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Hydrogen cyanide

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2053: 2322:(HCN + ν → CN + H). At further depths, photodissociation by cosmic rays dominate, producing CN (HCN + cr → CN + H). In the dark core, two competing mechanisms destroy it, forming HCN and HCNH (HCN + H → HCN + H; HCN + HCO → HCNH + CO). The reaction with HCO dominates by a factor of ~3.5. HCN has been used to analyze a variety of species and processes in the interstellar medium. It has been suggested as a tracer for dense molecular gas and as a tracer of stellar inflow in high-mass star-forming regions. Further, the HNC/HCN ratio has been shown to be an excellent method for distinguishing between PDRs and X-ray-dominated regions (XDRs). 5492: 442: 289: 73: 83: 895: 995: 900: 885: 890: 6721: 996: 5474: 991: 6685: 60: 99: 5483: 6709: 6697: 1264: 1948:
against many species of pest insects that infest food production facilities. Both its efficacy and method of application lead to very small amounts of the fumigant being used compared to other toxic substances used for the same purpose. Using HCN as a fumigant also has less environmental impact,
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genocide program. Hydrogen cyanide was also used in the camps for delousing clothing in attempts to eradicate diseases carried by lice and other parasites. One of the original Czech producers continued making Zyklon B under the trademark "Uragan D2" until around 2015.
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Cordiner MA, Remijan AJ, Boissier J, Milam SN, Mumma MJ, Charnley SB, et al. (11 August 2014). "Mapping the Release of Volatiles in the Inner Comae of Comets C/2012 F6 (Lemmon) and C/2012 S1 (ISON) Using the Atacama Large Millimeter/Submillimeter Array".
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in breathing air will kill a human within 10 to 60 minutes. A hydrogen cyanide concentration of 2000 ppm (about 2380 mg/m) will kill a human in about one minute. The toxic effect is caused by the action of the cyanide ion, which halts
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in 1918. It was not found to be effective enough due to weather conditions. The gas is lighter than air and rapidly disperses up into the atmosphere. Rapid dilution made its use in the field impractical. In contrast, denser agents such as
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In 2006, between 500 million and 1 billion pounds (between 230,000 and 450,000 t) were produced in the US. Hydrogen cyanide is produced in large quantities by several processes and is a recovered waste product from the manufacture of
2242:. Although the relationship of these chemical reactions to the origin of life theory remains speculative, studies in this area have led to discoveries of new pathways to organic compounds derived from the condensation of HCN (e.g. 1012: 2268:. Since then, extensive studies have probed formation and destruction pathways of HCN in various environments and examined its use as a tracer for a variety of astronomical species and processes. HCN can be 1598:
plus a volatile component and that these could be used to reconstitute it. The new component was what is now known as hydrogen cyanide. It was subsequently prepared from Prussian blue by the Swedish chemist
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harpoons, although it proved quite dangerous to the crew deploying it, and it was quickly abandoned. From the middle of the 18th century it was used in a number of poisoning murders and suicides.
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has been shown to be mediated not only by NO generation, but also by endogenous cyanide generation, which adds not only toxicity, but also some additional antihypertensive efficacy compared to
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as a potential weapon which has large-scale industrial uses. Signatory countries must declare manufacturing plants that produce more than 30 metric tons per year, and allow inspection by the
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Pearce BK, Ayers PW, Pudritz RE (March 2019). "A Consistent Reduced Network for HCN Chemistry in Early Earth and Titan Atmospheres: Quantum Calculations of Reaction Rate Coefficients".
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by a significant number of authors. Contrary to this view, it is considered organic by other authors, because hydrogen cyanide belongs to the class of organic compounds known as
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showed that prussic acid did not contain oxygen, an important contribution to acid theory, which had hitherto postulated that acids must contain oxygen (hence the name of
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Borowitz JL, Gunasekar PG, Isom GE (September 1997). "Hydrogen cyanide generation by mu-opiate receptor activation: possible neuromodulatory role of endogenous cyanide".
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Magee BA, Waite JH, Mandt KE, Westlake J, Bell J, Gell DA (December 2009). "INMS-derived composition of Titan's upper atmosphere: Analysis methods and model comparison".
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analysis. HCN initially forms in Titan's atmosphere through the reaction of photochemically produced methane and nitrogen radicals which proceed through the H
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Gunasekar PG, Prabhakaran K, Li L, Zhang L, Isom GE, Borowitz JL (May 2004). "Receptor mechanisms mediating cyanide generation in PC12 cells and rat brain".
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Treffers RR, Larson HP, Fink U, Gautier TN (1978). "Upper limits to trace constituents in Jupiter's atmosphere from an analysis of its 5-μm spectrum".
1277: 9439: 9371: 2899: 2125:), resulting from interaction of Jupiter and Saturn, blasted the surface of young Earth and reacted with nitrogen in Earth's atmosphere to form HCN. 9837: 9546: 9429: 9325: 5563: 5265: 8931: 5920: 5249: 2397:, some of which are yet to be better identified and understood. According to the researchers, "these compounds could potentially support extant 2085:, where the Cassini spacecraft dipped between 1,000 and 1,100 km (620 and 680 mi) above Titan's surface to collect atmospheric gas for 2448:
of the Western Front's battlefields. Compared to such agents, hydrogen cyanide had to be present in higher concentrations in order to be fatal.
10504: 9595: 9003: 5590: 3499: 10528: 10520: 6136: 5533: 4792: 3438: 2653: 5214: 4694: 10623: 9912: 5684: 3229: 481: 3955: 1405:. In the case of hydrogen cyanide, the R group is hydrogen H, so the other names of hydrogen cyanide are methanenitrile and formonitrile. 5595: 1796:
This reaction is sometimes the basis of accidental poisonings because the acid converts a nonvolatile cyanide salt into the gaseous HCN.
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Blum MS, Woodring JP (October 1962). "Secretion of Benzaldehyde and Hydrogen Cyanide by the Millipede Pachydesmus crassicutis (Wood)".
2750: 6758: 6463: 5779: 1611:. "Blue acid") because of its acidic nature in water and its derivation from Prussian blue. In English, it became known popularly as 4983: 11550: 5229: 2001:, which slowly release hydrogen cyanide. One hundred grams of crushed apple seeds can yield about 70 mg of HCN. The roots of 4966: 3181:] (in Latin). Vol. 2. Translated by Schäfer GH. (Leipzig ("Lipsiae") (Germany): Johann Godfried Müller. pp. 148–174. 2238:
Hydrogen cyanide has been discussed as a precursor to amino acids and nucleic acids, and is proposed to have played a part in the
2563: 3397: 5995: 5754: 5674: 2105:). Ultraviolet radiation breaks HCN up into CN + H; however, CN is efficiently recycled back into HCN via the reaction CN + CH 3628:
Aregheore EM, Agunbiade OO (June 1991). "The toxic effects of cassava (manihot esculenta grantz) diets on humans: a review".
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Al-Azmi A, Elassar AZ, Booth BL (2003). "The Chemistry of Diaminomaleonitrile and its Utility in Heterocyclic Synthesis".
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or not is a topic of debate among chemists, and opinions vary from author to author. Traditionally, it is considered
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prepared pure, liquified hydrogen cyanide. In 1815, Gay-Lussac deduced Prussic acid's chemical formula. The radical
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Endter F (1958). "Die technische Synthese von Cyanwasserstoff aus Methan und Ammoniak ohne Zusatz von Sauerstoff".
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HCN is destroyed in interstellar clouds through a number of mechanisms depending on the location in the cloud. In
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and human poison, as well as for killing whales. Cyanide ions interfere with iron-containing respiratory enzymes.
1284: 8837: 7060: 6653: 2156:). Moreover, increased endogenous neuronal HCN production under opioids was seemingly needed for adequate opioid 3452: 8318: 8127: 7881: 5061: 4936: 3064: 2676: 2326: 340: 4337:"Submillimeter- and Millimeter-Wavelength Observations of SiO and HCN in Circumstellar Envelopes of AGB Stars" 8313: 7561: 6751: 6578: 1005: 121: 6736: 11555: 11540: 11493: 7913: 7459: 6613: 2363:
In February 2016, it was announced that traces of hydrogen cyanide were found in the atmosphere of the hot
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Bläsing, Kevin; Harloff, Jörg; Schulz, Axel; Stoffers, Alrik; Stoer, Philip; Villinger, Alexander (2020).
2160:, as analgesic action of opioids was attenuated by HCN scavengers. They considered endogenous HCN to be a 2045:. Hydrogen cyanide is contained in the exhaust of vehicles, and in smoke from burning nitrogen-containing 899: 11535: 10609: 9898: 7695: 7639: 7633: 7555: 7530: 7424: 6987: 5809: 2480: 2208:, and other pathogens by generating several different toxic chemicals, one of which is hydrogen cyanide. 420: 8303: 3342:"Non-confidential 2006 IUR Records by Chemical, including Manufacturing, Processing and Use Information" 894: 8824: 8534: 8002: 7581: 7328: 4534:
Gao Y, olomon PM (2004). "HCN Survey of Normal Spiral, Infrared-luminous, and Ultraluminous Galaxies".
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by endogenous or exogenous opioids. They have also shown that neuronal production of HCN activates
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In the laboratory, small amounts of HCN are produced by the addition of acids to cyanide salts of
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Kungliga Svenska Vetenskapsakademiens Handlingar (Royal Swedish Academy of Science's Proceedings
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Snyder LE, Buhl D (1971). "Observations of Radio Emission from Interstellar Hydrogen Cyanide".
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Andrussow L (1935). "The catalytic oxydation of ammonia-methane-mixtures to hydrogen cyanide".
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Loison JC, Hébrard E, Dobrijevic M, Hickson KM, Caralp F, Hue V, et al. (February 2015).
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Gail, E.; Gos, S.; Kulzer, R.; Lorösch, J.; Rubo, A.; Sauer, M. "Cyano Compounds, Inorganic".
2299:(HCNH + e → HCN + H). The dissociative recombination pathway is dominant by 30%; however, the 932: 11520: 11396: 11001: 10483: 10386: 10002: 9072: 8454: 7981: 7782: 7690: 6598: 6573: 6211: 5829: 5376: 4069:
Smith RP, Kruszyna H (January 1976). "Toxicology of some inorganic antihypertensive anions".
