: 8440: 8439: 8438:on 5 March 2021. 8437: 8426: 8417: 8411: 8394: 8388: 8387: 8379: 8373: 8372: 8369: 8343: 8330: 8329: 8302: 8296: 8279: 8273: 8272: 8270: 8268: 8262: 8251: 8243: 8237: 8236: 8220: 8214: 8213: 8193: 8187: 8186: 8168: 8144: 8138: 8137: 8123: 8117: 8116: 8114: 8088: 8082: 8081: 8073: 8067: 8066: 8055:10.1002/rcm.2275 8030: 8024: 8023: 8006:(1–3): 128–137. 8000:Chemical Physics 7983: 7977: 7976: 7948: 7942: 7941: 7939: 7937: 7922: 7916: 7915: 7905: 7881: 7875: 7874: 7872: 7870: 7856: 7850: 7849: 7822: 7801: 7800: 7789: 7783: 7782: 7781:. p. 3, Table 4. 7770: 7743: 7742: 7732: 7723: 7722: 7713: 7704: 7703: 7698:. Archived from 7696:Nttworldwide.com 7688: 7682: 7676: 7670: 7669: 7646:J Chem Thermodyn 7640: 7634: 7633: 7605: 7599: 7598: 7570: 7564: 7563: 7553: 7547: 7546: 7523:J Chem Thermodyn 7517: 7511: 7510: 7498: 7488: 7477: 7476: 7458: 7445: 7444: 7442: 7440: 7425: 7419: 7418: 7400: 7389: 7388: 7381: 7375: 7374: 7372: 7370: 7356: 7350: 7349: 7339: 7307: 7301: 7300: 7298: 7296: 7281: 7275: 7274: 7272: 7240: 7234: 7233: 7231: 7229: 7207: 7201: 7200: 7188: 7176: 7170: 7169: 7164:. Archived from 7154: 7148: 7147: 7145: 7143: 7129: 7120: 7119: 7117: 7115: 7104: 7098: 7097: 7081: 7068: 7062: 7061:, 8 January 2008 7045: 7039: 7038: 7032: 7028: 7026: 7018: 6974: 6968: 6967: 6960: 6954: 6953: 6952:on 9 March 2010. 6942: 6936: 6935: 6933: 6931: 6916: 6910: 6909: 6903: 6899: 6897: 6889: 6869: 6863: 6862: 6857:. Archived from 6846: 6840: 6839: 6832: 6826: 6822: 6820: 6812: 6804: 6798: 6797: 6795: 6793: 6784:. Archived from 6777: 6771: 6770: 6760: 6735: 6729: 6728: 6723:. Archived from 6708: 6702: 6701: 6699: 6697: 6682: 6676: 6675: 6673: 6671: 6662:. Archived from 6655: 6649: 6648: 6646: 6644: 6633: 6624: 6623: 6621: 6619: 6605: 6599: 6598: 6596: 6594: 6580: 6574: 6573: 6571: 6569: 6563: 6554: 6548: 6547: 6545: 6538: 6529: 6520: 6519: 6491: 6482: 6481: 6479: 6477: 6463: 6457: 6456: 6446: 6422: 6413: 6412: 6410: 6408: 6389: 6383: 6382: 6372: 6338: 6332: 6331: 6321: 6289: 6283: 6282: 6272: 6248: 6242: 6241: 6205: 6199: 6198: 6170: 6164: 6163: 6161: 6159: 6154:on 29 April 2021 6153: 6146: 6138: 6132: 6131: 6083: 6077: 6076: 6066: 6048: 6024: 6018: 6017: 5997: 5991: 5990: 5988: 5986: 5959: 5953: 5952: 5950: 5948: 5934: 5928: 5927: 5925: 5923: 5909: 5903: 5902: 5900: 5898: 5884: 5878: 5877: 5867: 5835: 5829: 5828: 5811:(2–3): 335–427. 5800: 5794: 5787: 5781: 5780: 5778: 5776: 5764:Kaveh, Anthony. 5761: 5755: 5754: 5743: 5737: 5728: 5707: 5701: 5698: 5689: 5687:10.1038/046056c0 5655: 5653: 5651:10.1038/046056c0 5618: 5612: 5611: 5597: 5591: 5590: 5543: 5537: 5536: 5525: 5519: 5518: 5516: 5514: 5503: 5494: 5493: 5491: 5489: 5469:(4): 1041–1049. 5454: 5445: 5444: 5442: 5440: 5407: 5398: 5397: 5387: 5369: 5352:(11): e0291675. 5337: 5331: 5330: 5322: 5316: 5315: 5313: 5311: 5305: 5297: 5291: 5290: 5288: 5286: 5275: 5269: 5268: 5266: 5264: 5253: 5247: 5246: 5244: 5242: 5232: 5226: 5225: 5213: 5204: 5203: 5201: 5199: 5185: 5179: 5178: 5176: 5174: 5164: 5158: 5157: 5147: 5141: 5140: 5130: 5124: 5123: 5103: 5097: 5096: 5068: 5062: 5061: 5037: 5024: 5023: 5021: 5019: 5005: 4999: 4998: 4969: 4801: 4798: 4777:Taddeo Alderotti 4766:Liber servatoris 4755: 4752: 4745:–873 CE) and to 4744: 4741: 4724:Jābir ibn Ḥayyān 4713: 4710: 4496:thionyl chloride 4424:hydrogen halides 4387:sodium hydroxide 4335:OH + 2 Na → 2 CH 4036:carboxylic acids 3978:Absolute alcohol 3957:bittering agents 3873:Other techniques 3850:Molecular sieves 3838:molecular sieves 3781:Beer–Lambert law 3659: 3657: 3656: 3648: 3647: 3637: 3635: 3634: 3623: 3622: 3621: 3613: 3612: 3604: 3603: 3587: 3585: 3584: 3576: 3575: 3564: 3563: 3562: 3554: 3553: 3545: 3544: 3497: 3495: 3494: 3486: 3485: 3475: 3473: 3472: 3439: 3402: 3325: 3241: 3240: 3218: 3169:digestive system 2933: 2929: 2881:ammonium bromide 2873:calcium chloride 2817:: mixtures with 2736: 2724:refractive index 2642: 2611:Chemical formula 2482:§ Reactions 2432: 2428: 2420: 2375: 2356: 2340: 1970: 1959: 1943: 1938:(bushels) (left) 1933: 1923: 1804:of ethanol into 1764:over-the-counter 1740:iron supplements 1724:pain medications 1541: 1507: 1495: 1466: 1465: 1464: 1456: 1455: 1445: 1444: 1443: 1435: 1434: 1425:of the compound 1412: 1411: 1410: 1402: 1401: 1389:(suffix "-ol"). 1387:functional group 1381:with two carbon 1282:alcoholic drinks 1252: 1240: 1224: 1212:chemical formula 1208:organic compound 1200:drinking alcohol 1166: 1160: 1157: 1156: 1075: 1058: 1028: 1021: 974: 967: 960: 945: 925: 921: 917: 913: 909: 905: 891: 887: 883: 855: 850: 845: 778:Refractive index 758:O), 29.8 (DMSO) 650: 638: 632: 626: 619:Chemical formula 549: 548: 533: 531: 505: 485: 474: 460: 440: 416:Gmelin Reference 409: 398: 387: 367: 347: 327: 295: 277: 253: 213:Ethylene hydrate 198:Drinking alcohol 189:Absolute alcohol 167: 166: 163: 162: 159: 156: 153: 150: 147: 144: 124: 91: 61: 57: 53: 21: 13974: 13973: 13969: 13968: 13967: 13965: 13964: 13963: 13879: 13878: 13877: 13872: 13862: 13860: 13850: 13848: 13838: 13836: 13816: 13642: 13618: 13609: 13562: 13552: 13495: 13483: 13464:Propionaldehyde 13439:Ethylene glycol 13428: 13420: 13416: 13387: 13385: 13378: 13334:Cyanohexatriyne 13320: 13313: 13260: 13253: 13188: 13181: 13141: 13094: 13087: 13058:Methoxy radical 12988: 12981: 12977:Thiocyanic acid 12858: 12851: 12761: 12701:Ethynyl radical 12637: 12631: 12630: 12629: 12628: 12622: 12621: 12620: 12619: 12610: 12601:Sulfur monoxide 12586:Sodium chloride 12571:Silicon carbide 12478:Diatomic carbon 12468:Carbon monoxide 12410: 12405: 12375: 12370: 12366:Pay at the pump 12342: 12301: 12272:Ethylenediamine 12213: 12154:Gasoline/petrol 12142: 12134: 12104: 12099: 12081: 12031:Glycol cleavage 12004: 12000:Ziegler process 11951: 11933:2-Fluoroethanol 11909: 11873: 11857: 11853:Ethylene glycol 11838:1,5-Pentanediol 11817: 11805: 11799: 11772: 11766: 11719: 11702: 11666:Glycylglycitols 11661: 11649: 11643: 11631: 11625: 11621: 11611: 11601: 11591: 11581: 11571: 11561: 11551: 11541: 11531: 11521: 11511: 11506:Ethylene glycol 11501: 11489: 11485: 11468: 11419: 11417: 11411: 11362: 11356: 11328: 11271: 11267: 11257: 11243: 11233: 11219: 11205: 11200:Ethylene glycol 11195:Pentaerythritol 11181: 11165: 11156:Ethylene glycol 11144: 11140: 11130: 11120: 11110: 11100: 11090: 11071:Hydric alcohols 11066: 10984: 10978: 10880:1-Phenylethanol 10873: 10867: 10848:Salicyl alcohol 10813:Isoamyl alcohol 10769: 10720:1-Tetracontanol 10713: 10709: 10705: 10703: 10697: 10638: 10634: 10630: 10628: 10622: 10561: 10557: 10553: 10551: 10545: 10483: 10479: 10475: 10473: 10467: 10414: 10410: 10406: 10404: 10398: 10367: 10363:Tribromoethanol 10298:2-Fluoroethanol 10293:2-Ethoxyethanol 10288:2-Chloroethanol 10283:2-Butoxyethanol 10239: 10225:Methoxymethanol 10191: 10180: 10157: 10130:Medical alcohol 10124: 10089:Isoamyl alcohol 10065: 10051: 10046: 10002:Ethanol History 9996:surface tension 9982:Calculation of 9939: 9934: 9911: 9902: 9900: 9883:. Atlanta, GA: 9874: 9872:Further reading 9869: 9862: 9846: 9842: 9832: 9830: 9826: 9819: 9813: 9809: 9799: 9797: 9790: 9786: 9761: 9757: 9737: 9733: 9693: 9689: 9653: 9649: 9618: 9614: 9604: 9602: 9590: 9584: 9580: 9545: 9541: 9527:"Alcohol"  9519: 9515: 9493: 9489: 9482: 9463: 9459: 9446: 9444: 9442: 9421: 9414: 9406: 9389: 9385: 9377: 9360: 9356: 9348: 9344: 9330:Wayback Machine 9317: 9313: 9307:Wayback Machine 9287: 9283: 9275: 9271: 9263: 9259: 9249: 9247: 9246:on 22 July 2005 9232: 9228: 9215: 9211: 9201: 9199: 9198:on 14 July 2011 9190: 9189: 9182: 9176:Wayback Machine 9167: 9163: 9110: 9106: 9099: 9077: 9073: 9062: 9058: 9053: 9049: 9026: 9022: 9012: 9010: 9001: 9000: 8996: 8986: 8984: 8975: 8974: 8970: 8963: 8941: 8937: 8892: 8888: 8881: 8865: 8861: 8854: 8832: 8828: 8821: 8805: 8801: 8793:Wayback Machine 8782: 8778: 8768: 8766: 8762: 8755: 8751: 8750: 8746: 8715: 8711: 8689:ChemistrySelect 8680: 8676: 8666:Dale Callaham, 8664: 8660: 8653: 8637: 8633: 8618: 8614: 8604: 8602: 8593: 8592: 8588: 8543: 8539: 8532: 8507: 8494: 8487: 8473: 8469: 8459: 8457: 8447: 8443: 8435: 8424: 8418: 8414: 8404:Wayback Machine 8395: 8391: 8381: 8380: 8376: 8370: 8366: 8344: 8333: 8326: 8303: 8299: 8289:Wayback Machine 8280: 8276: 8266: 8264: 8260: 8249: 8245: 8244: 8240: 8226: 8221: 8217: 8210: 8194: 8190: 8145: 8141: 8124: 8120: 8089: 8085: 8074: 8070: 8031: 8027: 7997: 7993: 7989: 7984: 7980: 7949: 7945: 7935: 7933: 7923: 7919: 7882: 7878: 7868: 7866: 7858: 7857: 7853: 7847:Page 4, Table 3 7823: 7804: 7791: 7790: 7786: 7771: 7746: 7734: 7733: 7726: 7715: 7714: 7707: 7690: 7689: 7685: 7677: 7673: 7641: 7637: 7606: 7602: 7571: 7567: 7555: 7554: 7550: 7529:(9): 997–1004. 