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Wu J, Evans NJ (2003). "Indications of Inflow Motions in Regions Forming Massive Stars".
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Gao Y, Solomon PM (2004). "The Star Formation Rate and Dense Molecular Gas in Galaxies".
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Ferris, J. P.; Sanchez, R. A. (1968). "Diaminomaleonitrile (Hydrogen Cyanide Tetramer)".
2520: 2330: 2308: 2288: 2261: 2149: 2074: 2070: 2019: 1989:, from which almond oil and extract is made. Many of these pits contain small amounts of 1899: 1662: 1546: 1434: 1193: 266: 174: 4886: 4747: 4663: 4610: 4557: 4504: 4451: 4393: 4352: 4313: 4249: 4164: 3916: 3861: 3774: 3668: 3572: 3529: 3319: 2613: 1441: 538: 246: 208: 184: 11530: 11429: 11284: 11197: 11153: 10943: 10632: 10434: 10297: 10134: 9187: 8842: 8700: 8655: 8614: 8514: 7992: 7959: 7886: 7700: 7494: 6862: 6701: 6623: 6593: 6538: 6415: 6391: 5890: 5824: 5689: 5649: 5500: 5463: 5423: 5402: 5345: 5320: 4963: 4898: 4872: 4830: 4759: 4733: 4675: 4649: 4622: 4596: 4569: 4543: 4516: 4490: 4463: 4437: 4407: 4183: 4148: 4124: 4097: 4096:
Talhout R, Schulz T, Florek E, van Benthem J, Wester P, Opperhuizen A (February 2011).
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itself, which is derived from Greek elements that mean "acid-former" and are likewise
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must be in its linear form. Dissociative recombination with its structural isomer, H
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and other non-cyanogenic nitrates which do not cause blood cyanide levels to rise.
2175: 1852: 1666: 1560: 1494: 1449: 1374: 1363: 1355: 1331: 1308: 1213: 698: 577: 504: 7178: 7088: 3428: 2933:"Human Metabolome Database: Showing metabocard for Hydrogen cyanide (HMDB0060292)" 2908: 948: 11378: 11279: 11121: 10865: 10860: 10773: 10541: 10343: 10241: 9555: 9488: 9478: 9419: 9286: 9126: 8916: 8680: 8459: 8175: 7928: 7851: 7831: 7753: 6847: 6827: 6321: 6296: 5834: 5774: 5558: 5458: 5443: 5428: 5335: 5325: 4970: 4378:"Detection of a Second, Strong Sub-millimeter HCN Laser Line toward Carbon Stars" 4039: 3782: 3676: 2346: 1761: 1753: 1556: 1208: 1203: 1055: 774: 4948: 2643: 2035:
release hydrogen cyanide as a defense mechanism, as do certain insects, such as
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It has been postulated that carbon from a cascade of asteroids (known as the
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Loenen AF (2007). "Molecular properties of (U)LIRGs: CO, HCN, HNC and HCO".
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F. Wagenknecht; R. Juza (1963). "Mercury (II) cyanide". In G. Brauer (ed.).
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clouds through one of two major pathways: via a neutral-neutral reaction (CH
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The large demand for cyanides for mining operations in the 1890s was met by
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decided against it, instead using the atomic bombs developed by the secret
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On 14 December 2023, astronomers reported the first time discovery, in the
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Boger GI, Sternberg A (2005). "CN and HCN in Dense Interstellar Clouds".
4231: 4229: 4149:"Simple Organics and Biomonomers Identified in HCN Polymers: An Overview" 2473: 2424: 2367: 2364: 2269: 2265: 2239: 2171: 1990: 1892: 1728: 1464: 1418: 1031: 5088:"How would have WW2 gone if the US had not used nuclear bombs on Japan?" 4859:"Detection of HCN and diverse redox chemistry in the plume of Enceladus" 4173: 1004: 11051: 10880: 10082: 8999: 8715: 8710: 8690: 8685: 8670: 8665: 8578: 8573: 8549: 8373: 8358: 8353: 8298: 8293: 7975: 7856: 7815: 7809: 7793: 7776: 7770: 7737: 7729: 7670: 7464: 7236: 7142: 7131: 6953: 6947: 6553: 6495: 6458: 6433: 6331: 6141: 6004: 4418: 4147:
Ruiz-Bermejo, Marta; Zorzano, María-Paz; Osuna-Esteban, Susana (2013).
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Hydrogen cyanide gas in air is explosive at concentrations above 5.6%.
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to pharmaceuticals. Large-scale applications are for the production of
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Pearce BK, Molaverdikhani K, Pudritz RE, Henning T, Hébrard E (2020).
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Jones DA (January 1998). "Why are so many food plants cyanogenic?".
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Except where otherwise noted, data are given for materials in their
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International Journal of Environmental Research and Public Health
3433: 2802:"Main group cyanides: from hydrogen cyanide to cyanido-complexes" 2648: 2590: 2319: 2243: 2046: 2002: 1978: 1903: 1896: 1844: 1776: 1757: 1724: 1678: 1674: 1498: 1367: 1327: 690: 592: 546: 349: 31: 4146: 928: 8786: 8449: 8444: 8232: 7378: 7368: 7363: 7358: 7020: 6822: 6669: 6490: 6472: 5935: 5905: 5407: 2386: 2300: 2138: 2134: 1974: 1884: 1856: 1855:
in 1894 developed a synthesis starting from coal, ammonia, and
1843:, who patented a method to produce hydrogen cyanide by passing 1682: 1626: 1622: 1516: 1476: 1422: 940: 4095: 3756: 2620:. UK: European Bioinformatics Institute. 18 October 2009. Main 2570:, where it was produced during the execution by the action of 1586:
Hydrogen cyanide was first isolated in 1752 by French chemist
37:"Cyanide gas" redirects here. For other gaseous cyanides, see 10037: 10032: 10024: 9994: 8730: 8645: 8604: 7891: 7295: 7290: 7280: 7119: 7102: 7055: 5704: 5634: 5208: 2875:
Immediately Dangerous to Life or Health Concentrations (IDLH)
2350: 2205: 2081:, and one instrument on Earth. One of these measurements was 1982: 1966: 1938: 1394: 1319: 373: 237: 197: 30:"Cyanane" redirects here. For a class of synthetic dyes, see 7374:
Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide)
4720: 3705: 2997: 425: 10591: 7901: 7896: 7455:
2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate
4699: 4025: 2390: 2342: 2329:
for the first time, that detailed the distribution of HCN,
2325:
On 11 August 2014, astronomers released studies, using the
1918: 1880: 1848: 1642: 1453: 1445: 1398: 1168: 936: 533: 314: 5215:
National Pollutant Inventory: Cyanide compounds fact sheet
5085: 8288: 7841: 4929:
Chemische Kampfstoffe: Geschichte, Eigenschaften, Wirkung
4299: 3956:"Making Sense of the Chemistry That Led to Life on Earth" 3706:
Zagrobelny M, de Castro ÉC, Møller BL, Bak S (May 2018).
3605:. The Naked Scientists. 26 September 2010. Archived from 2669:
Hydrogen cyanide and cyanides : human health aspects
2562:
Hydrogen cyanide was also the agent employed in judicial
2389:, of hydrogen cyanide, a possible chemical essential for 3516:
Vetter J (January 2000). "Plant cyanogenic glycosides".
3154:"Försök, beträffande det färgande ämnet uti Berlinerblå" 5184:
Institut national de recherche et de sécurité (1997). "
4334: 3795: 4986:. Organisation for the Prohibition of Chemical Weapons 2137:
can produce hydrogen cyanide upon activation of their
5264: 3982: 3114: 2879:
National Institute for Occupational Safety and Health
2854:
National Institute for Occupational Safety and Health
2468:. As such, hydrogen cyanide is commonly listed among 1653:), again owing to its derivation from Prussian blue. 944: 3119:. Vol. 2 (2nd ed.). NY,NY: Academic Press. 2667:
Simeonova, Fina Petrova; Fishbein, Lawrence (2004).
2489:
Organisation for the Prohibition of Chemical Weapons
2060:
is a giant swirling cloud of HCN (November 29, 2012)
4780:. ESA/Hubble Information Centre. February 16, 2016. 4692: 4205: 2444:tended to remain at ground level and sank into the 2327:
Atacama Large Millimeter/Submillimeter Array (ALMA)
2280:windows. The J=1→0, J=3→2, J= 4→3, and J=10→9 pure 1834: 1519:to give nitriles. The conversion, which is called 1408: 5008: 3892: 3627: 3168: 2710: 2412: 1603:in 1782, and was eventually given the German name 4857:Peter, Jonah S.; et al. (14 December 2023). 3137:[Chemical examination of Prussian blue]. 2666: 225: 11512: 2896: 361: 4959: 4957: 4856: 4277:Molecules in Astrophysics: Probes and Processes 3209:[Extract of a memoir on prussic acid]. 2551:, the planned invasion of Japan, but President 2318:(PDRs), photodissociation dominates, producing 2167:It has also been shown that, while stimulating 993: 183: 4427: 3978: 3976: 3179:The dark matter tingente caerulei berolinensis 3000:"Salts of HCN-Cyanide Aggregates: [CN(HCN) 2900:Ullmann's Encyclopedia of Industrial Chemistry 2186:) muscarinic cholinergic stimulation actually 1863:, which reacts with acid to form gaseous HCN. 1685:at about 1,200 °C (2,190 °F) over a 10617: 9906: 8869: 6752: 5250: 5003: 4375: 4068: 3829: 3827: 3439:National Center for Biotechnology Information 3087: 2654:National Center for Biotechnology Information 2527:to kill Jews and other persecuted minorities 2233: 561:−13.29 °C (8.08 °F; 259.86 K) 4954: 4693:Zubritsky E, Neal-Jones N (11 August 2014). 4335:Bieging JH, Shaked S, Gensheimer PD (2000). 3654: 3207:"Extrait d'un mémoire sur l'acide prussique" 3057:Homogeneous Catalysis: Understanding the Art 2799: 2511: 2495: 2451:A hydrogen cyanide concentration of 100–200 1641:in hydrogen cyanide was given its name from 1545:Four molecules of HCN will tetramerize into 4973:. Cyanidecode.org. Retrieved on 2012-06-02. 4778:"First detection of super-earth atmosphere" 3973: 3171:"De materia tingente caerulei berolinensis" 3117:Handbook of Preparative Inorganic Chemistry 1656: 10624: 10610: 9913: 9899: 8876: 8862: 6759: 6745: 5257: 5243: 5111: 4480: 4235: 3824: 3280: 3257: 3204: 3198:Mémoires de l'Académie Royale des Sciences 3191: 3139:Mémoires de l'Académie royale des Sciences 2892: 2890: 2888: 2800:Schulz, Axel; Surkau, Jonas (2022-09-21). 2589:, HCN has been used as a killing agent in 1354:nature. A solution of hydrogen cyanide in 1036:−17.8 °C (0.0 °F; 255.3 K) 440: 287: 265: 27:Highly toxic chemical with the formula HCN 5186:Cyanure d'hydrogène et solutions aqueuses 5086:Binkov's Battlegrounds (April 27, 2022). 4876: 4737: 4653: 4600: 4547: 4533: 4494: 4441: 4401: 4360: 4270: 4182: 4172: 4123: 4113: 3906: 3869: 3851: 3733: 3723: 3303: 3169:Scheele CW, Hebenstreit EB, eds. (1789). 3059:. Dordrecht: Kluwer Academic Publishers. 3031: 2817: 2638: 2636: 2634: 2543:, the US considered using it, along with 1949:compared to some other fumigants such as 1891:of those metals. Via the intermediacy of 1563:is formed from aqueous hydrogen cyanide: 1523:, employs nickel complexes as catalysts. 397: 2970: 2968: 2848:NIOSH Pocket Guide to Chemical Hazards. 2706: 2704: 2702: 2700: 2698: 2696: 2618:Chemical Entities of Biological Interest 2051: 1799:Hydrogen cyanide could be obtained from 1338:to many chemical compounds ranging from 1050:538 °C (1,000 °F; 811 K) 76:Ball and stick model of hydrogen cyanide 5200:International Chemical Safety Card 0492 4586: 4536:Astrophysical Journal Supplement Series 3227: 3151: 3129: 3054: 3012:Angewandte Chemie International Edition 2885: 2774: 2056:The South Pole Vortex of Saturn's moon 1581: 436: 339: 14: 11513: 10631: 8906: 8884:Salts and covalent derivatives of the 7640:Methylphosphonyl dichloride (dichloro) 7634:Methylphosphonyl difluoride (difluoro) 5220:NIOSH Pocket Guide to Chemical Hazards 4639: 4098:"Hazardous compounds in tobacco smoke" 3515: 3369: 2865: 2863: 2843: 2841: 2839: 2837: 2631: 2182:HCN production, in a living organism ( 1470: 278: 10605: 9894: 9684: 8857: 7882:Tetramethylenedisulfotetramine (TETS) 6740: 5238: 4909:from the original on 15 December 2023 4838:from the original on 14 December 2023 4823: 4790: 3558: 2965: 2812:(1). Walter de Gruyter GmbH: 49–188. 2714:CRC Handbook of Chemistry and Physics 2693: 2671:(Report). World Health Organization. 2464:for an enzyme in mitochondria called 2116: 1559:from alkali metal cyanide salts, but 1463:compound has been used as inhalation 468:Key: LELOWRISYMNNSU-UHFFFAOYSA-N 245: 9920: 4805:from the original on 5 December 2023 3953: 3285:[Research on prussic acid]. 1851:in 1892. This method was used until 571:26 °C (79 °F; 299 K) 7971:Dimethyl(trifluoromethylthio)arsine 4824:Chang, Kenneth (14 December 2023). 3895:The Journal of Physical Chemistry A 3135:"Éxamen chymique de bleu de Prusse" 2952:Online Mendelian Inheritance in Man 2860: 2834: 352: 322: 86:Spacefill model of hydrogen cyanide 24: 7587:Dimethylamidophosphoric dichloride 6629:Nexus for Exoplanet System Science 3489:"Chapter 10 : Methyl Bromide" 3196:[Memoir on prussic acid]. 2744:"pKa's of Inorganic and Oxo-Acids" 1661:The most important process is the 1366:of the cyanide anion are known as 989: 81: 71: 25: 11567: 7602:Ethylphosphonoselenoic dichloride 7592:Dimethylamidophosphoric dicyanide 6529:Atomic and molecular astrophysics 5266:Molecules detected in outer space 5178: 3457:Food and Agriculture Organization 3398:"MSDS for potassium ferricyanide" 3283:"Recherche sur l'acide prussique" 3055:Leeuwen, P. W. N. M. van (2004). 2974: 2741: 2494:Perhaps its most infamous use is 7430:Dicyclohexyl phosphorofluoridate 6873:2,3,7,8-Tetrachlorodibenzodioxin 6719: 6707: 6695: 6684: 6683: 5490: 5481: 5472: 5043:. Chemical Factory Draslovka a.s 4964:Environmental and Health Effects 4791:Green, Jaime (5 December 2023). 3505:from the original on 2022-10-09. 3262:[Note on prussic acid]. 2711:Haynes, William M., ed. (2011). 2614:"hydrogen cyanide (CHEBI:18407)" 2393:as we know it, as well as other 1835:Historical methods of production 1409:Structure and general properties 1358:, represented as HCN, is called 1262: 898: 893: 888: 883: 97: 58: 11551:Soviet chemical weapons program 8838:List of chemical warfare agents 7061:Dibutylchloromethyltin chloride 6654:Polycyclic aromatic hydrocarbon 5230:Density of Hydrogen Cyanide gas 5160: 5130: 5105: 5079: 5054: 5033: 4997: 4976: 4942: 4921: 4850: 4817: 4784: 4770: 4714: 4686: 4633: 4580: 4527: 4474: 4369: 4328: 4293: 4264: 4199: 4140: 4089: 4062: 4019: 3947: 3886: 3789: 3750: 3699: 3648: 3630:Veterinary and Human Toxicology 3621: 3595: 3552: 3509: 3481: 3471:"New greenhouse gas identified" 3463: 3445: 3421: 3390: 3363: 3334: 3297: 3274: 3251: 3221: 3194:"Mémoire sur l'acide prussique" 3185: 3145: 3123: 3108: 3081: 3048: 2991: 2939: 2925: 2777:Handbook of Inorganic Chemicals 2756:from the original on 2022-10-09 2431:, and by the United States and 2413:As a poison and chemical weapon 1866: 1448:that some people are unable to 1373:Whether hydrogen cyanide is an 1258:(at 25 °C , 100 kPa). 5192:, Paris:INRS, 5pp. (PDF file, 5112:Pilkington, Ed (28 May 2021). 5011:Auschwitz, 1270 to the present 2806:Reviews in Inorganic Chemistry 2793: 2768: 2735: 2660: 2606: 13: 1: 6579:Extraterrestrial liquid water 5205:Hydrogen cyanide and cyanides 4376:Schilke P, Menten KM (2003). 