7518: 7514: 7507: 7489: 7480: 7473: 7459: 7448: 7438: 7436: 7427: 7426: 7422: 7415: 7401: 7392: 7383: 7382: 7378: 7368: 7366: 7358: 7357: 7353: 7337:10.1.1.142.5846 7308: 7304: 7294: 7292: 7282: 7278: 7241: 7237: 7227: 7225: 7208: 7204: 7186: 7177: 7173: 7156: 7155: 7151: 7141: 7139: 7131: 7130: 7123: 7113: 7111: 7105: 7101: 7094: 7072:Clark, John. D. 7069: 7065: 7055:Wayback Machine 7046: 7042: 7030: 7029: 7020: 7019: 7007: 6975: 6971: 6962: 6961: 6957: 6944: 6943: 6939: 6929: 6927: 6917: 6913: 6901: 6900: 6891: 6890: 6886: 6870: 6866: 6847: 6843: 6833: 6824: 6823: 6814: 6813: 6805: 6801: 6791: 6789: 6778: 6774: 6736: 6732: 6709: 6705: 6695: 6693: 6684: 6683: 6679: 6669: 6667: 6656: 6652: 6642: 6640: 6635: 6634: 6627: 6617: 6615: 6607: 6606: 6602: 6592: 6590: 6588:Clean Air Trust 6582: 6581: 6577: 6567: 6565: 6561: 6555: 6551: 6543: 6536: 6530: 6523: 6492: 6485: 6475: 6473: 6471:medlineplus.gov 6465: 6464: 6460: 6423: 6416: 6406: 6404: 6391: 6390: 6386: 6361: 6339: 6335: 6290: 6286: 6249: 6245: 6206: 6202: 6171: 6167: 6157: 6155: 6151: 6144: 6140: 6139: 6135: 6084: 6080: 6025: 6021: 5998: 5994: 5984: 5982: 5960: 5956: 5946: 5944: 5942:www.drugbank.ca 5936: 5935: 5931: 5921: 5919: 5911: 5910: 5906: 5896: 5894: 5886: 5885: 5881: 5836: 5832: 5801: 5797: 5788: 5784: 5774: 5772: 5762: 5758: 5744: 5740: 5725: 5708: 5704: 5636:(1177): 56–59. 5619: 5615: 5598: 5594: 5587: 5581: 5576:From page 18: " 5544: 5540: 5527: 5526: 5522: 5512: 5510: 5505: 5504: 5497: 5487: 5485: 5455: 5448: 5438: 5436: 5426: 5408: 5401: 5338: 5334: 5323: 5319: 5309: 5307: 5303: 5301:"Ethyl Alcohol" 5299: 5298: 5294: 5284: 5282: 5277: 5276: 5272: 5262: 5260: 5257:"Ethyl Alcohol" 5255: 5254: 5250: 5240: 5238: 5236:"Ethyl Alcohol" 5234: 5233: 5229: 5214: 5207: 5197: 5195: 5187: 5186: 5182: 5172: 5170: 5166: 5165: 5161: 5148: 5144: 5131: 5127: 5104: 5100: 5069: 5065: 5058: 5038: 5027: 5017: 5015: 5007: 5006: 5002: 4995: 4971: 4970: 4966: 4962: 4957: 4938:Rubbing alcohol 4913: 4895:able to run on 4861:Michael Faraday 4835:Delhi Sultanate 4825:(1115–1234) or 4799: 4762:Kitāb al-Taṣrīf 4753: 4742: 4716:Pliny the Elder 4714:–287 BCE), and 4711: 4703:(384–322 BCE), 4682:biotechnologies 4678: 4672: 4653: 4647: 4631: 4604: 4596: 4592: 4588: 4584: 4577: 4573: 4569: 4565: 4556:chloral hydrate 4541: 4529: 4525: 4521: 4517: 4513: 4509: 4482:. HBr requires 4473: 4469: 4465: 4457: 4453: 4443: 4420: 4412: 4408: 4404: 4400: 4396: 4377: 4373: 4369: 4365: 4361: 4346: 4342: 4338: 4334: 4330: 4314: 4310: 4293: 4279: 4275: 4271: 4267: 4263: 4259: 4247: 4243: 4239: 4235: 4231: 4227: 4218: 4210: 4206: 4202: 4198: 4194: 4190: 4186: 4148: 4144: 4140: 4136: 4132: 4115: 4083:Diethyl sulfate 4071: 4066: 4062: 4056: 4052: 4032: 4030:Ester formation 4023: 4017: 4008: 3980: 3948: 3942: 3937: 3875: 3866: 3830: 3798: 3793: 3753: 3717: 3711: 3664: 3663: 3655: 3652: 3651: 3650: 3646: 3643: 3642: 3641: 3639: 3633: 3630: 3629: 3628: 3626: 3620: 3617: 3616: 3615: 3611: 3608: 3607: 3606: 3602: 3599: 3598: 3597: 3595: 3592: 3591: 3583: 3580: 3579: 3578: 3574: 3571: 3570: 3569: 3567: 3561: 3558: 3557: 3556: 3552: 3549: 3548: 3547: 3543: 3540: 3539: 3538: 3536: 3530:polysaccharides 3516: 3510: 3504: 3499: 3493: 3490: 3489: 3488: 3484: 3481: 3480: 3479: 3477: 3471: 3468: 3467: 3466: 3464: 3462: 3454:electrochemical 3446: 3437: 3433: 3429: 3425: 3421: 3417: 3413: 3409: 3405: 3401: 3397: 3393: 3389: 3385: 3381: 3377: 3373: 3331:phosphoric acid 3323: 3319: 3315: 3311: 3307: 3303: 3278: 3238: 3236: 3216: 3213: 3177: 3122: 2937: 2916: 2904:surface tension 2823:miscibility gap 2799:trichloroethane 2743: 2731: 2730:for ethanol is 2697: 2686: 2682: 2666: 2661:methylene group 2658: 2640: 2636: 2632: 2630: 2626: 2613: 2608: 2602: 2578: 2559:Polysaccharides 2504: 2484: 2478: 2470: 2454: 2435:Redstone rocket 2430: 2422: 2416: 2398: 2393: 2392: 2391: 2390: 2389: 2376: 2368: 2367: 2357: 2349: 2348: 2341: 2317:Ethanol's high 2123: 2105: 2080: 2042: 1986: 1984: 1958: 1952: 1945: 1941: 1939: 1931: 1929: 1921: 1913: 1907: 1880: 1878:Alcoholic drink 1872:Main articles: 1870: 1834:cytochrome P450 1823: 1819: 1815: 1782: 1720: 1704:ethylene glycol 1680: 1624: 1596:anesthetic coma 1572: 1567: 1561: 1556: 1535: 1524:, Switzerland. 1463: 1460: 1459: 1458: 1454: 1451: 1450: 1449: 1447: 1442: 1439: 1438: 1437: 1433: 1430: 1429: 1428: 1426: 1409: 1406: 1405: 1404: 1400: 1397: 1396: 1395: 1393: 1368:systematic name 1361: 1269:-like odor and 1257:. Ethanol is a 1250: 1246: 1242: 1238: 1234: 1230: 1222: 1218: 1214: 1185: 1178: 1173: 1172: 1171:  ?) 1162: 1158: 1154: 1150: 1127: 1111: 1086: 1073: 1069: 1056: 1052: 1032: 1026: 1019: 1012: 1006: 979: 978: 977: 976: 969: 962: 955: 951: 943: 900: 878: 864: 838: 810: 788: 786: 768: 757: 750: 708: 648: 635: 629: 621: 607: 604: 599: 598: 587: 584: 583: 580: 574: 573: 570: 564: 563: 552: 534: 527: 508: 488: 475: 463: 443: 430: 418: 390: 370: 350: 330: 307: 298: 280: 267: 256: 243: 229: 228: 210:Ethyl hydroxide 201:Ethylic alcohol 179: 178: 141: 137: 50: 39: 28: 23: 22: 15: 12: 11: 5: 13972: 13962: 13961: 13956: 13951: 13946: 13941: 13936: 13931: 13926: 13921: 13916: 13911: 13906: 13901: 13896: 13891: 13874: 13873: 13871: 13870: 13858: 13846: 13834: 13821: 13818: 13817: 13815: 13814: 13809: 13804: 13799: 13793: 13788: 13783: 13778: 13773: 13768: 13763: 13758: 13753: 13748: 13743: 13738: 13733: 13728: 13723: 13718: 13713: 13708: 13703: 13701:Cosmochemistry 13698: 13693: 13688: 13683: 13678: 13673: 13668: 13666:Astrochemistry 13663: 13658: 13652: 13650: 13644: 13643: 13641: 13640: 13635: 13630: 13625: 13620: 13616: 13612: 13607: 13603: 13598: 13593: 13588: 13583: 13578: 13572: 13570: 13564: 13563: 13561: 13560: 13555: 13550: 13546: 13541: 13536: 13531: 13526: 13521: 13519:Formyl radical 13516: 13511: 13505: 13499: 13497: 13489: 13488: 13485: 13484: 13482: 13481: 13476: 13471: 13466: 13461: 13456: 13451: 13449:Methyl acetate 13446: 13441: 13436: 13431: 13426: 13422: 13418: 13414: 13408: 13403: 13398: 13392: 13390: 13380: 13379: 13377: 13376: 13371: 13366: 13361: 13356: 13351: 13346: 13341: 13339:Dimethyl ether 13336: 13331: 13325: 13323: 13315: 13314: 13312: 13311: 13306: 13304:Methyl formate 13301: 13296: 13291: 13289:Glycolaldehyde 13286: 13281: 13276: 13271: 13265: 13263: 13255: 13254: 13252: 13251: 13246: 13241: 13236: 13231: 13226: 13224:Glycolonitrile 13221: 13219:Ethylene oxide 13216: 13211: 13210: 13209: 13199: 13193: 13191: 13183: 13182: 13180: 13179: 13174: 13169: 13164: 13159: 13154: 13149: 13144: 13139: 13135: 13130: 13125: 13120: 13118:Cyclopropenone 13115: 13110: 13105: 13099: 13097: 13089: 13088: 13086: 13085: 13080: 13075: 13070: 13065: 13060: 13055: 13050: 13045: 13040: 13035: 13030: 13025: 13020: 13018:Cyanoacetylene 13015: 13010: 13005: 13000: 12993: 12991: 12983: 12982: 12980: 12979: 12974: 12969: 12964: 12959: 12954: 12949: 12944: 12939: 12937:Methyl radical 12934: 12929: 12924: 12919: 12914: 12912:Isocyanic acid 12909: 12904: 12899: 12894: 12889: 12884: 12879: 12877:Isocyanic acid 12874: 12869: 12863: 12861: 12853: 12852: 12850: 12849: 12844: 12839: 12834: 12829: 12824: 12822:Sulfur dioxide 12819: 12814: 12809: 12804: 12799: 12797:Sodium cyanide 12794: 12789: 12784: 12779: 12774: 12769: 12764: 12759: 12755: 12750: 12745: 12740: 12735: 12730: 12725: 12720: 12714: 12708: 12706:Formyl radical 12703: 12698: 12693: 12688: 12683: 12678: 12673: 12668: 12666:Carbon dioxide 12663: 12658: 12653: 12647: 12645: 12639: 12638: 12613: 12611: 12609: 12608: 12603: 12598: 12593: 12588: 12583: 12578: 12573: 12568: 12563: 12558: 12553: 12547: 12542: 12537: 12531: 12526: 12521: 12516: 12514:Iron(II) oxide 12511: 12506: 12500: 12495: 12490: 12485: 12480: 12475: 12470: 12465: 12460: 12455: 12450: 12445: 12440: 12435: 12429: 12427: 12418: 12412: 12411: 12404: 12403: 12396: 12389: 12381: 12372: 12371: 12369: 12368: 12363: 12358: 12352: 12350: 12344: 12343: 12341: 12340: 12335: 12330: 12325: 12320: 12315: 12309: 12307: 12303: 12302: 12300: 12299: 12294: 12292:Tetraethyllead 12289: 12284: 12279: 12274: 12269: 12264: 12259: 12254: 12249: 12244: 12239: 12234: 12229: 12223: 12221: 12219:Fuel additives 12215: 12214: 12212: 12211: 12206: 12201: 12196: 12191: 12186: 12181: 12176: 12171: 12166: 12161: 12156: 12150: 12148: 12144: 12143: 12133: 12132: 12125: 12118: 12110: 12101: 12100: 12098: 12097: 12086: 12083: 12082: 12080: 12079: 12074: 12069: 12064: 12062:carbonyl group 12055: 12050: 12045: 12040: 12035: 12034: 12033: 12023: 12018: 12012: 12010: 12006: 12005: 12003: 12002: 11997: 11988: 11979: 11977:Ether cleavage 11974: 11969: 11959: 11957: 11953: 11952: 11950: 11949: 11944: 11942:-butyl alcohol 11935: 11930: 11925: 11919: 11917: 11915:Fluoroalcohols 11911: 11910: 11908: 11907: 11902: 11897: 11892: 11887: 11881: 11879: 11875: 11874: 11872: 11871: 11865: 11863: 11859: 11858: 11856: 11855: 11850: 11845: 11840: 11835: 11833:1,4-Butanediol 11829: 11827: 11823: 11822: 11819: 11818: 11816: 11815: 11809: 11807: 11801: 11800: 11798: 11797: 11792: 11787: 11782: 11776: 11774: 11768: 11767: 11765: 11764: 11759: 11754: 11749: 11744: 11739: 11734: 11729: 11723: 11721: 11712: 11708: 11707: 11704: 11703: 11701: 