4220:10.1016/S0040-4020(03)00153-4 3997:10.1016/S0006-8993(97)00659-8 3581:10.1016/S0031-9422(97)00425-1 3538:10.1016/S0041-0101(99)00128-2 2947:"Cyanide, inability to smell" 2909:10.1002/14356007.a08_159.pub2 2599: 2260:HCN has been detected in the 2133:Some authors have shown that 2128: 1960: 1515:Hydrogen cyanide reacts with 1136:(US health exposure limits): 7914:Trimethylolpropane phosphite 7460:Neopentylene fluorophosphate 5064:. 2015-07-17. Archived from 4322:10.1016/0019-1035(78)90171-9 4275:. In van Dishoeck EF (ed.). 4040:10.1016/j.neures.2004.01.006 3783:10.1016/j.icarus.2014.09.039 3677:10.1126/science.138.3539.512 3603:"Are Apple Cores Poisonous?" 3260:"Note sur l'acide prussique" 1779:, are reacted with ammonia. 1723:Of lesser importance is the 1617:In 1787, the French chemist 7: 11546:Gaseous signaling molecules 7696:3,3,5-Trimethylcyclohexanol 7556:N,N-Diisopropylaminoethanol 7425:Diisopropyl fluorophosphate 5810:Protonated hydrogen cyanide 5225:Department of health review 5138:"The Poison Garden website" 4949:Weapons of War - Poison Gas 3798:Planetary and Space Science 3175:Opuscula Chemica et Physica 2481:Chemical Weapons Convention 2249: 2073:by four instruments on the 2064: 1917:, and the chelating agents 1879:, which are used mainly in 1771:In the Shawinigan Process, 1475:Hydrogen cyanide is weakly 1068:or concentration (LD, LC): 520:27.0253 g/mol 67: 10: 11572: 9686: 8535:Hexamethylene diisocyanate 8003:Phenylcarbylamine chloride 7329:Dimethylcarbamoyl fluoride 4927:Schnedlitz, Markus (2008) 4895:10.1038/s41550-023-02160-0 4756:10.1088/2041-8205/792/1/L2 2416: 2297:dissociative recombination 2264:and in the atmospheres of 2253: 2234:HCN and the origin of life 2093:CN intermediate, e.g., (CH 1944:HCN is used globally as a 1650: 1568:HgO + 2 HCN → Hg(CN) 1555:are typically prepared by 36: 29: 10639: 10540: 10379: 10121: 10017: 9929: 8908: 8893: 8833: 8793:Fluoroethyl fluoroacetate 8774: 8638: 8587: 8548: 8412: 8189: 8136: 7998:Perchloromethyl mercaptan 7927: 7728: 7503: 7417: 7409:4-686-293-01 (Agent 1-10) 7319: 7266: 7250: 7177: 7087: 7078: 7048: 7029: 6996: 6962: 6915: 6906: 6791: 6678: 6569:Earliest known life forms 6564:Diffuse interstellar band 6504: 6424: 6349: 6240: 6175: 6115: 6043: 6035:Protonated cyanoacetylene 5949: 5843: 5805:Protonated carbon dioxide 5765:Hydromagnesium isocyanide 5713: 5499: 5470: 5281: 5272: 5170:. NIOSH. 2 November 2018. 5007:; Dwork, Debórah (1996). 4725:The Astrophysical Journal 4672:10.1017/S1743921307013609 4642:Proceedings IAU Symposium 3818:10.1016/j.pss.2009.06.016 3228:Newbold BT (1999-11-01). 2462:non-competitive inhibitor 2307:NC, exclusively produces 2069:HCN has been measured in 1929:process, HCN is added to 1752:This reaction is akin to 1681:react in the presence of 1252: 1179: 1130: 1064: 864: 859: 784: 741:orthorhombic (<170 K) 726: 497: 477: 452: 167: 132: 120: 110: 105: 96: 66: 57: 8510:Chloroacetophenone oxime 8495:Bromomethyl ethyl ketone 8103:Trifluoroacetyl chloride 8013:Tetrachlorodinitroethane 7660:Phosphorus pentachloride 7485:Methanesulfonyl fluoride 6614:Iron–sulfur world theory 6609:Photodissociation region 6312:Methyl-cyano-diacetylene 5190:Fiche toxicologique n° 4 3925:10.1021/acs.jpca.8b11323 3871:10.3847/1538-4357/abae5c 3429:"Potassium ferricyanide" 3372:Chemie Ingenieur Technik 3328:10.1002/ange.19350483702 3102:10.15227/orgsyn.048.0060 2316:photon-dominated regions 2284:have all been observed. 2226:HCN is a constituent of 2152:between neuronal cells ( 2042:Paropsisterna eucalyptus 1871:HCN is the precursor to 1657:Production and synthesis 957:Precautionary statements 528:Colorless liquid or gas 8789:(variants and mixtures) 8058:Trichloronitrosomethane 8053:Trifluoronitrosomethane 7628:Methyldichlorophosphine 6689:Category:Astrochemistry 6279:, fullerene, buckyball) 5966:Cyanobutadiynyl radical 5941:Silicon-carbide cluster 5931:Protonated formaldehyde 3810:2009P&SS...57.1895M 3167:Reprinted in Latin as: 2903:. Weinheim: Wiley-VCH. 2819:10.1515/revic-2021-0044 2295:+ N → HCN + H) and via 1965:HCN is obtainable from 1635:Joseph Louis Gay-Lussac 1619:Claude Louis Berthollet 1389:, where R is typically 1385:which have the formula 1120:759 ppm (rabbit, 1 min) 1118:107 ppm (human, 10 min) 1114:200 ppm (mammal, 5 min) 8588:Cornea-clouding agents 8083:Phosphorus trichloride 7665:Phosphorus trichloride 7399:Miotine (AR-28/T-1843) 6853:Phosphorus trifluoride 6702:Outer space portal 6544:Circumstellar envelope 5509:Aluminium(I) hydroxide 5419:Phosphorus mononitride 5296:Aluminium monofluoride 5291:Aluminium monochloride 4931:. GRIN Verlag. p. 13. 4071:Federation Proceedings 3725:10.3390/insects9020051 3384:10.1002/cite.330300506 3281:Gay-Lussac JL (1815). 3258:Gay-Lussac JL (1811). 3234:Canadian Chemical News 3205:Berthollet CL (1789). 3192:Berthollet CL (1789). 3024:10.1002/anie.201915206 3004:] and [CN(HCN) 2512: 2496: 2372:Hubble Space Telescope 2282:rotational transitions 2174:receptors in cultured 2123:Late Heavy Bombardment 2061: 1801:potassium ferricyanide 1413:Hydrogen cyanide is a 1186:Related alkanenitriles 1149:TWA 10 ppm (11 mg/m) 1126:179 ppm (human, 1 hr) 1124:357 ppm (human, 2 min) 1088:323 ppm (mouse, 5 min) 1000: 739:tetragonal (>170 K) 87: 77: 7982:Disulfur decafluoride 7783:Chlorophenylsilatrane 7691:2,4,5-Trichlorophenol 6599:Interplanetary medium 6574:Extraterrestrial life 6212:Octatetraynyl radical 5830:Tricarbon monosulfide 5377:Magnesium monohydride 5142:Thepoisongarden.co.uk 4589:Astrophysical Journal 4483:Astrophysical Journal 4430:Astrophysical Journal 4382:Astrophysical Journal 4341:Astrophysical Journal 4271:Jørgensen UG (1997). 4238:Astrophysical Journal 4115:10.3390/ijerph8020613 4028:Neuroscience Research 3954:Wade N (2015-05-04). 3840:Astrophysical Journal 3200:(in French): 148–161. 2399:microbial communities 2385:, moon of the planet 2055: 2026:Desmoxytes purpurosea 2007:cyanogenic glycosides 1489:of 9.2. It partially 1452:owing to a recessive 1162:ST 4.7 ppm (5 mg/m) 1116:36 ppm (mammal, 2 hr) 1096:323 ppm (rat, 5 min) 1094:160 ppm (rat, 30 min) 1092:170 ppm (rat, 30 min) 1090:275 ppm (rat, 15 min) 999: 668:4.79 (cyanide anion) 465:InChI=1S/CHN/c1-2/h1H 122:Systematic IUPAC name 85: 75: 8782:Methyl fluoroacetate 8610:Methyl cyanoacrylate 8530:Allyl isothiocyanate 8118:Uranium hexafluoride 8073:Dinitrogen tetroxide 8018:Chlorine trifluoride 7066:Selenium oxychloride 6936:Phenyldichloroarsine 6930:Methyldichloroarsine 6868:Nickel tetracarbonyl 6726:Chemistry portal 6714:Astronomy portal 6660:RNA world hypothesis 6644:PAH world hypothesis 6337:Heptatrienyl radical 6269:Buckminsterfullerene 6157:Methylcyanoacetylene 5665:Silicon carbonitride 5640:Methylidynephosphane 5606:Magnesium isocyanide 5514:Aluminium isocyanide 5316:Carbon monophosphide 5005:Van Pelt, Robert Jan 3804:(14–15): 1895–1916. 2466:cytochrome c oxidase 2458:cellular respiration 2276:through a number of 2217:sodium nitroprusside 2196:generate HCN during 2148:and plays a role in 2077:, one instrument on 1841:George Thomas Beilby 1601:Carl Wilhelm Scheele 1582:History of discovery 1122:759 ppm (cat, 1 min) 1086:501 ppm (rat, 5 min) 1080:median concentration 982:(fire diamond) 722:0.183 mPa·s (25 °C) 141:Hydridonitridocarbon 11556:Triatomic molecules 11541:Inorganic compounds 8475:Bromobenzyl cyanide 8243:Dimethylheptylpyran 8171:Diphenylcyanoarsine 8166:Diphenylchlorarsine 8098:Methyl vinyl ketone 8023:Perchloryl fluoride 7887:Bicyclic phosphates 7706:Trimethyl phosphite 7655:Phosphoryl chloride 6924:Ethyldichloroarsine 6898:Chloral cyanohydrin 6888:Acetone cyanohydrin 6858:Methyl cyanoformate 6604:Interstellar medium 6584:Forbidden mechanism 6397:Hydrogen isocyanide 6087:Hexatriynyl radical 5670:c-Silicon dicarbide 5575:Hydrogen isocyanide 5439:Silicon monosulfide 5414:Phosphorus monoxide 5382:Methylidyne radical 5341:Fluoromethylidynium 5301:Aluminium(II) oxide 5148:on 10 February 2020 4951:. firstworldwar.com 4887:2024NatAs...8..164P 4748:2014ApJ...792L...2C 4664:2007IAUS..242..462L 4611:2003ApJ...592L..79W 4558:2004ApJS..152...63G 4505:2004ApJ...606..271G 4452:2005ApJ...632..302B 4394:2003ApJ...583..446S 4353:2000ApJ...543..897B 4314:1978Icar...34..331T 4250:1971ApJ...163L..47S 4174:10.3390/life3030421 4165:2013Life....3..421R 3917:2019JPCA..123.1861P 3862:2020ApJ...901..110P 3775:2015Icar..247..218L 3669:1962Sci...138..512B 3573:1998PChem..47..155J 3530:2000Txcn...38...11V 3320:1935AngCh..48..593A 3152:Scheele CW (1782). 3141:(in French): 60–77. 3018:(26): 10508–10513. 2521:extermination camps 2309:hydrogen isocyanide 2262:interstellar medium 2150:signal transduction 2075:Cassini space probe 2020:Harpaphe haydeniana 1985:, and nuts such as 1900:methyl methacrylate 1887:mining and for the 1663:Andrussow oxidation 1547:diaminomaleonitrile 1471:Chemical properties 1435:hydrogen isocyanide 1299:(formerly known as 1194:Hydrogen isocyanide 804:35.9 J K mol (gas) 578:Solubility in water 54: 11536:Hydrogen compounds 10633:Hydrogen compounds 8843:CB military symbol 8701:Enterotoxin type B 8656:Cyclopiazonic acid 8615:N-Methylmorpholine 8515:Ethyl bromoacetate 7993:Ethyl bromoacetate 7960:Perfluoroisobutene 7701:Triethyl phosphite 6972:Levinstein mustard 6863:Iron pentacarbonyl 6624:Molecules in stars 6594:Intergalactic dust 6539:Circumstellar dust 6481:Naphthalene cation 6416:Trihydrogen cation 6392:Hydrogen deuteride 6317:Methyltriacetylene 6152:Hexapentaenylidene 5971:E-Cyanomethanimine 5891:Cyclopropenylidene 5825:Tricarbon monoxide 5815:Silicon tricarbide 5785:Methylene amidogen 5775:Isothiocyanic acid 5690:Thioxoethenylidene 5650:Trihydrogen cation 5464:Titanium(II) oxide 5424:Potassium chloride 5403:Sulfur mononitride 5346:Helium hydride ion 5321:Carbon monosulfide 5015:. Norton. p.  4984:"Hydrogen Cyanide" 4969:2012-11-30 at the 4831:The New York Times 4273:"Cool Star Models" 3960:The New York Times 2871:"Hydrogen cyanide" 2775:Patnaik P (2002). 2644:"Hydrogen Cyanide" 2549:Operation Downfall 2354:C/2012 F6 (Lemmon) 2272:from ground-based 2117:On the young Earth 2071:Titan's atmosphere 2062: 2039:and the larvae of 1915:Strecker synthesis 1760:and water to give 1756:, the reaction of 1313:structural formula 1285:Infobox references 1180:Related compounds 1171:(Immediate danger) 1001: 88: 78: 52: 11508: 11507: 10599: 10598: 9888: 9887: 9882: 9881: 8851: 8850: 8661:Histrionicotoxins 8639:Biological toxins 8520:Ethyl iodoacetate 8088:Methyl isocyanate 8048:Selenoyl fluoride 8038:Mercuric chloride 8008:Tetranitromethane 7862:Sulfuryl fluoride 7847:HN3 hydrochloride 7842:HN2 hydrochloride 7837:HN1 hydrochloride 7724: 7723: 7681:Phenacyl chloride 7676:Pinacolyl alcohol 7622:Isopropyl alcohol 7617:4-Hydroxycoumarin 7551:1,8-Dibromooctane 7074: 7073: 6998:Nitrogen mustards 6811:Cyanogen chloride 6734: 6733: 6649:Pseudo-panspermia 6345: 6344: 6292:Cyanodecapentayne 6232:N-Methylformamide 6207:Methyldiacetylene 6132:Aminoacetonitrile 6102:Methyl isocyanate 6020:Methyl isocyanide 5901:Isocyanoacetylene 5881:Cyanoformaldehyde 5760:Hydrogen peroxide 5645:Potassium cyanide 5601:Magnesium cyanide 5554:Disilicon carbide 5549:Dicarbon monoxide 5356:Hydrogen fluoride 5351:Hydrogen chloride 4214:(16): 2749–2763. 3663:(3539): 512–513. 3307:Angewandte Chemie 3287:Annales de Chimie 3264:Annales de Chimie 3211:Annales de Chimie 3090:Organic Syntheses 2977:"Poison Harpoons" 2717:(92nd ed.). 2580:potassium cyanide 2557:Manhattan Project 2545:cyanogen chloride 2531:as part of their 2419:Cyanide poisoning 2403:organic synthesis 2401:or drive complex 2395:organic molecules 2287:HCN is formed in 2154:neurotransmission 2087:mass spectrometry 1951:sulfuryl fluoride 1937:, a precursor to 1877:potassium cyanide 1808:6 H + [Fe(CN) 1344:potassium cyanide 1318:. It is a highly 1305:chemical compound 1293:Chemical compound 1291: 1290: 1234:Aminoacetonitrile 1224:Cyanogen fluoride 1219:Cyanogen chloride 923:Hazard statements 734:Crystal structure 647:9.21 (in water), 421:CompTox Dashboard 209:Interactive image 150:Hydrogen cyanide 144:Hydrocyanic acid 138:Formic anammonide 92: 91: 53:Hydrogen cyanide 43:Cyanogen fluoride 39:Cyanogen chloride 16:(Redirected from 11563: 11500: 11489: 11478: 11464: 11450: 11436: 11425: 11410: 11392: 11374: 11356: 11345: 11327: 11313: 11299: 11275: 11260: 11246: 11232: 11218: 11207: 11193: 11182: 11167: 11149: 11131: 11117: 11103: 11089: 11075: 11061: 11047: 11033: 11022: 11008: 10997: 10979: 10969: 10949: 10934: 10920: 10906: 10896: 10886: 10876: 10846: 10832: 10818: 10803: 10779: 10769: 10759: 10739: 10729: 10719: 10699: 10688: 10667: 10653: 10626: 10619: 10612: 10603: 10602: 10589: 10577: 10553: 10542:Oxidation states 10371: 10370: 10339: 10338: 10273: 10272: 10237: 10236: 10225: 10224: 10170: 10169: 9915: 9908: 9901: 9892: 9891: 9847: 9830: 9820: 9805: 9789: 9779: 9766: 9756: 9746: 9730: 9720: 9711: 9701: 9611: 9601: 9586: 9577: 9512: 9499: 9474: 9465: 9455: 9445: 9435: 9425: 9410: 9377: 9365: 9340: 9331: 9322: 9315: 9297: 9283: 9273: 9264: 9254: 9244: 9215: 9205: 9204: 9193: 9144: 9132: 9107: 9098: 9085: 9078: 9068: 9054: 9044: 9034: 9009: 8996: 8989: 8979: 8965: 8927: 8897: 8896: 8878: 8871: 8864: 8855: 8854: 8825:White phosphorus 8802:post-combustion 8798:Depleted uranium 8625:Osmium tetroxide 8505:Phenacyl bromide 8068:Nitrogen dioxide 8043:Selenium dioxide 8033:Cadmium chloride 7490:Dimefox (TL-792) 7085: 7084: 6913: 6912: 6838:Hydrogen sulfide 6817:Hydrogen cyanide 6806:Cyanogen bromide 6772:chemical warfare 6761: 6754: 6747: 6738: 6737: 6724: 6723: 6722: 6712: 6711: 6710: 6700: 6699: 6698: 6687: 6686: 6634:Organic compound 6534:Chemical formula 6439:Dihydroxyacetone 6387:Hydrogen cyanide 6072:Cyanodiacetylene 5926:Propadienylidene 5820:Thioformaldehyde 5695:Titanium dioxide 5660:Sodium hydroxide 5581:Hydrogen sulfide 5569:Hydrogen cyanide 5529:Carbonyl sulfide 5494: 5485: 5476: 5434:Silicon monoxide 5367:Hydroxyl radical 5279: 5278: 5259: 5252: 5245: 5236: 5235: 5172: 5171: 5164: 5158: 5157: 5155: 5153: 5144:. Archived from 5134: 5128: 5127: 5125: 5124: 5109: 5103: 5102: 5100: 5098: 5083: 5077: 5076: 5074: 5073: 5058: 5052: 5051: 5049: 5048: 5037: 5031: 5030: 5014: 5001: 4995: 4994: 4992: 4991: 4980: 4974: 4961: 4952: 4946: 4940: 4925: 4919: 4918: 4916: 4914: 4880: 4864:Nature Astronomy 4854: 4848: 4847: 4845: 4843: 4821: 4815: 4814: 4812: 4810: 4788: 4782: 4781: 4774: 4768: 4767: 4741: 4718: 4712: 4711: 4709: 4707: 4690: 4684: 4683: 4657: 4637: 4631: 4630: 4604: 4602:astro-ph/0306543 4584: 4578: 4577: 4551: 4549:astro-ph/0310341 4531: 4525: 4524: 4498: 4496:astro-ph/0310339 4478: 4472: 4471: 4445: 4443:astro-ph/0506535 4425: 4416: 4415: 4405: 4373: 4367: 4366: 4364: 4332: 4326: 4325: 4297: 4291: 4290: 4268: 4262: 4261: 4233: 4224: 4223: 4203: 4197: 4196: 4186: 4176: 4144: 4138: 4137: 4127: 4117: 4093: 4087: 4086: 4066: 4060: 4059: 4023: 4017: 4016: 3991:(1–2): 294–300. 