11700: 11695: 11693:Maltotetraitol 11690: 11685: 11680: 11675: 11669: 11667: 11663: 11662: 11660: 11659: 11653: 11651: 11645: 11644: 11642: 11641: 11635: 11633: 11627: 11626: 11624: 11623: 11619: 11613: 11609: 11603: 11599: 11593: 11589: 11583: 11579: 11573: 11569: 11563: 11559: 11553: 11549: 11543: 11539: 11533: 11529: 11523: 11519: 11513: 11509: 11503: 11499: 11492: 11490: 11487: 11483: 11476: 11474:Sugar alcohols 11470: 11469: 11467: 11466: 11461: 11456: 11451: 11446: 11441: 11436: 11434:Erucyl alcohol 11431: 11425: 11423: 11421:fatty alcohols 11413: 11412: 11410: 11409: 11404: 11399: 11394: 11389: 11384: 11382:Lauryl alcohol 11379: 11374: 11368: 11366: 11364:fatty alcohols 11358: 11357: 11355: 11354: 11349: 11344: 11342:Benzyl alcohol 11338: 11336: 11330: 11329: 11327: 11326: 11321: 11316: 11311: 11306: 11301: 11296: 11291: 11285: 11283: 11277: 11276: 11273: 11272: 11270: 11269: 11265: 11259: 11255: 11245: 11241: 11235: 11231: 11221: 11217: 11207: 11203: 11197: 11191: 11189: 11183: 11182: 11180: 11179: 11173: 11171: 11167: 11166: 11164: 11163: 11158: 11152: 11150: 11146: 11145: 11143: 11142: 11138: 11132: 11128: 11122: 11118: 11112: 11108: 11102: 11098: 11092: 11088: 11081: 11079: 11072: 11068: 11067: 11065: 11064: 11059: 11054: 11052:-Butyl alcohol 11046: 11038: 11036:-butyl alcohol 11029: 11027:Methylpentynol 11024: 11019: 11014: 11009: 11004: 10999: 10994: 10988: 10986: 10980: 10979: 10977: 10972: 10967: 10962: 10957: 10952: 10947: 10942: 10937: 10932: 10927: 10922: 10917: 10912: 10907: 10902: 10897: 10892: 10887: 10882: 10877: 10875: 10869: 10868: 10866: 10865: 10860: 10855: 10850: 10845: 10840: 10835: 10830: 10825: 10820: 10815: 10810: 10805: 10803:Crotyl alcohol 10800: 10795: 10793:Benzyl alcohol 10790: 10788:Anisyl alcohol 10785: 10780: 10778:2-Ethylhexanol 10774: 10771: 10770: 10768: 10767: 10762: 10757: 10752: 10747: 10742: 10737: 10732: 10727: 10722: 10716: 10714: 10711: 10707: 10702:Straight-chain 10699: 10698: 10696: 10695: 10690: 10685: 10680: 10675: 10670: 10664: 10659: 10653: 10648: 10645:1-Triacontanol 10641: 10639: 10636: 10632: 10627:Straight-chain 10624: 10623: 10621: 10620: 10615: 10609: 10607:1-Heptacosanol 10604: 10598: 10596:1-Pentacosanol 10593: 10590:1-Tetracosanol 10587: 10582: 10576: 10574:1-Heneicosanol 10571: 10564: 10562: 10559: 10555: 10550:Straight-chain 10547: 10546: 10544: 10543: 10538: 10532: 10530:1-Heptadecanol 10527: 10521: 10519:1-Pentadecanol 10516: 10513:1-Tetradecanol 10510: 10505: 10499: 10493: 10486: 10484: 10481: 10477: 10472:Straight-chain 10469: 10468: 10466: 10465: 10459: 10453: 10448: 10443: 10438: 10433: 10428: 10423: 10417: 10415: 10412: 10408: 10403:Straight-chain 10400: 10399: 10397: 10396: 10388: 10383: 10377: 10375: 10369: 10368: 10366: 10365: 10360: 10358:Phenoxyethanol 10355: 10347: 10335: 10330: 10325: 10320: 10315: 10310: 10305: 10300: 10295: 10290: 10285: 10280: 10275: 10270: 10265: 10260: 10255: 10253:1-Aminoethanol 10249: 10247: 10241: 10240: 10238: 10237: 10232: 10227: 10222: 10217: 10212: 10206: 10204: 10195: 10186: 10185: 10182: 10181: 10179: 10178: 10173: 10167: 10165: 10163:Toxic alcohols 10159: 10158: 10156: 10155: 10154: 10153: 10145: 10143:Methylpentynol 10140: 10134: 10132: 10126: 10125: 10123: 10122: 10117: 10115:-Butyl alcohol 10109: 10101: 10096: 10091: 10086: 10081: 10076: 10070: 10068: 10057: 10056:By consumption 10053: 10052: 10045: 10044: 10037: 10030: 10022: 10016: 10015: 10010: 10005: 9999: 9988:liquid density 9984:vapor pressure 9980: 9974: 9968: 9963: 9958: 9952: 9938: 9937:External links 9935: 9933: 9932: 9921: 9909: 9890: 9875: 9873: 9870: 9868: 9867: 9860: 9840: 9807: 9784: 9755: 9731: 9687: 9647: 9612: 9578: 9539: 9524:, ed. (1911). 9522:Chisholm, Hugh 9513: 9487: 9480: 9457: 9440: 9412: 9404: 9383: 9375: 9354: 9342: 9319:al-Hassan 2009 9311: 9281: 9269: 9257: 9226: 9209: 9180: 9161: 9124:(4): 667–685. 9104: 9097: 9071: 9056: 9047: 9030:Ind. Eng. Chem 9020: 8994: 8968: 8961: 8935: 8886: 8879: 8859: 8852: 8826: 8819: 8799: 8776: 8744: 8709: 8674: 8658: 8651: 8631: 8612: 8586: 8537: 8530: 8510:Streitwieser A 8492: 8485: 8467: 8441: 8412: 8389: 8374: 8364: 8331: 8324: 8297: 8274: 8238: 8215: 8208: 8188: 8139: 8118: 8083: 8068: 8025: 7995: 7991: 7987: 7978: 7959:(6): 406–411. 7943: 7917: 7896:(4): 315–323. 7876: 7851: 7802: 7784: 7744: 7724: 7705: 7683: 7671: 7652:(9): 867–888. 7635: 7616:(2): 149–156. 7600: 7565: 7548: 7512: 7505: 7478: 7471: 7446: 7420: 7413: 7390: 7376: 7351: 7302: 7276: 7249:Applied Energy 7235: 7202: 7171: 7149: 7121: 7099: 7092: 7063: 7040: 7031:|journal= 7005: 6969: 6955: 6937: 6911: 6884: 6864: 6841: 6799: 6772: 6730: 6703: 6677: 6650: 6625: 6600: 6575: 6549: 6521: 6483: 6458: 6414: 6384: 6359: 6333: 6284: 6263:(2): 549–557. 6243: 6216:(4): 499–502. 6200: 6181:(6): 439–445. 6165: 6133: 6098:(2): 107–109. 6078: 6039:(12): e12268. 6019: 5992: 5974:(5): 807–813. 5954: 5929: 5904: 5879: 5850:(1): 147–179. 5830: 5795: 5782: 5756: 5738: 5735:etymonline.com 5723: 5702: 5700: 5699: 5656: 5613: 5592: 5585: 5579: 5538: 5520: 5495: 5446: 5424: 5399: 5332: 5325:Black (1875). 5317: 5292: 5270: 5248: 5227: 5205: 5180: 5168:"MSDS Ethanol" 5159: 5142: 5125: 5098: 5079:(4): 795–798. 5063: 5056: 5025: 5000: 4993: 4963: 4961: 4958: 4956: 4955: 4950: 4945: 4940: 4935: 4930: 4925: 4920: 4914: 4912: 4909: 4882:acid-catalyzed 4671: 4668: 4646: 4643: 4635:macronutrients 4630: 4627: 4603: 4600: 4599: 4598: 4594: 4590: 4586: 4582: 4579: 4575: 4571: 4567: 4563: 4554:, which forms 4539: 4532: 4531: 4527: 4523: 4519: 4515: 4511: 4507: 4476: 4475: 4471: 4467: 4463: 4455: 4451: 4441: 4432:ethyl chloride 4419: 4416: 4415: 4414: 4410: 4406: 4402: 4401:OH + NaOH ⇌ CH 4398: 4394: 4379: 4378: 4375: 4371: 4367: 4363: 4359: 4352:sodium hydride 4348: 4347: 4344: 4340: 4336: 4332: 4328: 4312: 4308: 4301:conjugate base 4292: 4289: 4285: 4284: 4277: 4273: 4269: 4265: 4261: 4257: 4253: 4252: 4245: 4241: 4237: 4233: 4229: 4225: 4217: 4214: 4213: 4212: 4208: 4204: 4200: 4196: 4192: 4188: 4184: 4151: 4150: 4146: 4142: 4138: 4134: 4130: 4114: 4111: 4103:sodium nitrite 4079:saponification 4074: 4073: 4069: 4064: 4060: 4054: 4050: 4031: 4028: 4016: 4013: 4007: 4004: 3979: 3976: 3944:Main article: 3941: 3938: 3936: 3933: 3932: 3931: 3925: 3915: 3909: 3902: 3891: 3881:Salting using 3874: 3871: 3865: 3862: 3829: 3826: 3797: 3794: 3792: 3789: 3774:Breweries and 3752: 3749: 3713:Main article: 3710: 3707: 3661: 3653: 3644: 3631: 3618: 3609: 3600: 3593: 3589: 3581: 3572: 3559: 3550: 3541: 3534: 3506:Main article: 3503: 3500: 3491: 3482: 3469: 3460: 3458: 3450:carbon dioxide 3445: 3442: 3441: 3440: 3435: 3431: 3427: 3423: 3419: 3415: 3411: 3407: 3403: 3399: 3395: 3391: 3387: 3383: 3379: 3375: 3327: 3326: 3321: 3317: 3313: 3309: 3305: 3277: 3274: 3266:Andhra Pradesh 3212: 3209: 3176: 3173: 3121: 3118: 3108: 3107: 3104: 3101: 3097: 3096: 3093: 3090: 3086: 3085: 3082: 3079: 3075: 3074: 3071: 3068: 3064: 3063: 3060: 3057: 3053: 3052: 3049: 3046: 3042: 3041: 3038: 3035: 3031: 3030: 3027: 3024: 3020: 3019: 3016: 3013: 3009: 3008: 3005: 3002: 2998: 2997: 2994: 2991: 2987: 2986: 2983: 2980: 2976: 2975: 2972: 2969: 2965: 2964: 2961: 2958: 2954: 2953: 2950: 2946: 2945: 2942: 2915: 2912: 2897:essential oils 2885:sodium bromide 2742: 2739: 2696: 2693: 2684: 2680: 2673:dimethyl ether 2664: 2656: 2649:hydroxyl group 2638: 2634: 2628: 2624: 2612: 2609: 2601: 2598: 2582:freezing point 2577: 2574: 2503: 2500: 2477: 2474: 2469: 2466: 2453: 2450: 2397: 2394: 2377: 2370: 2369: 2358: 2351: 2350: 2342: 2335: 2334: 2333: 2332: 2331: 2244:advocacy group 2221:fuel ethanol. 