3980: 3971: 3970: 3968: 3966: 3951: 3945: 3944: 3910: 3901:(9): 1861–1873. 3890: 3884: 3883: 3873: 3855: 3831: 3822: 3821: 3793: 3787: 3786: 3754: 3748: 3747: 3737: 3727: 3703: 3697: 3696: 3652: 3646: 3645: 3625: 3619: 3618: 3616: 3614: 3599: 3593: 3592: 3556: 3550: 3549: 3513: 3507: 3506: 3504: 3493: 3485: 3479: 3478: 3477:. 11 March 2009. 3467: 3461: 3460: 3449: 3443: 3442: 3425: 3419: 3418: 3416: 3415: 3409: 3403:. Archived from 3402: 3394: 3388: 3387: 3367: 3361: 3360: 3358: 3357: 3348:. Archived from 3338: 3332: 3331: 3301: 3295: 3294: 3278: 3272: 3271: 3255: 3249: 3248: 3246: 3245: 3236:. Archived from 3225: 3219: 3218: 3201: 3189: 3183: 3182: 3165: 3149: 3143: 3142: 3127: 3121: 3120: 3112: 3106: 3105: 3085: 3079: 3078: 3052: 3046: 3045: 3035: 2995: 2989: 2988: 2983:. Archived from 2972: 2963: 2962: 2960: 2959: 2943: 2937: 2936: 2929: 2923: 2922: 2894: 2883: 2882: 2867: 2858: 2857: 2845: 2832: 2831: 2821: 2797: 2791: 2790: 2772: 2766: 2765: 2763: 2761: 2755: 2748: 2739: 2733: 2732: 2708: 2691: 2690: 2664: 2658: 2657: 2640: 2629: 2628: 2626: 2625: 2610: 2515: 2501: 2470:chemical weapons 2358:C/2012 S1 (ISON) 2190:HCN production. 2176:pheochromocytoma 2101:CN + H → HCN + H 1853:Hamilton Castner 1830: 1829: 1828: 1825: 1820: 1819: 1816: 1792: 1748: 1711: 1667:Leonid Andrussow 1652: 1577: 1561:mercuric cyanide 1541: 1511: 1504: 1440:HCN has a faint 1388: 1375:organic compound 1360:hydrocyanic acid 1332:room temperature 1317: 1297:Hydrogen cyanide 1275: 1269: 1266: 1265: 1214:Cyanogen bromide 1108:lowest published 1056:Explosive limits 1021: 1014: 1007: 992: 972: 968: 964: 950: 946: 942: 938: 934: 930: 902: 897: 892: 887: 851: 824: 800: 785:Thermochemistry 699:Refractive index 607:100 kPa (25 °C) 505:Chemical formula 445: 444: 429: 427: 401: 365: 354: 343: 341:Hydrogen+Cyanide 326: 299: 291: 280: 269: 249: 229: 211: 187: 101: 68: 62: 55: 51: 21: 11571: 11570: 11566: 11565: 11564: 11562: 11561: 11560: 11511: 11510: 11509: 11504: 11498: 11494: 11487: 11483: 11477: 11473: 11469: 11463: 11459: 11455: 11449: 11445: 11441: 11434: 11430: 11423: 11419: 11415: 11409: 11405: 11401: 11397: 11391: 11387: 11383: 11379: 11373: 11369: 11365: 11361: 11354: 11350: 11344: 11340: 11336: 11332: 11326: 11322: 11318: 11312: 11308: 11304: 11298: 11294: 11290: 11273: 11269: 11265: 11259: 11255: 11251: 11245: 11241: 11237: 11231: 11227: 11223: 11216: 11212: 11206: 11202: 11198: 11191: 11187: 11180: 11176: 11172: 11166: 11162: 11158: 11154: 11148: 11144: 11140: 11136: 11130: 11126: 11122: 11116: 11112: 11108: 11102: 11098: 11094: 11088: 11084: 11080: 11074: 11070: 11066: 11060: 11056: 11052: 11046: 11042: 11038: 11031: 11027: 11021: 11017: 11013: 11006: 11002: 10996: 10992: 10988: 10984: 10978: 10974: 10968: 10964: 10948: 10944: 10933: 10929: 10925: 10919: 10915: 10911: 10905: 10901: 10895: 10891: 10885: 10881: 10875: 10871: 10845: 10841: 10837: 10831: 10827: 10823: 10817: 10813: 10809: 10805: 10802: 10798: 10794: 10778: 10774: 10768: 10764: 10758: 10754: 10738: 10734: 10728: 10724: 10718: 10714: 10697: 10693: 10686: 10682: 10666: 10662: 10658: 10652: 10648: 10644: 10635: 10630: 10600: 10595: 10583: 10571: 10547: 10536: 10532: 10524: 10516: 10508: 10499: 10491: 10487: 10478: 10470: 10462: 10454: 10446: 10438: 10430: 10422: 10412: 10403: 10395: 10375: 10369: 10366: 10365: 10364: 10362: 10355: 10351: 10347: 10337: 10334: 10333: 10332: 10325: 10318: 10314: 10301: 10293: 10289: 10280: 10271: 10268: 10267: 10266: 10264: 10257: 10245: 10235: 10232: 10231: 10230: 10223: 10220: 10219: 10218: 10213: 10205: 10201: 10193: 10189: 10182: 10168: 10165: 10164: 10163: 10158: 10150: 10146: 10138: 10117: 10113: 10100: 10096: 10072: 10064: 10041: 10028: 10013: 10007: 9998: 9990: 9982: 9978: 9969: 9956: 9948: 9940: 9925: 9919: 9889: 9884: 9883: 9846: 9842: 9838: 9829: 9825: 9819: 9815: 9804: 9800: 9788: 9784: 9778: 9774: 9765: 9761: 9755: 9751: 9745: 9741: 9729: 9725: 9719: 9715: 9713: 9710: 9706: 9700: 9696: 9610: 9606: 9600: 9596: 9585: 9581: 9579: 9576: 9572: 9568: 9563: 9558: 9552: 9550: 9545: 9543: 9526: 9511: 9507: 9498: 9494: 9473: 9469: 9467: 9464: 9460: 9454: 9450: 9444: 9440: 9434: 9430: 9424: 9420: 9409: 9405: 9391: 9376: 9372: 9364: 9360: 9339: 9335: 9333: 9330: 9326: 9324: 9320: 9313: 9309: 9305: 9301: 9299: 9295: 9291: 9287: 9285: 9282: 9278: 9272: 9268: 9266: 9263: 9259: 9253: 9249: 9243: 9239: 9229: 9224: 9222: 9217: 9214: 9210: 9203: 9200: 9199: 9198: 9195: 9192: 9188: 9183: 9178: 9176: 9171: 9169: 9158: 9143: 9139: 9131: 9127: 9106: 9102: 9100: 9097: 9093: 9091: 9087: 9083: 9077: 9073: 9066: 9062: 9058: 9056: 9053: 9049: 9043: 9039: 9033: 9029: 9008: 9004: 9002: 8998: 8994: 8987: 8983: 8981: 8977: 8973: 8971: 8967: 8963: 8959: 8954: 8950: 8945: 8943: 8935: 8926: 8922: 8889: 8882: 8852: 8847: 8829: 8770: 8681:Botulinum toxin 8634: 8583: 8544: 8460:Benzyl chloride 8415: 8408: 8192: 8185: 8176:Cacodyl cyanide 8138:Vomiting agents 8132: 7930: 7923: 7832:Dimethylmercury 7754:Botulinum toxin 7720: 7499: 7413: 7315: 7268:Novichok agents 7262: 7246: 7173: 7070: 7044: 7025: 6992: 6964:Sulfur mustards 6958: 6902: 6848:Carbon monoxide 6828:Cacodyl cyanide 6787: 6786: 6770:Agents used in 6765: 6735: 6730: 6720: 6718: 6708: 6706: 6696: 6694: 6674: 6500: 6476: 6467: 6420: 6410: 6353: 6341: 6322:Propionaldehyde 6297:Ethylene glycol 6286: 6278: 6274: 6245: 6243: 6236: 6192:Cyanohexatriyne 6178: 6171: 6118: 6111: 6046: 6039: 5999: 5952: 5945: 5916:Methoxy radical 5846: 5839: 5835:Thiocyanic acid 5716: 5709: 5619: 5559:Ethynyl radical 5495: 5489: 5488: 5487: 5486: 5480: 5479: 5478: 5477: 5468: 5459:Sulfur monoxide 5444:Sodium chloride 5429:Silicon carbide 5336:Diatomic carbon 5326:Carbon monoxide 5268: 5263: 5181: 5176: 5175: 5166: 5165: 5161: 5151: 5149: 5136: 5135: 5131: 5122: 5120: 5110: 5106: 5096: 5094: 5084: 5080: 5071: 5069: 5060: 5059: 5055: 5046: 5044: 5039: 5038: 5034: 5027: 5002: 4998: 4989: 4987: 4982: 4981: 4977: 4971:Wayback Machine 4962: 4955: 4947: 4943: 4926: 4922: 4912: 4910: 4855: 4851: 4841: 4839: 4822: 4818: 4808: 4806: 4789: 4785: 4776: 4775: 4771: 4719: 4715: 4705: 4703: 4691: 4687: 4638: 4634: 4585: 4581: 4532: 4528: 4479: 4475: 4426: 4419: 4374: 4370: 4333: 4329: 4298: 4294: 4287: 4269: 4265: 4234: 4227: 4204: 4200: 4145: 4141: 4094: 4090: 4067: 4063: 4024: 4020: 3981: 3974: 3964: 3962: 3952: 3948: 3891: 3887: 3832: 3825: 3794: 3790: 3755: 3751: 3704: 3700: 3653: 3649: 3626: 3622: 3612: 3610: 3609:on 6 March 2014 3601: 3600: 3596: 3557: 3553: 3514: 3510: 3502: 3491: 3487: 3486: 3482: 3469: 3468: 3464: 3451: 3450: 3446: 3427: 3426: 3422: 3413: 3411: 3407: 3400: 3396: 3395: 3391: 3368: 3364: 3355: 3353: 3340: 3339: 3335: 3314:(37): 593–595. 3302: 3298: 3279: 3275: 3256: 3252: 3243: 3241: 3226: 3222: 3202: 3190: 3186: 3166: 3150: 3146: 3128: 3124: 3113: 3109: 3086: 3082: 3067: 3053: 3049: 3007: 3003: 2996: 2992: 2973: 2966: 2957: 2955: 2945: 2944: 2940: 2931: 2930: 2926: 2919: 2895: 2886: 2869: 2868: 2861: 2846: 2835: 2798: 2794: 2787: 2779:. McGraw-Hill. 2773: 2769: 2759: 2757: 2753: 2746: 2740: 2736: 2729: 2709: 2694: 2679: 2665: 2661: 2642: 2641: 2632: 2623: 2621: 2612: 2611: 2607: 2602: 2585:Under the name 2483:lists it under 2460:. It acts as a 2421: 2415: 2405:leading to the 2338: 2306: 2294: 2258: 2252: 2236: 2200:, and can kill 2131: 2119: 2112: 2108: 2104: 2100: 2096: 2092: 2067: 2005:plants contain 1963: 1869: 1837: 1826: 1823: 1822: 1817: 1814: 1813: 1811: 1807: 1790: 1762:carbon monoxide 1754:steam reforming 1747: 1743: 1739: 1735: 1709: 1705: 1701: 1697: 1693: 1659: 1629:into German as 1584: 1575: 1571: 1567: 1557:salt metathesis 1539: 1535: 1531: 1527: 1510: 1506: 1502: 1487: 1473: 1433:of HCN is HNC, 1415:linear molecule 1411: 1386: 1330:slightly above 1315: 1294: 1287: 1282: 1281: 1280:  ?) 1271: 1267: 1263: 1259: 1248: 1209:Cyanogen iodide 1204:Thiocyanic acid 1187: 1172: 1159: 1146: 1125: 1123: 1121: 1119: 1117: 1115: 1111: 1105: 1095: 1093: 1091: 1089: 1087: 1083: 1077: 1047: 1044: 1026: 1025: 1024: 1023: 1016: 1009: 1002: 998: 990: 959: 925: 911: 880: 852: 849: 843: 839: 836: 835:Std enthalpy of 825: 822: 815: 812: 801: 794: 777: 765: 763:Molecular shape 756: 750: 740: 736: 709: 707: 664: 649:12.9 (in DMSO) 643: 626: 624: 615: 580: 507: 493: 490: 485: 484: 473: 470: 469: 466: 460: 459: 448: 430: 423: 404: 384: 368: 355: 329: 309: 272: 252: 232: 214: 201: 190: 177: 163: 162: 128: 127: 116: 50: 35: 28: 23: 22: 15: 12: 11: 5: 11569: 11559: 11558: 11553: 11548: 11543: 11538: 11533: 11528: 11523: 11506: 11505: 11503: 11502: 11496: 11491: 11485: 11480: 11475: 11471: 11466: 11461: 11457: 11452: 11447: 11443: 11438: 11432: 11427: 11421: 11417: 11412: 11407: 11403: 11399: 11394: 11389: 11385: 11381: 11376: 11371: 11367: 11363: 11358: 11352: 11347: 11342: 11338: 11334: 11329: 11324: 11320: 11315: 11310: 11306: 11301: 11296: 11292: 11287: 11282: 11277: 11271: 11267: 11262: 11257: 11253: 11248: 11243: 11239: 11234: 11229: 11225: 11220: 11214: 11209: 11204: 11200: 11195: 11189: 11184: 11178: 11174: 11169: 11164: 11160: 11156: 11151: 11146: 11142: 11138: 11133: 11128: 11124: 11119: 11114: 11110: 11105: 11100: 11096: 11091: 11086: 11082: 11077: 11072: 11068: 11063: 11058: 11054: 11049: 11044: 11040: 11035: 11029: 11024: 11019: 11015: 11010: 11004: 10999: 10994: 10990: 10986: 10981: 10976: 10971: 10966: 10961: 10956: 10951: 10946: 10941: 10936: 10931: 10927: 10922: 10917: 10913: 10908: 10903: 10898: 10893: 10888: 10883: 10878: 10873: 10868: 10863: 10858: 10853: 10848: 10843: 10839: 10834: 10829: 10825: 10820: 10815: 10811: 10807: 10800: 10796: 10791: 10786: 10781: 10776: 10771: 10766: 10761: 10756: 10751: 10746: 10741: 10736: 10731: 10726: 10721: 10716: 10711: 10706: 10701: 10695: 10690: 10684: 10679: 10674: 10669: 10664: 10660: 10655: 10650: 10646: 10640: 10637: 10636: 10629: 10628: 10621: 10614: 10606: 10597: 10596: 10546: 10544: 10538: 10537: 10535: 10534: 10530: 10526: 10522: 10518: 10514: 10510: 10506: 10502: 10497: 10493: 10489: 10485: 10481: 10476: 10472: 10468: 10464: 10460: 10456: 10452: 10448: 10444: 10440: 10436: 10432: 10428: 10424: 10420: 10416: 10410: 10405: 10401: 10397: 10393: 10389: 10383: 10381: 10377: 10376: 10374: 10373: 10367: 10360: 10353: 10349: 10345: 10341: 10335: 10328: 10323: 10316: 10312: 10308: 10299: 10295: 10291: 10287: 10283: 10278: 10269: 10262: 10255: 10247: 10243: 10239: 10233: 10221: 10211: 10207: 10203: 10199: 10195: 10191: 10187: 10180: 10176: 10166: 10156: 10152: 10148: 10144: 10140: 10136: 10127: 10125: 10119: 10118: 10116: 10115: 10111: 10107: 10102: 10098: 10094: 10090: 10085: 10080: 10075: 10070: 10066: 10062: 10058: 10053: 10048: 10043: 10039: 10035: 10030: 10026: 10021: 10019: 10015: 10014: 10012: 10011: 10005: 10000: 9996: 9992: 9988: 9984: 9980: 9976: 9972: 9967: 9963: 9958: 9954: 9950: 9946: 9942: 9938: 9933: 9931: 9927: 9926: 9918: 9917: 9910: 9903: 9895: 9886: 9885: 9880: 9879: 9876: 9873: 9870: 9867: 9864: 9861: 9858: 9855: 9852: 9849: 9844: 9840: 9835: 9832: 9827: 9822: 9817: 9812: 9808: 9807: 9802: 9797: 9794: 9791: 9786: 9781: 9776: 9771: 9768: 9763: 9758: 9753: 9748: 9743: 9738: 9735: 9732: 9727: 9722: 9717: 9708: 9703: 9698: 9693: 9689: 9688: 9685: 9682: 9681: 9678: 9675: 9672: 9669: 9666: 9663: 9660: 9657: 9654: 9651: 9648: 9645: 9642: 9639: 9636: 9633: 9630: 9627: 9623: 9622: 9619: 9616: 9613: 9608: 9603: 9598: 9593: 9588: 9583: 9574: 9570: 9565: 9561: 9553: 9548: 9541: 9537: 9534: 9531: 9528: 9524: 9520: 9517: 9514: 9509: 9504: 9501: 9496: 9491: 9485: 9484: 9481: 9476: 9471: 9462: 9457: 9452: 9447: 9442: 9437: 9432: 9427: 9422: 9417: 9412: 9407: 9402: 9399: 9396: 9393: 9389: 9385: 9382: 9379: 9374: 9369: 9367: 9362: 9357: 9351: 9350: 9347: 9342: 9337: 9328: 9317: 9311: 9307: 9303: 9293: 9289: 9280: 9275: 9270: 9261: 9256: 9251: 9246: 9241: 9236: 9231: 9227: 9220: 9212: 9207: 9201: 9190: 9185: 9181: 9174: 9167: 9163: 9160: 9156: 9152: 9149: 9146: 9141: 9136: 9134: 9129: 9124: 9118: 9117: 9114: 9109: 9104: 9095: 9080: 9075: 9070: 9064: 9060: 9051: 9046: 9041: 9036: 9031: 9026: 9020: 9019: 9016: 9011: 9006: 8991: 8985: 8975: 8961: 8956: 8952: 8948: 8941: 8937: 8933: 8929: 8924: 8919: 8913: 8912: 8909: 8907: 8905: 8903: 8895: 8894: 8891: 8890: 8881: 8880: 8873: 8866: 8858: 8849: 8848: 8846: 8845: 8840: 8834: 8831: 8830: 8828: 8827: 8822: 8817: 8808: 8807: 8806: 8804:uranium oxides 8795: 8790: 8784: 8778: 8776: 8772: 8771: 8769: 8768: 8763: 8758: 8753: 8748: 8743: 8738: 8733: 8728: 8723: 8718: 8713: 8708: 8703: 8698: 8693: 8688: 8683: 8678: 8673: 8668: 8663: 8658: 8653: 8648: 8642: 8640: 8636: 8635: 8633: 8632: 8627: 8622: 8617: 8612: 8607: 8602: 8597: 8591: 8589: 8585: 8584: 8582: 8581: 8576: 8571: 8566: 8561: 8555: 8553: 8546: 8545: 8543: 8542: 8540:Crotonaldehyde 8537: 8532: 8527: 8522: 8517: 8512: 8507: 8502: 8497: 8492: 8487: 8482: 8477: 8472: 8467: 8465:Benzyl bromide 8462: 8457: 8452: 8447: 8442: 8437: 8432: 8426: 8420: 8418: 8410: 8409: 8407: 8406: 8404:Chlorpromazine 8401: 8396: 8391: 8386: 8381: 8376: 8371: 8366: 8361: 8356: 8351: 8346: 8341: 8336: 8331: 8326: 8321: 8316: 8311: 8306: 8301: 8296: 8291: 8286: 8281: 8276: 8271: 8266: 8261: 8256: 8251: 8246: 8240: 8235: 8230: 8225: 8220: 8214: 8209: 8204: 8197: 8195: 8191:Incapacitating 8187: 8186: 8184: 8183: 8178: 8173: 8168: 8163: 8154: 8149: 8142: 8140: 8134: 8133: 8131: 8130: 8125: 8120: 8115: 8110: 8105: 8100: 8095: 8090: 8085: 8080: 8078:Sulfur dioxide 8075: 8070: 8065: 8060: 8055: 8050: 8045: 8040: 8035: 8030: 8025: 8020: 8015: 8010: 8005: 8000: 7995: 7990: 7985: 7979: 7973: 7968: 7962: 7957: 7952: 7946: 7941: 7935: 7933: 7931:choking agents 7925: 7924: 7922: 7921: 7916: 7911: 7906: 7905: 7904: 7899: 7894: 7884: 7879: 7874: 7869: 7864: 7859: 7854: 7849: 7844: 7839: 7834: 7829: 7827:Tetraethyllead 7824: 7818: 7813: 7807: 7802: 7797: 7791: 7785: 7780: 7774: 7768: 7763: 7757: 7751: 7746: 7740: 7734: 7732: 7726: 7725: 7722: 7721: 7719: 7718: 7713: 7708: 7703: 7698: 7693: 7688: 7683: 7678: 7673: 7668: 7662: 7657: 7652: 7647: 7642: 7637: 7631: 7625: 7619: 7614: 7609: 7604: 7599: 7594: 7589: 7584: 7579: 7574: 7569: 7564: 7559: 7553: 7548: 7543: 7538: 7533: 7531:A.P.C. complex 7528: 7523: 7518: 7513: 7507: 7505: 7501: 7500: 7498: 7497: 7492: 7487: 7482: 7477: 7472: 7467: 7462: 7457: 7452: 7447: 7442: 7437: 7432: 7427: 7421: 7419: 7415: 7414: 7412: 7411: 7406: 7401: 7396: 7391: 7386: 7381: 7376: 7371: 7366: 7361: 7356: 7351: 7346: 7341: 7336: 7331: 7325: 7323: 7317: 7316: 7314: 7313: 7308: 7303: 7298: 7293: 7288: 7283: 7278: 7272: 7270: 7264: 7263: 7261: 7260: 7254: 7252: 7248: 7247: 7245: 7244: 7242:V-sub x (GD-7) 7239: 7234: 7229: 7224: 7219: 7214: 7209: 7204: 7199: 7194: 7189: 7183: 7181: 7175: 7174: 7172: 7171: 7166: 7161: 7156: 7151: 7146: 7140: 7135: 7129: 7123: 