2193: 2192: 2190: 2187: 2184: 2177: 2176: 2173: 2170: 2167: 2161: 2160: 2157: 2155: 2153: 2149: 2148: 2145: 2142: 2139: 2135: 2134: 2131: 2128: 2125: 2117: 2116: 2113: 2110: 2107: 2099: 2098: 2096: 2093: 2090: 2069: 2068: 2066: 2063: 2060: 2054: 2053: 2050: 2047: 2044: 2036: 2035: 2032: 2029: 2026: 2020: 2019: 2016: 2013: 2010: 2004: 2003: 2001: 1998: 1996: 1990: 1989: 1980: 1977: 1974: 1962:Energy content 1954:Main article: 1951: 1948: 1940: 1930: 1920: 1906: 1903: 1874:Alcohol (drug) 1869: 1866: 1830: 1829: 1821: 1817: 1813: 1781: 1778: 1767:cough medicine 1719: 1716: 1679: 1676: 1636:microorganisms 1632:hand sanitizer 1623: 1620: 1588:medieval times 1571: 1568: 1563:Main article: 1560: 1557: 1555: 1552: 1461: 1452: 1440: 1431: 1407: 1398: 1360: 1357: 1248: 1244: 1236: 1232: 1220: 1216: 1183: 1180: 1179: 1174: 1152: 1151: 1147:standard state 1144: 1141: 1140: 1134: 1133: 1129: 1128: 1126: 1125: 1120: 1114: 1112: 1109: 1106: 1105: 1101: 1100: 1098: 1091: 1090: 1087: 1081: 1078: 1077: 1070: 1064: 1061: 1060: 1053: 1047: 1044: 1043: 1034: 1033: 1031: 1030: 1023: 1015: 1013: 1004: 1002: 999: 998: 991: 990: 987: 981: 980: 970: 963: 956: 941: 940: 939: 938: 936: 927: 926: 924:P305+P351+P338 901: 896: 893: 892: 879: 874: 871: 870: 865: 860: 857: 856: 839: 834: 831: 830: 820: 819: 815: 814: 811: 806: 803: 802: 799: 793: 792: 789: 784: 776: 773: 772: 769: 763: 760: 759: 755: 752: 748: 738: 737: 734: 732:Vapor pressure 728: 727: 724: 715: 714: 709: 704: 701: 700: 697: 691: 690: 687: 681: 680: 677: 671: 670: 667: 661: 660: 657: 653: 652: 646: 640: 639: 633: 627: 622: 617: 614: 613: 609: 608: 606: 605: 602: 594: 593: 592: 589: 588: 586: 585: 581: 578: 577: 575: 571: 568: 567: 559: 558: 557: 554: 553: 551: 550: 537: 535: 523: 520: 519: 516: 510: 509: 507: 506: 498: 496: 490: 489: 487: 486: 478: 476: 468: 465: 464: 462: 461: 453: 451: 445: 444: 442: 441: 433: 431: 426: 423: 422: 419: 414: 411: 410: 400: 392: 391: 389: 388: 380: 378: 372: 371: 369: 368: 360: 358: 352: 351: 349: 348: 340: 338: 332: 331: 329: 328: 320: 318: 312: 311: 308: 303: 300: 299: 297: 296: 288: 286: 282: 281: 279: 278: 270: 268: 261: 258: 257: 255: 254: 246: 244: 239: 236: 235: 231: 230: 227: 226: 225:Methylcarbinol 223: 220: 217: 214: 211: 208: 205: 202: 199: 196: 195:Cologne spirit 193: 190: 186: 185: 181: 180: 176: 175: 169: 168: 135: 134:Pronunciation 131: 130: 126: 125: 117: 116: 113: 112: 102: 87: 86: 83: 82: 72: 32:Alcohol (drug) 26: 9: 6: 4: 3: 2: 13971: 13960: 13957: 13955: 13952: 13950: 13947: 13945: 13942: 13940: 13937: 13935: 13932: 13930: 13927: 13925: 13922: 13920: 13917: 13915: 13914:Disinfectants 13912: 13910: 13907: 13905: 13902: 13900: 13897: 13895: 13892: 13890: 13887: 13886: 13884: 13869: 13859: 13857: 13847: 13845: 13835: 13833: 13832: 13823: 13822: 13819: 13813: 13810: 13808: 13805: 13803: 13800: 13797: 13794: 13792: 13789: 13787: 13784: 13782: 13779: 13777: 13774: 13772: 13769: 13767: 13764: 13762: 13759: 13757: 13754: 13752: 13749: 13747: 13744: 13742: 13739: 13737: 13734: 13732: 13731:Homochirality 13729: 13727: 13724: 13722: 13719: 13717: 13714: 13712: 13709: 13707: 13704: 13702: 13699: 13697: 13694: 13692: 13689: 13687: 13684: 13682: 13679: 13677: 13674: 13672: 13669: 13667: 13664: 13662: 13659: 13657: 13654: 13653: 13651: 13649: 13645: 13639: 13636: 13634: 13631: 13629: 13626: 13624: 13621: 13619: 13613: 13611: 13604: 13602: 13599: 13597: 13594: 13592: 13589: 13587: 13586:Methoxyethane 13584: 13582: 13579: 13577: 13574: 13573: 13571: 13569: 13565: 13559: 13556: 13554: 13547: 13545: 13542: 13540: 13537: 13535: 13532: 13530: 13527: 13525: 13522: 13520: 13517: 13515: 13512: 13509: 13506: 13504: 13501: 13500: 13498: 13494: 13490: 13480: 13477: 13475: 13472: 13470: 13469:Butyronitrile 13467: 13465: 13462: 13460: 13457: 13455: 13452: 13450: 13447: 13445: 13444:Ethyl formate 13442: 13440: 13437: 13435: 13432: 13430: 13423: 13412: 13409: 13407: 13404: 13402: 13399: 13397: 13394: 13393: 13391: 13389: 13381: 13375: 13372: 13370: 13369:Propionitrile 13367: 13365: 13362: 13360: 13357: 13355: 13352: 13350: 13347: 13345: 13342: 13340: 13337: 13335: 13332: 13330: 13327: 13326: 13324: 13322: 13316: 13310: 13307: 13305: 13302: 13300: 13297: 13295: 13292: 13290: 13287: 13285: 13282: 13280: 13277: 13275: 13272: 13270: 13267: 13266: 13264: 13262: 13256: 13250: 13249:Vinyl alcohol 13247: 13245: 13242: 13240: 13237: 13235: 13232: 13230: 13227: 13225: 13222: 13220: 13217: 13215: 13212: 13208: 13207:Vinyl cyanide 13205: 13204: 13203: 13202:Acrylonitrile 13200: 13198: 13195: 13194: 13192: 13190: 13184: 13178: 13175: 13173: 13170: 13168: 13167:Pentynylidyne 13165: 13163: 13160: 13158: 13155: 13153: 13150: 13148: 13145: 13143: 13136: 13134: 13131: 13129: 13126: 13124: 13121: 13119: 13116: 13114: 13111: 13109: 13106: 13104: 13101: 13100: 13098: 13096: 13090: 13084: 13081: 13079: 13076: 13074: 13071: 13069: 13066: 13064: 13063:Methylenimine 13061: 13059: 13056: 13054: 13051: 13049: 13046: 13044: 13041: 13039: 13036: 13034: 13031: 13029: 13026: 13024: 13021: 13019: 13016: 13014: 13011: 13009: 13006: 13004: 13001: 12998: 12995: 12994: 12992: 12990: 12984: 12978: 12975: 12973: 12970: 12968: 12965: 12963: 12960: 12958: 12955: 12953: 12950: 12948: 12945: 12943: 12942:Propynylidyne 12940: 12938: 12935: 12933: 12932:Methyl cation 12930: 12928: 12925: 12923: 12920: 12918: 12915: 12913: 12910: 12908: 12905: 12903: 12900: 12898: 12895: 12893: 12892:Fulminic acid 12890: 12888: 12885: 12883: 12880: 12878: 12875: 12873: 12870: 12868: 12865: 12864: 12862: 12860: 12854: 12848: 12845: 12843: 12840: 12838: 12835: 12833: 12830: 12828: 12825: 12823: 12820: 12818: 12815: 12813: 12810: 12808: 12805: 12803: 12800: 12798: 12795: 12793: 12790: 12788: 12785: 12783: 12780: 12778: 12775: 12773: 12770: 12768: 12767:Nitrous oxide 12765: 12763: 12756: 12754: 12751: 12749: 12746: 12744: 12741: 12739: 12736: 12734: 12731: 12729: 12726: 12724: 12721: 12718: 12715: 12712: 12709: 12707: 12704: 12702: 12699: 12697: 12694: 12692: 12689: 12687: 12684: 12682: 12679: 12677: 12674: 12672: 12669: 12667: 12664: 12662: 12661:Amino radical 12659: 12657: 12654: 12652: 12649: 12648: 12646: 12644: 12640: 12635: 12626: 12617: 12607: 12604: 12602: 12599: 12597: 12594: 12592: 12591:Sodium iodide 12589: 12587: 12584: 12582: 12579: 12577: 12574: 12572: 12569: 12567: 12564: 12562: 12559: 12557: 12554: 12551: 12548: 12546: 12543: 12541: 12538: 12535: 12532: 12530: 12527: 12525: 12522: 12520: 12517: 12515: 12512: 12510: 12507: 12504: 12501: 12499: 12496: 12494: 12491: 12489: 12486: 12484: 12481: 12479: 12476: 12474: 12473:Cyano radical 12471: 12469: 12466: 12464: 12461: 12459: 12456: 12454: 12453:Carbon cation 12451: 12449: 12446: 12444: 12441: 12439: 12436: 12434: 12431: 12430: 12428: 12426: 12422: 12419: 12417: 12413: 12409: 12402: 12397: 12395: 12390: 12388: 12383: 12382: 12379: 12367: 12364: 12362: 12359: 12357: 12354: 12353: 12351: 12349: 12345: 12339: 12336: 12334: 12331: 12329: 12326: 12324: 12321: 12319: 12316: 12314: 12311: 12310: 12308: 12304: 12298: 12295: 12293: 12290: 12288: 12285: 12283: 12280: 12278: 12275: 12273: 12270: 12268: 12265: 12263: 12260: 12258: 12255: 12253: 12250: 12248: 12245: 12243: 12240: 12238: 12235: 12233: 12230: 12228: 12225: 12224: 12222: 12220: 12216: 12210: 12207: 12205: 12202: 12200: 12197: 12195: 12192: 12190: 12187: 12185: 12182: 12180: 12177: 12175: 12172: 12170: 12167: 12165: 12162: 12160: 12157: 12155: 12152: 12151: 12149: 12145: 12141: 12138: 12131: 12126: 12124: 12119: 12117: 12112: 12111: 12108: 12096: 12088: 12087: 12084: 12078: 12075: 12073: 12070: 12068: 12065: 12063: 12059: 12056: 12054: 12051: 12049: 12046: 12044: 12041: 12039: 12036: 12032: 12029: 12028: 12027: 12024: 12022: 12019: 12017: 12016:Deprotonation 12014: 12013: 12011: 12007: 12001: 11998: 11996: 11992: 11989: 11987: 11983: 11980: 11978: 11975: 11973: 11970: 11968: 11964: 11961: 11960: 11958: 11954: 11948: 11945: 11943: 11941: 11936: 11934: 11931: 11929: 11926: 11924: 11921: 11920: 11918: 11916: 11912: 11906: 11903: 11901: 11898: 11896: 11893: 11891: 11888: 11886: 11883: 11882: 11880: 11876: 11870: 11867: 11866: 11864: 11860: 11854: 11851: 11849: 11846: 11844: 11841: 11839: 11836: 11834: 11831: 11830: 11828: 11824: 11814: 11811: 11810: 11808: 11802: 11796: 11793: 11791: 11788: 11786: 11783: 11781: 11778: 11777: 11775: 11771:Sesquiterpene 11769: 11763: 11760: 11758: 11755: 11753: 11750: 11748: 11745: 11743: 11740: 11738: 11735: 11733: 11730: 11728: 11725: 11724: 11722: 11716: 11713: 11709: 11699: 11696: 11694: 11691: 11689: 11686: 11684: 11681: 11679: 11676: 11674: 11671: 11670: 11668: 11664: 11658: 11655: 11654: 11652: 11646: 11640: 11637: 11636: 11634: 11628: 11617: 11614: 11607: 11604: 11597: 11594: 11587: 11584: 11577: 11574: 11567: 11564: 11557: 11554: 11547: 11544: 11537: 11534: 11527: 11524: 11517: 11514: 11507: 11504: 11497: 11494: 11493: 11491: 11480: 11477: 11475: 11471: 11465: 11462: 11460: 11457: 11455: 11452: 11450: 11449:Oleyl alcohol 11447: 11445: 11442: 11440: 11437: 11435: 11432: 11430: 11427: 11426: 11424: 11422: 11414: 11408: 11405: 11403: 11400: 11398: 11395: 11393: 11390: 11388: 11385: 11383: 11380: 11378: 11375: 11373: 11370: 11369: 11367: 11365: 11359: 11353: 11350: 11348: 11345: 11343: 11340: 11339: 11337: 11335: 11331: 11325: 11322: 11320: 11317: 11315: 11312: 11310: 11307: 11305: 11302: 11300: 11297: 11295: 11292: 11290: 11287: 11286: 11284: 11282: 11281:Amyl alcohols 11278: 11263: 11260: 11253: 11249: 11246: 11239: 11236: 11229: 11225: 11222: 11215: 11211: 11208: 11201: 11198: 11196: 11193: 11192: 11190: 11188: 11184: 11178: 11175: 11174: 11172: 11168: 11162: 11159: 11157: 11154: 11153: 11151: 11147: 11136: 11135:Cetyl alcohol 11133: 11126: 11123: 11116: 11113: 11106: 11103: 11096: 11093: 11086: 11083: 11082: 11080: 11076: 11073: 11069: 11063: 11060: 11058: 11055: 11053: 11051: 11047: 11045: 11044:-Amyl alcohol 11043: 11039: 11037: 11035: 11030: 11028: 11025: 11023: 11022:Ethchlorvynol 11020: 11018: 11015: 11013: 11010: 11008: 11005: 11003: 11000: 10998: 10995: 10993: 10990: 10989: 10987: 10985:alcohols (3°) 10981: 10976: 10973: 10971: 10968: 10966: 10963: 10961: 10958: 10956: 10953: 10951: 10950:Cyclopropanol 10948: 10946: 10945:Cyclopentanol 10943: 10941: 10938: 10936: 10933: 10931: 10928: 10926: 10923: 10921: 10918: 10916: 10913: 10911: 10908: 10906: 10903: 10901: 10898: 10896: 10893: 10891: 10888: 10886: 10883: 10881: 10878: 10876: 10874:alcohols (2°) 10870: 10864: 10861: 10859: 10856: 10854: 10851: 10849: 10846: 10844: 10841: 10839: 10836: 10834: 10831: 10829: 10826: 10824: 10821: 10819: 10816: 10814: 10811: 10809: 10806: 10804: 10801: 10799: 10796: 10794: 10791: 10789: 10786: 10784: 10783:Allyl alcohol 10781: 10779: 10776: 10775: 10766: 10763: 10761: 10758: 10756: 10753: 10751: 10748: 10746: 10743: 10741: 10738: 10736: 10733: 10731: 10728: 10726: 10723: 10721: 10718: 10717: 10715: 10700: 10694: 10691: 10689: 10686: 10684: 10681: 10679: 10676: 10674: 10671: 10668: 10665: 10663: 10660: 10657: 10654: 10652: 10649: 10646: 10643: 10642: 10640: 10625: 10619: 10618:1-Nonacosanol 10616: 10613: 10612:1-Octacosanol 10610: 10608: 10605: 10602: 10601:1-Hexacosanol 10599: 10597: 10594: 10591: 10588: 10586: 10583: 10580: 10577: 10575: 10572: 10569: 10566: 10565: 10563: 10548: 10542: 10541:1-Nonadecanol 10539: 10536: 10535:1-Octadecanol 10533: 10531: 10528: 10525: 10524:1-Hexadecanol 10522: 10520: 10517: 10514: 10511: 10509: 10506: 10503: 10500: 10497: 10494: 10491: 10488: 10487: 10485: 10470: 10463: 10460: 10457: 10454: 10452: 10449: 10447: 10444: 10442: 10439: 10437: 10434: 10432: 10429: 10427: 10424: 10422: 10419: 10418: 10416: 10401: 10395: 10393: 10389: 10387: 10384: 10382: 10379: 10378: 10376: 10374: 10370: 10364: 10361: 10359: 10356: 10354: 10352: 10348: 10346: 10344: 10340: 10336: 10334: 10331: 10329: 10326: 10324: 10321: 10319: 10316: 10314: 10311: 10309: 10306: 10304: 10301: 10299: 10296: 10294: 10291: 10289: 10286: 10284: 10281: 10279: 10276: 10274: 10271: 10269: 10266: 10264: 10261: 10259: 10256: 10254: 10251: 10250: 10248: 10246: 10242: 10236: 10233: 10231: 10228: 10226: 10223: 10221: 10218: 10216: 10215:Aminomethanol 10213: 10211: 10208: 10207: 10205: 10203: 10199: 10196: 10193: 10187: 10177: 10174: 10172: 10169: 10168: 10166: 10164: 10160: 10152: 10149: 10148: 10146: 10144: 10141: 10139: 10138:Ethchlorvynol 10136: 10135: 10133: 10131: 10127: 10121: 10118: 10116: 10114: 10110: 10108: 10107:-Amyl alcohol 10106: 10102: 10100: 10097: 10095: 10092: 10090: 10087: 10085: 10082: 10080: 10077: 10075: 10072: 10071: 10069: 10067: 10061: 10058: 10054: 10050: 10043: 10038: 10036: 10031: 10029: 10024: 10023: 10020: 10014: 10011: 10009: 10006: 10003: 10000: 9997: 9993: 9989: 9985: 9981: 9978: 9975: 9972: 9969: 9967: 9964: 9962: 9959: 9956: 9953: 9950: 9949: 9944: 9941: 9940: 9929: 9928: 9922: 9918: 9914: 9910: 9898: 9897: 9891: 9886: 9882: 9877: 9876: 9863: 9857: 9853: 9852: 9844: 9825: 9818: 9811: 9795: 9788: 9779: 9775: 9771: 9765: 9759: 9750: 9746: 9742: 9735: 9728: 9722: 9718: 9714: 9710: 9706: 9702: 9698: 9691: 9682: 9678: 9674: 9670: 9666: 9662: 9658: 9651: 9640: 9635: 9631: 9627: 9623: 9616: 9600: 9596: 9589: 9582: 9574: 9570: 9566: 9558: 9554: 9550: 9543: 9535: 9534: 9528: 9523: 9517: 9510: 9506: 9503:(in German). 9502: 9498: 9491: 9483: 9477: 9473: 9472: 9467: 9461: 9454: 9443: 9437: 9433: 9429: 9425: 9419: 9417: 9407: 9401: 9397: 9393: 9387: 9378: 9372: 9368: 9364: 9358: 9351: 9350:Multhauf 1966 9346: 9339: 9335: 9331: 9327: 9324: 9320: 9315: 9308: 9304: 9301: 9295: 9291: 9285: 9278: 9273: 9266: 9261: 9245: 9241: 9237: 9230: 9222: 9221: 9213: 9197: 9193: 9187: 9185: 9177: 9173: 9170: 9165: 9157: 9153: 9148: 9143: 9139: 9135: 9131: 9127: 9123: 9119: 9115: 9108: 9100: 9094: 9090: 9086: 9082: 9075: 9067: 9060: 9051: 9043: 9039: 9035: 9031: 9024: 9008: 9004: 8998: 8982: 8978: 8972: 8964: 8958: 8954: 8950: 8946: 8939: 8931: 8927: 8922: 8917: 8913: 8909: 8905: 8901: 8897: 8890: 8882: 8876: 8872: 8871: 8863: 8855: 8849: 8845: 8841: 8837: 8830: 8822: 8816: 8812: 8811: 8803: 8796: 8794: 8790: 8787: 8780: 8761: 8754: 8748: 8740: 8736: 8732: 8728: 8724: 8720: 8713: 8704: 8699: 8695: 8691: 8690: 8685: 8678: 8671: 8670: 8662: 8654: 8648: 8644: 8643: 8635: 8627: 8623: 8616: 8600: 8596: 8590: 8582: 8578: 8573: 8568: 8564: 8560: 8556: 8552: 8548: 8541: 8533: 8527: 8524:. MacMillan. 8522: 8521: 8515: 8511: 8505: 8503: 8501: 8499: 8497: 8488: 8482: 8478: 8471: 8456: 8452: 8445: 8434: 8430: 8423: 8416: 8409: 8405: 8401: 8398: 8393: 8385: 8378: 8367: 8361: 8357: 8353: 8349: 8342: 8340: 8338: 8336: 8327: 8321: 8317: 8316: 8311: 8307: 8301: 8294: 8290: 8286: 8283: 8278: 8259: 8255: 8248: 8242: 8234: 8230: 8219: 8211: 8205: 8201: 8200: 8192: 8184: 8180: 8176: 8172: 8167: 8162: 8158: 8154: 8150: 8143: 8135: 8134: 8129: 8122: 8113: 8108: 8104: 8100: 8099: 8094: 8087: 8079: 8072: 8064: 8060: 8056: 8052: 8048: 8044: 8040: 8036: 8029: 8021: 8017: 8013: 8009: 8005: 8001: 7982: 7974: 7970: 7966: 7962: 7958: 7954: 7947: 7932: 7928: 7921: 7913: 7909: 7904: 7899: 7895: 7891: 7887: 7880: 7865: 7861: 7855: 7848: 7844: 7840: 7836: 7832: 7828: 7821: 7819: 7817: 7815: 7813: 7811: 7809: 7807: 7799: 7794: 7788: 7780: 7776: 7769: 7767: 7765: 7763: 7761: 7759: 7757: 7755: 7753: 7751: 7749: 7741: 7737: 7731: 7729: 7720: 7719: 7712: 7710: 7701: 7697: 7693: 7687: 7680: 7675: 7667: 7663: 7659: 7655: 7651: 7647: 7639: 7631: 7627: 7623: 7619: 7615: 7611: 7604: 7596: 7592: 7588: 7584: 7580: 7576: 7575:Aust. J. Chem 7569: 7561: 7560: 7552: 7544: 7540: 7536: 7532: 7528: 7524: 7516: 7508: 7502: 7497: 7496: 7487: 7485: 7483: 7474: 7468: 7464: 7457: 7455: 7453: 7451: 7434: 7430: 7424: 7416: 7410: 7407:. CRC press. 7406: 7399: 7397: 7395: 7386: 7380: 7365: 7361: 7355: 7347: 7343: 7338: 7333: 7329: 7325: 7321: 7317: 7313: 7306: 7291: 7287: 7280: 7271: 7266: 7262: 7258: 7254: 7250: 7246: 7239: 7223: 7219: 7218: 7213: 7206: 7198: 7194: 7193: 7185: 7181: 7175: 7167: 7163: 7159: 7153: 7138: 7134: 7128: 7126: 7110: 7103: 7095: 7089: 7085: 7080: 7079: 7073: 7067: 7060: 7056: 7052: 7049: 7044: 7036: 7024: 7016: 7012: 7008: 7002: 6998: 6994: 6990: 6986: 6982: 6981: 6973: 6965: 6959: 6951: 6947: 6941: 6926: 6922: 6915: 6907: 6895: 6887: 6885:9789814340229 6881: 6877: 6876: 6868: 6860: 6856: 6852: 6845: 6837: 6830: 6818: 6810: 6803: 6787: 6783: 6776: 6768: 6764: 6759: 6754: 6750: 6746: 6742: 6734: 6726: 6722: 6718: 6714: 6707: 6691: 6687: 6686:"Ethanol 101" 6681: 6665: 6661: 6654: 6638: 6632: 6630: 6614: 6610: 6604: 6589: 6585: 6579: 6560: 6553: 6542: 6535: 6528: 6526: 6517: 6513: 6509: 6505: 6501: 6497: 6490: 6488: 6472: 6468: 6462: 6454: 6450: 6445: 6440: 6436: 6432: 6428: 6421: 6419: 6402: 6398: 6394: 6388: 6380: 6376: 6371: 6366: 6362: 6356: 6352: 6348: 6344: 6337: 6329: 6325: 6320: 6315: 6311: 6307: 6303: 6299: 6295: 6288: 6280: 6276: 6271: 6266: 6262: 6258: 6254: 6247: 6239: 6235: 6231: 6227: 6223: 6219: 6215: 6211: 6204: 6196: 6192: 6188: 6184: 6180: 6176: 6169: 6150: 6143: 6137: 6129: 6125: 6121: 6117: 6113: 6109: 6105: 6101: 6097: 6093: 6089: 6082: 6074: 6070: 6065: 6060: 6056: 6052: 6047: 6042: 6038: 6034: 6030: 6023: 6015: 6011: 6007: 6003: 5996: 5981: 5977: 5973: 5969: 5965: 5958: 5943: 5939: 5933: 5918: 5914: 5908: 5893: 5889: 5883: 5875: 5871: 5866: 5861: 5857: 5853: 5849: 5845: 5841: 5834: 5826: 5822: 5818: 5814: 5810: 5806: 5799: 5792: 5786: 5771: 5767: 5760: 5752: 5748: 5742: 5736: 5732: 5726: 5724:9782881245947 5720: 5716: 5712: 5706: 5697: 5695: 5688: 5683: 5679: 5675: 5671: 5667: 5663: 5657: 5652: 5647: 5643: 5639: 5635: 5631: 5627: 5622: 5621: 5617: 5609: 5608: 5603: 5596: 5589: 5583: 5573: 5569: 5565: 5561: 5557: 5554:(in German). 5553: 5549: 5542: 5534: 5530: 5524: 5508: 5502: 5500: 5484: 5480: 5476: 5472: 5468: 5464: 5460: 5453: 5451: 5435: 5431: 5427: 5421: 5417: 5413: 5406: 5404: 5395: 5391: 5386: 5381: 5377: 5373: 5368: 5363: 5359: 5355: 5351: 5347: 5343: 5336: 5328: 5321: 5302: 5296: 5280: 5274: 5258: 5252: 5237: 5231: 5223: 5219: 5212: 5210: 5194: 5190: 5184: 5169: 5163: 5155: 5154: 5146: 5138: 5137: 5129: 5121: 5117: 5113: 5109: 5102: 5094: 5090: 5086: 5082: 5078: 5074: 5067: 5059: 5057:1-4398-5511-0 5053: 5049: 5045: 5044: 5036: 5034: 5032: 5030: 5014: 5010: 5004: 4996: 4990: 4986: 4982: 4978: 4974: 4968: 4964: 4954: 4951: 4949: 4946: 4944: 4941: 4939: 4936: 4934: 4931: 4929: 4926: 4924: 4921: 4919: 4916: 4915: 4908: 4904: 4902: 4898: 4894: 4890: 4885: 4883: 4878: 4874: 4870: 4869:Henry Hennell 4866: 4862: 4857: 4855: 4851: 4847: 4843: 4838: 4836: 4832: 4828: 4827:Southern Song 4824: 4820: 4815: 4813: 4812: 4807: 4806: 4794: 4790: 4786: 4782: 4778: 4775:The works of 4773: 4771: 4767: 4763: 4759: 4748: 4737: 4733: 4729: 4725: 4721: 4717: 4706: 4702: 4697: 4695: 4691: 4687: 4683: 4677: 4667: 4665: 4661: 4656: 4652: 4642: 4640: 4636: 4626: 4624: 4620: 4617: 4613: 4609: 4580: 4561: 4560: 4559: 4557: 4553: 4549: 4545: 4537: 4505: 4504: 4503: 4501: 4497: 4493: 4489: 4488:sulfuric acid 4485: 4481: 4480:zinc chloride 4461: 4449: 4448: 4447: 4445: 4437: 4436:ethyl bromide 4433: 4429: 4428:ethyl halides 4425: 4392: 4391: 4390: 4388: 4384: 4366:OH + NaH → CH 4357: 4356: 4355: 4353: 4326: 4325: 4324: 4322: 4318: 4306: 4302: 4298: 4288: 4282: 4255: 4254: 4250: 4223: 4222: 4221: 4182: 4181: 4180: 4178: 4177:diethyl ether 4174: 4170: 4165: 4162: 4160: 4159:sulfuric acid 4156: 4128: 4127: 4126: 4124: 4120: 4110: 4108: 4104: 4100: 4099:Ethyl nitrite 4096: 4092: 4088: 4084: 4080: 4067: 4048: 4045: 4044: 4043: 4041: 4037: 4027: 4022: 4012: 4003: 4001: 3996: 3994: 3990: 3985: 3975: 3974: 3970: 3966: 3962: 3958: 3953: 3947: 3929: 3926: 3923: 3919: 3916: 3913: 3912:Pervaporation 3910: 3907: 3903: 3900: 3896: 3892: 3889: 3884: 3880: 3879: 3878: 3870: 3861: 3859: 3855: 3851: 3847: 3843: 3839: 3835: 3825: 3823: 3819: 3815: 3811: 3807: 3803: 3788: 3786: 3782: 3777: 3769: 3765: 3757: 3748: 3746: 3742: 3738: 3734: 3730: 3726: 3722: 3716: 3706: 3704: 3700: 3697: 3693: 3689: 3685: 3681: 3676: 3674: 3670: 3669:fortification 3624: 3565: 3533: 3531: 3527: 3526: 3521: 3515: 3509: 3457: 3455: 3451: 3404: 3372: 3371: 3370: 3368: 3364: 3363:ethyl sulfate 3360: 3359:sulfuric acid 3355: 3353: 3352:Union Carbide 3348: 3344: 3340: 3336: 3332: 3302: 3301: 3300: 3298: 3294: 3291: 3287: 3283: 3282:petrochemical 3273: 3271: 3267: 3263: 3259: 3255: 3251: 3250:Sweet sorghum 3246: 3244: 3234: 3229: 3227: 3223: 3208: 3206: 3202: 3198: 3194: 3190: 3189:petrochemical 3181: 3172: 3170: 3166: 3163: 3159: 3155: 3151: 3147: 3143: 3138: 3136: 3132: 3128: 3117: 3115: 3105: 3102: 3099: 3098: 3094: 3091: 3088: 3087: 3083: 3080: 3077: 3076: 3072: 3069: 3066: 3065: 3061: 3058: 3055: 3054: 3050: 3047: 3044: 3043: 3039: 3036: 3033: 3032: 3028: 3025: 3022: 3021: 3017: 3014: 3011: 3010: 3006: 3003: 3000: 2999: 2995: 2992: 2989: 2988: 2984: 2981: 2978: 2977: 2973: 2970: 2967: 2966: 2962: 2959: 2956: 2955: 2951: 2948: 2947: 2940: 2939:mole fraction 2934: 2928: 2926: 2921: 2911: 2909: 2908:tears of wine 2905: 2900: 2898: 2894: 2890: 2886: 2882: 2878: 2874: 2870: 2866: 2862: 2858: 2849: 2845: 2843: 2839: 2834: 2832: 2826: 2824: 2820: 2816: 2812: 2806: 2804: 2800: 2796: 2792: 2788: 2784: 2780: 2776: 2772: 2771:diethyl ether 2768: 2764: 2760: 2756: 2752: 2748: 2738: 2735: 2729: 2725: 2720: 2718: 2713: 2711: 2701: 2692: 2690: 2678: 2674: 2670: 2662: 2654: 2650: 2646: 2622: 2618: 2607: 2597: 2595: 2591: 2587: 2583: 2573: 2571: 2567: 2563: 2560: 2556: 2552: 2547: 2545: 2544:winterization 2541: 2537: 2533: 2532:boiling point 2529: 2525: 2521: 2517: 2513: 2509: 2499: 2497: 2493: 2489: 2483: 2473: 2465: 2463: 2459: 2449: 2447: 2444: 2440: 2436: 2427: 2426: 2419: 2414: 2410: 2406: 2403: 2388: 2384: 2380: 2374: 2366: 2365:New York City 2362: 2355: 2346: 2339: 2330: 2328: 2324: 2320: 2315: 2312: 2307: 2305: 2301: 2297: 2293: 2289: 2285: 2281: 2276: 2273: 2269: 2265: 2261: 2257: 2253: 2249: 2245: 2240: 2238: 2230: 2226: 2222: 2218: 2216: 2212: 2208: 2204: 2203:fuel additive 2200: 2191: 2188: 2185: 2182: 2179: 2178: 2174: 2171: 2168: 2166: 2163: 2162: 2158: 2156: 2154: 2151: 2150: 2146: 2143: 2140: 2137: 2136: 2132: 2129: 2126: 2122: 2119: 2118: 2114: 2111: 2108: 2104: 2101: 2100: 2097: 2094: 2091: 2088: 2084: 2078: 2074: 2071: 2070: 2067: 2064: 2061: 2059: 2056: 2055: 2051: 2048: 2045: 2041: 2038: 2037: 2033: 2030: 2027: 2025: 2022: 2021: 2017: 2014: 2011: 2009: 2006: 2005: 2002: 1999: 1997: 1995: 1992: 1991: 1988: 1981: 1978: 1975: 1972: 1971: 1967: 1963: 1957: 1937: 1927: 1917: 1912: 1911:Food vs. fuel 1902: 1899: 1894: 1892: 1888: 1885: 1879: 1875: 1865: 1863: 1858: 1854: 1849: 1845: 1843: 1839: 1835: 1827: 1820:OH + NAD → CH 1811: 1810: 1809: 1807: 1803: 1799: 1795: 1791: 1787: 1777: 1775: 1770: 1768: 1765: 1761: 1757: 1756:phenobarbital 1753: 1749: 1745: 1741: 1737: 1736:acetaminophen 1733: 1729: 1725: 1715: 1714:in the role. 1713: 1709: 1705: 1701: 1697: 1693: 1689: 1685: 1675: 1671: 1669: 1665: 1661: 1657: 1653: 1649: 1645: 1641: 1640:lipid bilayer 1637: 1633: 1629: 1619: 1617: 1616:diethyl ether 1613: 1609: 1605: 1601: 1597: 1593: 1589: 1585: 1581: 1577: 1566: 1551: 1549: 1545: 1540: 1539: 1534: 1530: 1525: 1523: 1519: 1515: 1510: 1508: 1506: 1500: 1496: 1494: 1488: 1484: 1480: 1479: 1474: 1473:diethyl ether 1470: 1424: 1420: 1416: 1415:Justus Liebig 1390: 1388: 1384: 1380: 1376: 1372: 1369: 1365: 1356: 1354: 1350: 1346: 1342: 1338: 1334: 1330: 1326: 1322: 1318: 1314: 1310: 1306: 1305:petrochemical 1302: 1298: 1294: 1289: 1287: 1283: 1279: 1276: 1272: 1268: 1264: 1260: 1256: 1228: 1213: 1209: 1205: 1201: 1197: 1196:grain alcohol 1193: 1192:ethyl alcohol 1190:(also called 1189: 1177: 1170: 1165: 1148: 1142: 1139: 1135: 1130: 1124: 1121: 1119: 1116: 1115: 1113: 1108: 1107: 1102: 1099: 1096: 1093: 1092: 1088: 1084: 1080: 1079: 1071: 1068:(Recommended) 1067: 1063: 1062: 1054: 1051:(Permissible) 1050: 1046: 1045: 1041: 1040: 1035: 1029:mg/kg (mouse) 1024: 1017: 1016: 1014: 1010: 1001: 1000: 996: 992: 988: 986: 983: 982: 975: 968: 961: 937: 934: 933: 929: 928: 902: 899: 895: 894: 880: 877: 873: 872: 869: 866: 863: 859: 858: 854: 849: 844: 840: 837: 833: 832: 828: 826: 821: 816: 812: 809: 808:Dipole moment 805: 804: 800: 798: 795: 794: 790: 783: 779: 775: 774: 770: 766: 762: 761: 753: 747: 743: 740: 739: 735: 733: 730: 729: 725: 723: 722: 717: 716: 713: 710: 707: 703: 702: 698: 696: 695:Boiling point 693: 692: 688: 686: 685:Melting point 683: 682: 678: 676: 673: 672: 668: 666: 663: 662: 658: 655: 654: 647: 645: 642: 641: 623: 620: 616: 615: 610: 601: 600: 597: 590: 576: 566: 565: 562: 555: 547: 543: 542:DTXSID9020584 539: 538: 536: 526: 522: 521: 517: 515: 512: 511: 504: 500: 499: 497: 495: 492: 491: 484: 480: 479: 477: 471: 467: 466: 459: 455: 454: 452: 450: 447: 446: 439: 435: 434: 432: 429: 425: 424: 420: 417: 413: 412: 408: 404: 401: 399: 397:ECHA InfoCard 394: 393: 386: 382: 381: 379: 377: 374: 373: 366: 362: 361: 359: 357: 354: 353: 346: 342: 341: 339: 337: 334: 333: 326: 322: 321: 319: 317: 314: 313: 309: 306: 302: 301: 294: 290: 289: 287: 284: 283: 276: 272: 271: 269: 265: 260: 259: 252: 248: 247: 245: 242: 238: 237: 232: 224: 222:Hydroxyethane 221: 219:Grain alcohol 218: 215: 212: 209: 207:Ethyl alcohol 206: 203: 200: 197: 194: 191: 188: 187: 182: 174: 170: 165: 136: 133: 132: 127: 123: 118: 107: 103: 97: 93: 92: 88: 77: 73: 67: 63: 62: 58: 52: 48: 44: 37: 33: 19: 13949:Rocket fuels 13919:Hepatotoxins 13824: 13807:Spectroscopy 13661:Astrobiology 13514:Formaldehyde 13406:Benzonitrile 13343: 13197:Acetaldehyde 13152:Methanethiol 13103:Acetonitrile 13008:Carbodiimide 12887:Formaldehyde 12882:Cyanoethynyl 12733:Iron cyanide 12728:Hydroperoxyl 12529:Nitric oxide 12287:Nitromethane 12227:Butyl rubber 12204:Butanol fuel 12198: 11963:Substitution 11956:Preparations 11939: 11905:Stigmasterol 11900:β-Sitosterol 11698:Polyglycitol 11688:Maltotriitol 11648:Cyclic sugar 11416:Branched and 11324:Pentan-3-ol 11319:Pentan-2-ol 11314:Pentan-1-ol 11094: 11049: 11041: 11033: 10940:Cyclohexanol 10592:(lignoceryl) 10585:1-Tricosanol 10508:1-Tridecanol 10464:(pelargonic) 10425: 10391: 10350: 10342: 10338: 10333:Ethanolamine 10327: 10244: 10150: 10112: 10104: 10083: 9946: 9926: 9916: 9901:. Retrieved 9895: 9850: 9843: 9833:22 September 9831:. Retrieved 9824:the original 9810: 9800:22 September 9798:. Retrieved 9787: 9777: 9773: 9758: 9748: 9744: 9734: 9704: 9700: 9690: 9664: 9660: 9650: 9629: 9625: 9615: 9603:. Retrieved 9598: 9594: 9581: 9572: 9568: 9556: 9552: 9542: 9531: 9516: 9508: 9504: 9500: 9490: 9470: 9466:Habib, Irfan 9460: 9452: 9445:. Retrieved 9431: 9395: 9386: 9366: 9357: 9345: 9314: 9293: 9284: 9272: 9260: 9248:. Retrieved 9244:the original 9239: 9229: 9219: 9212: 9200:. Retrieved 9196:the original 9164: 9121: 9117: 9107: 9080: 9074: 9065: 9059: 9050: 9033: 9029: 9023: 9011:. Retrieved 9006: 8997: 8985:. Retrieved 8980: 8971: 8944: 8938: 8903: 8899: 8889: 8869: 8862: 8839: 8829: 8809: 8802: 8784: 8779: 8769:29 September 8767:. Retrieved 8760:the original 8747: 8722: 8718: 8712: 8693: 8687: 8677: 8668: 8661: 8641: 8634: 8626:the original 8615: 8605:19 September 8603:. Retrieved 8598: 8589: 8554: 8550: 8540: 8519: 8514:Heathcock CH 8476: 8470: 8458:. Retrieved 8454: 8444: 8433:the original 8428: 8415: 8407: 8392: 8383: 8377: 8347: 8314: 8300: 8277: 8265:. Retrieved 8258:the original 8253: 8241: 8228: 8218: 8198: 8191: 8156: 8152: 8142: 8131: 8121: 8102: 8096: 8086: 8071: 8041:(1): 61–68. 8038: 8034: 8028: 8003: 7999: 7981: 7956: 7952: 7946: 7934:. Retrieved 7930: 7920: 7893: 7889: 7879: 7867:. Retrieved 7863: 7854: 7846: 7837:(2): 39–43. 7834: 7830: 7796: 7787: 7778: 7739: 7717: 7700:the original 7695: 7686: 7678: 7674: 7649: 7645: 7638: 7613: 7610:Chem. Eng. J 7609: 7603: 7581:(10): 2103. 7578: 7574: 7568: 7558: 7551: 7526: 7522: 7515: 7494: 7462: 7437:. Retrieved 7432: 7423: 7404: 7379: 7367:. Retrieved 7363: 7354: 7322:(1): 94–99. 7319: 7315: 7305: 7293:. Retrieved 7289: 7279: 7252: 7248: 7238: 7226:. Retrieved 7215: 7205: 7191: 7174: 7166:the original 7161: 7152: 7140:. Retrieved 7136: 7112:. Retrieved 7102: 7077: 7066: 7058: 7043: 6979: 6972: 6958: 6950:the original 6940: 6928:. Retrieved 6924: 6914: 6874: 6867: 6859:the original 6854: 6844: 6808: 6802: 6790:. Retrieved 6786:the original 6775: 6748: 6744: 6733: 6725:the original 6716: 6706: 6694:. Retrieved 6690:the original 6680: 6668:. Retrieved 6664:the original 6653: 6641:. Retrieved 6616:. Retrieved 6612: 6603: 6591:. Retrieved 6587: 6578: 6566:. Retrieved 6552: 6541:the original 6499: 6495: 6474:. Retrieved 6470: 6461: 6437:(1): 22–27. 6434: 6430: 6405:. Retrieved 6401:the original 6396: 6387: 6342: 6336: 6301: 6297: 6287: 6260: 6256: 6246: 6213: 6209: 6203: 6178: 6174: 6168: 6156:. Retrieved 6149:the original 6136: 6095: 6091: 6081: 6036: 6032: 6022: 6005: 6001: 5995: 5983:. Retrieved 5971: 5967: 5957: 5945:. Retrieved 5941: 5932: 5920:. Retrieved 5917:ResearchGate 5916: 5907: 5895:. Retrieved 5891: 5882: 5847: 5843: 5833: 5808: 5804: 5798: 5790: 5785: 5773:. Retrieved 5769: 5759: 5750: 5741: 5714: 5705: 5693: 5691: 5669: 5665: 5633: 5629: 5616: 5605: 5595: 5577: 5575: 5558:(22): 1–39. 5555: 5551: 5541: 5532: 5523: 5511:. Retrieved 5486:. Retrieved 5466: 5462: 5439:15 September 5437:. Retrieved 5415: 5349: 5345: 5335: 5326: 5320: 5310:28 September 5308:. Retrieved 5295: 5285:28 September 5283:. Retrieved 5273: 5261:. Retrieved 5251: 5239:. Retrieved 5230: 5196:. Retrieved 5192: 5183: 5171:. Retrieved 5162: 5152: 5145: 5135: 5128: 5111: 5108:J. Org. Chem 5107: 5101: 5076: 5072: 5066: 5041: 5016:. Retrieved 5012: 5003: 4972: 4967: 4948:Butanol fuel 4905: 4901:spirit lamps 4893:Ford Model T 4886: 4858: 4839: 4816: 4811:quintessence 4809: 4803: 4774: 4769: 4765: 4761: 4705:Theophrastus 4698: 4679: 4657: 4654: 4632: 4608:acetaldehyde 4605: 4533: 4477: 4421: 4418:Halogenation 4380: 4349: 4317:alkali metal 4294: 4286: 4280: 4264:OH (l) + 3 O 4248: 4232:OH (l) + 3 O 4219: 4166: 4163: 4152: 4116: 4075: 4033: 4024: 4009: 3997: 3981: 3972: 3949: 3876: 3867: 3856:, a type of 3831: 3809: 3799: 3796:Distillation 3791:Purification 3773: 3741:energy crops 3718: 3677: 3673:distillation 3667:obtained by 3665: 3523: 3517: 3502:Fermentation 3447: 3365:, which was 3356: 3328: 3279: 3247: 3242: 3230: 3222:energy crops 3214: 3186: 3165:fermentation 3158:intoxicating 3139: 3135:anaerobiosis 3123: 3111: 2944:Temperature 2917: 2914:Flammability 2901: 2854: 2835: 2827: 2807: 2779:nitromethane 2744: 2728:triple point 2721: 2714: 2706: 2688: 2676: 2653:methyl group 2647:linked to a 2614: 2590:cooling bath 2579: 2548: 2536:Cannabis oil 2505: 2485: 2471: 2455: 2423: 2402:bipropellant 2399: 2316: 2308: 2295: 2288:formaldehyde 2277: 2241: 2234: 2219: 2196: 1956:Ethanol fuel 1936:Ethanol fuel 1898:carcinogenic 1895: 1881: 1868:Recreational 1850: 1846: 1831: 1806:acetaldehyde 1783: 1780:Pharmacology 1771: 1721: 1681: 1672: 1625: 1614:, and later 1573: 1548:Middle Latin 1536: 1528: 1526: 1513: 1511: 1502: 1490: 1482: 1476: 1422: 1391: 1363: 1362: 1321:disinfectant 1293:fermentation 1290: 1275:psychoactive 1203: 1202:, or simply 1199: 1195: 1191: 1187: 1186: 1038: 994: 931: 867: 824: 781: 745: 720: 234:Identifiers 184:Other names 51: 13781:Outer space 13691:Cosmic dust 13656:Abiogenesis 13568:Unconfirmed 13524:Heavy water 13364:Ethanethiol 13279:Cyanoallene 13269:Acetic acid 13239:Methylamine 13123:Diacetylene 13038:Formic acid 13028:Cyanomethyl 12686:Diazenylium 12676:CCP radical 12552:(molecular) 12536:(molecular) 12505:(molecular) 12328:Brake fluid 12179:Electricity 12169:Biogasoline 12021:Protonation 11938:Nonafluoro- 11885:Cholesterol 11862:Trialcohols 11732:Citronellol 11718:Monoterpene 11630:Deoxy sugar 11418:unsaturated 11105:Isopropanol 11032:Nonafluoro- 10960:Isopropanol 10579:1-Docosanol 10570:(arachidyl) 10502:1-Dodecanol 10496:1-Undecanol 9903:16 February 9815:DiPardo J. 9707:: 365–371. 9667:: 240–249. 9632:: 440–466. 9605:3 September 9507:: 195–204. 9250:3 September 8599:News Center 8557:: 104–114. 8460:22 November 8455:cen.acs.org 8382:"Ethanol". 7556:"Ethanol". 7439:23 December 7137:braeunig.us 7107:Darling D. 6902:|work= 6825:|work= 6792:18 February 6751:(12): 567. 6008:(9): 1–20. 5892:www.cdc.gov 5775:30 December 5488:30 December 5263:23 December 5241:23 December 5018:29 December 4800: 1310 4770:aqua ardens 4728:adding salt 4720:Roman Egypt 4612:acetic acid 4578:CHO + 5 HCl 4426:to produce 4119:solid acids 4113:Dehydration 4042:and water: 3989:ultraviolet 3890:with water. 3818:cyclohexane 3745:switchgrass 3719:Sugars for 3518:Ethanol in 3456:reactions. 3361:to produce 3167:within the 3142:outer space 3127:bertam palm 2920:flash point 2857:hygroscopic 2751:acetic acid 2645:ethyl group 2562:precipitate 2540:chlorophyll 2528:hydrophobic 2520:hydrophilic 2443:lightweight 2396:Rocket fuel 2361:Ford Taurus 2319:miscibility 1950:Engine fuel 1808:(ethanal): 1786:metabolized 1584:Mesopotamia 1379:alkyl group 1349:fuel source 1347:, and as a 1339:and in the 1295:process of 1225:. It is an 1009:median dose 995:Lethal dose 985:Flash point 862:Signal word 656:Appearance 612:Properties 403:100.000.526 325:CHEBI:16236 18:Bio ethanol 13954:Teratogens 13939:Oxygenates 13883:Categories 13696:Cosmic ray 13638:Silylidyne 13601:Hemolithin 13576:Anthracene 13493:Deuterated 13474:Pyrimidine 13284:Ethanimine 13147:Ketenimine 13003:Butadiynyl 12827:Thioformyl 12681:Chloronium 12318:Antifreeze 12147:Fuel types 11982:Hydrolysis 11967:haloalkane 11895:Lanosterol 11890:Ergosterol 11826:Dialcohols 11795:Patchoulol 11596:Galactitol 11526:Erythritol 11402:Tridecanol 11224:Erythritol 11125:1-Pentanol 10935:3-Pentanol 10930:2-Pentanol 10900:3-Heptanol 10895:2-Heptanol 10853:Tryptophol 10658:(lacceryl) 10568:1-Icosanol 10515:(myristyl) 10498:(hendecyl) 10451:1-Heptanol 10441:1-Pentanol 10431:1-Propanol 10386:Isobutanol 10120:Tryptophol 10094:Isobutanol 10074:1-Propanol 9998:of ethanol 9780:: 385–405. 9751:: 152–186. 9575:: 273–305. 9559:: 316–354. 9410:pp. 69-71. 9381:pp. 51–52. 8310:Caserio MC 8306:Roberts JD 7255:: 80–103. 6919:Biello D. 5985:15 January 5947:28 January 5922:29 January 5897:29 January 5173:12 January 4960:References 4933:2-Propanol 4928:1-Propanol 4814:of wine). 4805:aqua vitae 4758:al-Zahrāwī 4754: 872 4743: 801 4712: 371 4686:aqua vitae 4649:See also: 4629:Metabolism 4623:acetyl CoA 4494:, such as 4444:2 reaction 4268:(g) → 2 CO 4236:(g) → 2 CO 4216:Combustion 4125:are used. 3836:, such as 3785:hydrometer 3512:See also: 3367:hydrolyzed 3339:silica gel 3175:Production 3162:endogenous 2831:exothermic 2767:chloroform 2715:Ethanol's 2452:Fuel cells 2327:carburetor 2280:combustion 2183:, extruded 1909:See also: 1887:depressant 1748:furosemide 1744:ranitidine 1712:fomepizole 1644:denaturing 1628:antiseptic 1622:Antiseptic 1570:Anesthetic 1317:antiseptic 1278:depressant 1089:3300 ppm 836:Pictograms 644:Molar mass 503:3K9958V90M 428:IUPHAR/BPS 356:ChemSpider 262:3D model ( 241:CAS Number 13628:Phosphine 13496:molecules 13429:fullerene 13329:Acetamide 13133:Formamide 13013:Cyanamide 12867:Acetylene 12842:Tricarbon 12753:Methylene 12738:Isoformyl 12643:Triatomic 12416:Molecules 12356:Fuel card 12313:Motor oil 12164:Biodiesel 12009:Reactions 11991:Hydration 11804:Diterpene 11790:Nerolidol 11780:Bisabolol 11762:Terpineol 11616:Volemitol 11407:Undecanol 11361:Saturated 11262:Volemitol 11115:1-Butanol 10925:2-Octanol 10920:2-Nonanol 10910:3-Hexanol 10905:2-Hexanol 10885:2-Butanol 10872:Secondary 10704:saturated 10629:saturated 10581:(behenyl) 10552:saturated 10537:(stearyl) 10490:1-Decanol 10474:saturated 10462:1-Nonanol 10456:1-Octanol 10446:1-Hexanol 10436:1-Butanol 10405:saturated 9601:(104–116) 9223:. Murray. 9202:3 January 9138:1089-3261 8725:: 41–45. 8397:"Ethanol" 8183:233676614 8175:2168-0485 8105:: 47–80. 7429:"Ethanol" 7332:CiteSeerX 7217:Space.com 7033:ignored ( 7023:cite book 7015:153892198 6904:ignored ( 6894:cite book 6827:ignored ( 6817:cite book 6767:1806-3691 6658:Green R. 6158:8 October 6112:0969-9546 6055:2168-8184 5938:"Ethanol" 5434:0275-5769 5376:1932-6203 5279:"Ethanol" 5189:"Ethanol" 5093:0002-7863 5048:CRC Press 5009:"Ethanol" 4889:Civil War 4747:al-Fārābī 4701:Aristotle 4694:Neolithic 4602:Oxidation 4514:OH + SOCl 4484:refluxing 4276:O (g); −Δ 4272:(g) + 3 H 4244:O (l); −Δ 4240:(g) + 3 H 4015:Reactions 3888:azeotrope 3842:cellulose 3834:desiccant 3806:azeotrope 3725:cellulose 3709:Cellulose 3293:hydration 3290:catalyzed 3276:Hydration 3205:petroleum 2941:, % 2838:azeotrope 2732:150 ± 20 2600:Chemistry 2555:tinctures 2512:molecular 2510:, as its 2476:Feedstock 2387:Minnesota 2345:São Paulo 2323:pipelines 2311:flex-fuel 2260:biodiesel 2237:sugarcane 2229:USP grade 2215:anhydrous 2159:max. 104 1973:Fuel type 1802:oxidation 1774:tinctures 1527:The term 1512:The name 1341:synthesis 1263:flammable 1210:with the 827:labelling 797:Viscosity 514:UN number 345:ChEMBL545 13899:Alkanols 13615:Linear C 13596:Graphene 13508:Ammonium 13309:Acrolein 13172:Propynal 13157:Methanol 13128:Ethylene 12997:Ammonium 12772:Nitroxyl 12596:Sulfanyl 12540:Imidogen 12534:Nitrogen 12503:Hydrogen 12448:Argonium 12425:Diatomic 12333:Gear oil 12194:Hydrogen 12184:Kerosene 12095:Category 11869:Glycerol 11806:alcohols 11785:Farnesol 11773:alcohols 11757:Rhodinol 11742:Linalool 11737:Geraniol 11720:alcohols 11678:Lactitol 11673:Maltitol 11657:Inositol 11650:alcohols 11632:alcohols 11586:Sorbitol 11576:Mannitol 11546:Arabitol 11536:Threitol 11516:Glycerol 11252:Sorbitol 11248:Mannitol 11228:Threitol 11210:Glycerol 11177:Glycerol 11085:Methanol 10983:Tertiary 10669:(geddyl) 10504:(lauryl) 10492:(capric) 10458:(capryl) 10421:Methanol 10394:-Butanol 10202:Methanol 10192:alcohols 10176:Methanol 10049:Alcohols 9917:Sci-toys 9721:98483646 9681:98278290 9468:(2011). 9426:(2006). 9394:(2013). 9365:(1957). 9326:Archived 9303:Archived 9172:Archived 9156:23101976 8789:Archived 8581:28111249 8516:(1976). 8400:Archived 8312:(1977). 8285:Archived 8267:11 March 8063:16312013 7973:34605254 7912:21676715 7222:Archived 7142:11 March 7074:(1972). 7059:NBC News 7051:Archived 6696:26 March 6613:Statista 6568:1 August 6476:11 March 6453:17718397 6407:10 March 6379:23400924 6328:30320893 6238:41876817 6230:21417862 6195:24267355 6128:23861841 6120:18446077 6073:33510981 6014:27538060 5980:12322772 5729:p. 205; 5713:(1966). 5483:14312998 5394:37939019 5385:10631622 5346:PLOS ONE 5224:(NIOSH). 4923:Methanol 4911:See also 4865:coal gas 4736:al-Kindī 4660:vomiting 4574:OH → CCl 4548:aldehyde 4536:haloform 4430:such as 4319:such as 4305:ethoxide 4121:such as 4107:diuretic 3969:pyridine 3959:such as 3854:Ångstrom 3846:cornmeal 3743:such as 3729:corncobs 3660:H + 4 CO 3588:H + 2 CO 3335:adsorbed 3297:ethylene 3193:ethylene 2819:dodecane 2815:undecane 2783:pyridine 2775:glycerol 2747:miscible 2687:−) with 2524:nonpolar 2490:, ethyl 2458:hydrogen 2409:oxidizer 2347:, Brazil 2278:Ethanol 2211:Gasoline 2181:Charcoal 2147:min. 91 2008:Methanol 1983:Research 1928:) (left) 1842:catalase 1752:mannitol 1700:methanol 1698:against 1684:antidote 1678:Antidote 1652:bacteria 1648:proteins 1612:cannabis 1576:sedative 1544:antimony 1353:ethylene 1325:antidote 1309:ethylene 1286:caffeine 1259:volatile 1206:) is an 1123:Methanol 932:NFPA 704 818:Hazards 767:(χ) 712:Miscible 518:UN 1170 376:DrugBank 310:1718733 55:Ethanol 13889:Ethanol 13761:Kerogen 13648:Related 13591:Glycine 13544:Propyne 13503:Ammonia 13401:Benzene 13396:Acetone 13388:or more 13359:Propene 13344:Ethanol 13234:Propyne 13053:Methane 12922:Ketenyl 12872:Ammonia 12267:Ecalene 12199:Ethanol 11986:epoxide 11878:Sterols 11747:Menthol 11727:Borneol 11683:Isomalt 11639:Fucitol 11566:Xylitol 11556:Ribitol 11397:Octanol 11392:Nonanol 11377:Decanol 11238:Xylitol 11095:Ethanol 10603:(ceryl) 10426:Ethanol 10373:Butanol 10328:Ethanol 10245:Ethanol 10190:Primary 10151:Ethanol 10084:Ethanol 9447:10 July 9367:Alchemy 9332:); cf. 9147:3484320 8930:5664123 8727:Bibcode 8572:5367853 8293:ICRISAT 8043:Bibcode 8008:Bibcode 7936:23 July 7869:23 June 7654:Bibcode 7618:Bibcode 7583:Bibcode 7531:Bibcode 7369:9 April 7324:Bibcode 7295:2 March 7257:Bibcode 7228:27 July 7114:27 July 6985:Bibcode 6930:11 July 6670:24 June 6593:27 July 6504:Bibcode 6444:3860439 6370:4314297 6319:6286250 6279:7925371 6064:7827791 5874:9880479 5825:3279433 5674:Bibcode 5638:Bibcode 5602:"ethyl" 5560:Bibcode 5513:21 June 5354:Bibcode 5218:"#0262" 5198:25 June 5013:PubChem 4670:History 4589:O → CCl 4585:CHO + H 4552:chloral 4550:called 4526:Cl + SO 4486:with a 4438:via an 4409:ONa + H 4374:ONa + H 4343:ONa + H 4307:ion (CH 4191:OH → CH 4123:alumina 3965:naphtha 3893:Direct 3858:zeolite 3822:heptane 3814:benzene 3776:biofuel 3751:Testing 3737:sawdust 3699:amylase 3680:cereals 3422:O → H 3316:O → C 3226:bagasse 3211:Sources 2936:Ethanol 2811:alkanes 2791:pentane 2787:toluene 2759:benzene 2755:acetone 2710:propane 2617:alcohol 2586:dry ice 2508:solvent 2502:Solvent 2488:halides 2425:B-Stoff 2121:Gasohol 2083:propane 2073:Autogas 2024:Ethanol 1926:bushels 1836:enzyme 1794:stomach 1788:in the 1660:viruses 1586:and in 1559:Medical 1538:al-kuḥl 1529:alcohol 1514:ethanol 1469:English 1373:by the 1371:defined 1366:is the 1364:Ethanol 1337:solvent 1303:or via 1271:pungent 1227:alcohol 1204:alcohol 1188:Ethanol 1169:what is 1167: ( 813:1.69 D 791:1.3611 754:15.9 (H 742:Acidity 675:Density 470:PubChem 385:DB00898 251:64-17-5 216:Ethylol 192:Alcohol 177:Ethanol 47:Ethynol 43:Ethenol 13812:Tholin 13633:Pyrene 13078:Silane 13048:Ketene 12550:Oxygen 12348:Retail 12306:Fluids 12159:Diesel 11995:alkene 11813:Phytol 11606:Iditol 10838:Prenol 9858:  9719:  9679:  9478:  9438:  9424:Haw SG 9402:  9373:  9154:  9144:  9136:  9095:  8959:  8928:  8921:547590 8918:  8877:  8850:  8817:  8649:  8579:  8569:  8528:  8483:  8362:  8322:  8295:, 2013 8206:  8181:  8173:  8080:. NPR. 8061:  7971:  7910:  7503:  7469:  7435:. 2023 7411:  7334:  7090:  7013:  7003:  6882:  6765:  6643:31 May 6618:2 June 6451:  6441:  6377:  6367:  6357:  6326:  6316:  6277:  6236:  6228:  6193:  6126:  6118:  6110:  6071:  6061:  6053:  6033:Cureus 6012:  5978:  5872:  5862:  5823:  5721:  5630:Nature 5481:  5432:  5422:  5392:  5382:  5374:  5091:  5054:  4991:  4897:petrol 4676:Liquor 4645:Safety 4616:enzyme 4470:Cl + H 4321:sodium 4303:, the 4137:OH → H 4059:RCOOCH 4049:+ HOCH 4040:esters 3967:, and 3810:cannot 3735:, and 3703:mashed 3696:enzyme 3684:starch 3682:, the 3262:Africa 3197:sugars 3114:flambé 3018:103.1 2996:124.7 2963:184.1 2889:Sodium 2883:, and 2861:sodium 2795:hexane 2785:, and 2669:isomer 2619:. Its 2551:paints 2496:amines 2492:esters 2405:rocket 2282:in an 2207:Brazil 2165:Diesel 2133:93/94 2087:butane 2085:+ 40% 2034:108.6 2018:108.7 1987:number 1985:octane 1942:  1932:  1922:  1838:CYP2E1 1824:CHO + 1664:spores 1646:their 1533:Arabic 1522:Geneva 1493:aithḗr 1423:Aether 1419:German 1301:yeasts 1297:sugars 1164:verify 1161:  1118:Ethane 1097:(SDS) 1076:mg/m) 1074:  1059:mg/m) 1057:  1027:  1020:  868:Danger 726:−0.18 649:46.069 596:SMILES 458:C00469 336:ChEMBL 293:B01253 285:3DMet 129:Names 13798:(PAH) 13386:atoms 13321:atoms 13261:atoms 13259:Eight 13189:atoms 13187:Seven 13095:atoms 12989:atoms 12859:atoms 12847:Water 12777:Ozone 12719:(HNC) 12713:(HCN) 12140:fuels 12137:Motor 11752:Nerol 9827:(PDF) 9820:(PDF) 9796:. NPR 9717:S2CID 9677:S2CID 9013:9 May 8987:9 May 8763:(PDF) 8756:(PDF) 8436:(PDF) 8425:(PDF) 8261:(PDF) 8250:(PDF) 8233:Latur 8227:[ 8179:S2CID 7969:S2CID 7187:(PDF) 7011:S2CID 6562:(PDF) 6544:(PDF) 6537:(PDF) 6234:S2CID 6152:(PDF) 6145:(PDF) 6124:S2CID 5865:88911 5304:(PDF) 4831:Hebei 4819:China 4785:still 4593:C(OH) 4530:+ HCl 4458:OH + 4047:RCOOH 4000:proof 3952:taxed 3844:, or 3820:, or 3733:straw 3270:India 3201:yeast 3199:with 3106:54.5 3103:12.5 3084:60.4 3081:15.8 3015:39.5 2993:51.5 2960:84.5 2925:proof 2623:is CH 2516:polar 2431:V-2's 2081:(60% 2031:26.8 2000:~19.5 1979:MJ/kg 1882:As a 1862:ADH1B 1790:liver 1656:fungi 1608:opium 1487:αἰθήρ 1483:Ethyl 1421:name 1413:− by 1383:atoms 1255:ethyl 1039:NIOSH 890:H360D 561:InChI 316:ChEBI 264:JSmol 13319:Nine 12987:Five 12897:HCCN 12857:Four 12817:SiNC 11940:tert 11050:tert 11042:tert 11034:tert 10194:(1°) 10113:tert 10105:tert 9905:2013 9856:ISBN 9835:2007 9802:2007 9607:2007 9476:ISBN 9449:2016 9436:ISBN 9400:ISBN 9371:ISBN 9252:2007 9204:2011 9152:PMID 9134:ISSN 9093:ISBN 9015:2022 8989:2022 8957:ISBN 8926:PMID 8875:ISBN 8848:ISBN 8815:ISBN 8771:2007 8647:ISBN 8607:2017 8577:PMID 8526:ISBN 8481:ISBN 8462:2022 8360:ISBN 8320:ISBN 8269:2023 8204:ISBN 8171:ISSN 8059:PMID 7938:2010 7908:PMID 7871:2011 7501:ISBN 7467:ISBN 7441:2023 7409:ISBN 7371:2019 7297:2016 7230:2024 7197:NTRS 7144:2023 7116:2024 7088:ISBN 7035:help 7001:ISBN 6932:2017 6906:help 6880:ISBN 6836:link 6829:help 6794:2018 6763:ISSN 6698:2011 6672:2011 6645:2011 6620:2021 6595:2015 6570:2009 6496:Fuel 6478:2023 6449:PMID 6409:2021 6375:PMID 6355:ISBN 6324:PMID 6275:PMID 6226:PMID 6191:PMID 6160:2019 6116:PMID 6108:ISSN 6069:PMID 6051:ISSN 6010:PMID 5987:2018 5976:PMID 5949:2019 5924:2018 5899:2018 5870:PMID 5821:PMID 5777:2022 5719:ISBN 5515:2024 5490:2022 5479:PMID 5441:2010 5430:ISSN 5420:ISBN 5390:PMID 5372:ISSN 5312:2021 5287:2021 5265:2023 5243:2023 5200:2021 5175:2023 5089:ISSN 5052:ISBN 5020:2022 4989:ISBN 4566:+ CH 4562:4 Cl 4538:(CHX 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Index

Bio ethanol
Alcohol (drug)
Alcohols (medicine)
Ethenol
Ethynol
Full structural formula of ethanol
Skeletal formula of ethanol
Ball-and-stick model of ethanol
Space-filling model of ethanol

/ˈɛθənɒl/
Preferred IUPAC name
CAS Number
64-17-5
JSmol
Interactive image
B01253
Beilstein Reference
ChEBI
CHEBI:16236
ChEMBL
ChEMBL545
ChemSpider
682
DrugBank
DB00898
ECHA InfoCard
100.000.526
Edit this at Wikidata
Gmelin Reference

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