7117: 7111: 7105: 7100: 7093: 7091: 7082: 7076: 7075: 7072: 7071: 7069: 7068: 7063: 7058: 7052: 7050: 7046: 7045: 7043: 7042: 7039:Phosgene oxime 7035: 7033: 7027: 7026: 7024: 7023: 7018: 7013: 7008: 7002: 7000: 6994: 6993: 6991: 6990: 6985: 6980: 6975: 6968: 6966: 6960: 6959: 6957: 6951: 6945: 6939: 6933: 6927: 6921: 6919: 6910: 6908:Blister agents 6904: 6903: 6901: 6900: 6895: 6890: 6885: 6880: 6878:Glycolonitrile 6875: 6870: 6865: 6860: 6855: 6850: 6845: 6840: 6835: 6830: 6825: 6820: 6814: 6808: 6803: 6797: 6795: 6789: 6788: 6785: 6784: 6779: 6777:incapacitation 6774: 6767: 6764: 6763: 6756: 6749: 6741: 6732: 6731: 6729: 6728: 6716: 6704: 6692: 6679: 6676: 6675: 6673: 6672: 6667: 6662: 6657: 6651: 6646: 6641: 6636: 6631: 6626: 6621: 6616: 6611: 6606: 6601: 6596: 6591: 6586: 6581: 6576: 6571: 6566: 6561: 6559:Cosmochemistry 6556: 6551: 6546: 6541: 6536: 6531: 6526: 6524:Astrochemistry 6521: 6516: 6510: 6508: 6502: 6501: 6499: 6498: 6493: 6488: 6483: 6478: 6474: 6470: 6465: 6461: 6456: 6451: 6446: 6441: 6436: 6430: 6428: 6422: 6421: 6419: 6418: 6413: 6408: 6404: 6399: 6394: 6389: 6384: 6379: 6377:Formyl radical 6374: 6369: 6363: 6357: 6355: 6347: 6346: 6343: 6342: 6340: 6339: 6334: 6329: 6324: 6319: 6314: 6309: 6307:Methyl acetate 6304: 6299: 6294: 6289: 6284: 6280: 6276: 6272: 6266: 6261: 6256: 6250: 6248: 6238: 6237: 6235: 6234: 6229: 6224: 6219: 6214: 6209: 6204: 6199: 6197:Dimethyl ether 6194: 6189: 6183: 6181: 6173: 6172: 6170: 6169: 6164: 6162:Methyl formate 6159: 6154: 6149: 6147:Glycolaldehyde 6144: 6139: 6134: 6129: 6123: 6121: 6113: 6112: 6110: 6109: 6104: 6099: 6094: 6089: 6084: 6082:Glycolonitrile 6079: 6077:Ethylene oxide 6074: 6069: 6068: 6067: 6057: 6051: 6049: 6041: 6040: 6038: 6037: 6032: 6027: 6022: 6017: 6012: 6007: 6002: 5997: 5993: 5988: 5983: 5978: 5976:Cyclopropenone 5973: 5968: 5963: 5957: 5955: 5947: 5946: 5944: 5943: 5938: 5933: 5928: 5923: 5918: 5913: 5908: 5903: 5898: 5893: 5888: 5883: 5878: 5876:Cyanoacetylene 5873: 5868: 5863: 5858: 5851: 5849: 5841: 5840: 5838: 5837: 5832: 5827: 5822: 5817: 5812: 5807: 5802: 5797: 5795:Methyl radical 5792: 5787: 5782: 5777: 5772: 5770:Isocyanic acid 5767: 5762: 5757: 5752: 5747: 5742: 5737: 5735:Isocyanic acid 5732: 5727: 5721: 5719: 5711: 5710: 5708: 5707: 5702: 5697: 5692: 5687: 5682: 5680:Sulfur dioxide 5677: 5672: 5667: 5662: 5657: 5655:Sodium cyanide 5652: 5647: 5642: 5637: 5632: 5627: 5622: 5617: 5613: 5608: 5603: 5598: 5593: 5588: 5583: 5578: 5572: 5566: 5564:Formyl radical 5561: 5556: 5551: 5546: 5541: 5536: 5531: 5526: 5524:Carbon dioxide 5521: 5516: 5511: 5505: 5503: 5497: 5496: 5471: 5469: 5467: 5466: 5461: 5456: 5451: 5446: 5441: 5436: 5431: 5426: 5421: 5416: 5411: 5405: 5400: 5395: 5389: 5384: 5379: 5374: 5372:Iron(II) oxide 5369: 5364: 5358: 5353: 5348: 5343: 5338: 5333: 5328: 5323: 5318: 5313: 5308: 5303: 5298: 5293: 5287: 5285: 5276: 5270: 5269: 5262: 5261: 5254: 5247: 5239: 5233: 5232: 5227: 5222: 5217: 5212: 5202: 5197: 5180: 5179:External links 5177: 5174: 5173: 5159: 5129: 5104: 5078: 5053: 5032: 5025: 4996: 4975: 4953: 4941: 4920: 4871:(2): 164–173. 4849: 4816: 4783: 4769: 4713: 4685: 4632: 4619:10.1086/377679 4595:(2): L79–L82. 4579: 4566:10.1086/383003 4526: 4513:10.1086/382999 4489:(1): 271–290. 4473: 4460:10.1086/432864 4436:(1): 302–315. 4417: 4403:10.1086/345099 4388:(1): 446–450. 4368: 4362:10.1086/317129 4347:(2): 897–921. 4327: 4308:(2): 331–343. 4292: 4286:978-0792345381 4285: 4263: 4258:10.1086/180664 4225: 4198: 4159:(3): 421–448. 4139: 4108:(2): 613–628. 4088: 4061: 4018: 3985:Brain Research 3972: 3946: 3885: 3823: 3788: 3749: 3698: 3647: 3636:(3): 274–275. 3620: 3594: 3567:(2): 155–162. 3561:Phytochemistry 3551: 3508: 3480: 3462: 3444: 3420: 3389: 3378:(5): 305–310. 3362: 3333: 3296: 3273: 3250: 3220: 3203:Reprinted in: 3184: 3160:(in Swedish). 3144: 3122: 3107: 3080: 3065: 3047: 3005: 3001: 2990: 2987:on 2019-02-15. 2981:Whalecraft.net 2964: 2938: 2924: 2918:978-3527306732 2917: 2884: 2859: 2833: 2792: 2786:978-0070494398 2785: 2767: 2734: 2728:978-1439855119 2727: 2692: 2677: 2659: 2630: 2604: 2603: 2601: 2598: 2576:sodium cyanide 2533:Final Solution 2429:Central Powers 2417:Main article: 2414: 2411: 2407:origin of life 2336: 2304: 2292: 2256:Astrochemistry 2251: 2248: 2240:origin of life 2235: 2232: 2221:nitroglycerine 2213:vasodilatation 2162:neuromodulator 2146:NMDA receptors 2130: 2127: 2118: 2115: 2110: 2106: 2102: 2098: 2094: 2090: 2066: 2063: 1995:mandelonitrile 1987:bitter almonds 1962: 1959: 1955:methyl bromide 1927:hydrocyanation 1889:electroplating 1873:sodium cyanide 1868: 1865: 1861:sodium cyanide 1836: 1833: 1832: 1831: 1809: 1794: 1793: 1750: 1749: 1745: 1741: 1737: 1713: 1712: 1707: 1703: 1699: 1695: 1658: 1655: 1590:who converted 1588:Pierre Macquer 1583: 1580: 1579: 1578: 1573: 1569: 1553:Metal cyanides 1543: 1542: 1537: 1533: 1529: 1521:hydrocyanation 1508: 1485: 1472: 1469: 1410: 1407: 1292: 1289: 1288: 1283: 1261: 1260: 1256:standard state 1253: 1250: 1249: 1247: 1246: 1241: 1239:Glycolonitrile 1236: 1231: 1226: 1221: 1216: 1211: 1206: 1201: 1199:Isocyanic acid 1196: 1190: 1188: 1185: 1182: 1181: 1177: 1176: 1173: 1167: 1164: 1163: 1160: 1154: 1151: 1150: 1147: 1141: 1138: 1137: 1128: 1127: 1112: 1103: 1101: 1098: 1097: 1084: 1075: 1073: 1070: 1069: 1062: 1061: 1058: 1052: 1051: 1048: 1041: 1038: 1037: 1034: 1028: 1027: 1017: 1010: 1003: 988: 987: 986: 985: 983: 974: 973: 971:P305+P351+P338 960: 955: 952: 951: 933:H300+H310+H330 926: 921: 918: 917: 912: 907: 904: 903: 881: 876: 873: 872: 862: 861: 857: 856: 853: 847: 841: 833: 830: 829: 828:201.8 J K mol 826: 820: 809: 806: 805: 802: 790: 787: 786: 782: 781: 778: 773: 770: 769: 766: 761: 758: 757: 754: 751: 746: 743: 742: 737: 732: 729: 728: 724: 723: 720: 714: 713: 710: 705: 697: 694: 693: 688: 686:Conjugate base 682: 681: 679:Hydrocyanonium 676: 674:Conjugate acid 670: 669: 666: 662: 652: 651: 645: 641: 631: 630: 629:75 μmol Pa kg 627: 622: 612: 609: 608: 605: 603:Vapor pressure 599: 598: 595: 585: 584: 581: 576: 573: 572: 569: 563: 562: 559: 553: 552: 549: 543: 542: 536: 530: 529: 526: 522: 521: 518: 512: 511: 508: 503: 500: 499: 495: 494: 492: 491: 488: 480: 479: 478: 475: 474: 472: 471: 467: 464: 463: 455: 454: 453: 450: 449: 447: 446: 433: 431: 419: 416: 415: 412: 406: 405: 403: 402: 394: 392: 386: 385: 383: 382: 378: 376: 370: 369: 367: 366: 358: 356: 348: 345: 344: 337: 331: 330: 328: 327: 319: 317: 311: 310: 308: 307: 303: 301: 293: 292: 282: 274: 273: 271: 270: 262: 260: 254: 253: 251: 250: 242: 240: 234: 233: 231: 230: 222: 220: 216: 215: 213: 212: 204: 202: 195: 192: 191: 189: 188: 180: 178: 173: 170: 169: 165: 164: 161: 160: 157: 154: 148: 142: 139: 135: 134: 130: 129: 126:Methanenitrile 125: 124: 118: 117: 114: 108: 107: 103: 102: 94: 93: 90: 89: 79: 64: 63: 26: 9: 6: 4: 3: 2: 11568: 11557: 11554: 11552: 11549: 11547: 11544: 11542: 11539: 11537: 11534: 11532: 11529: 11527: 11524: 11522: 11519: 11518: 11516: 11501: 11492: 11490: 11481: 11479: 11467: 11465: 11453: 11451: 11439: 11437: 11428: 11426: 11413: 11411: 11395: 11393: 11377: 11375: 11359: 11357: 11348: 11346: 11330: 11328: 11316: 11314: 11302: 11300: 11288: 11286: 11283: 11281: 11278: 11276: 11263: 11261: 11249: 11247: 11235: 11233: 11221: 11219: 11210: 11208: 11196: 11194: 11185: 11183: 11170: 11168: 11152: 11150: 11134: 11132: 11120: 11118: 11106: 11104: 11092: 11090: 11078: 11076: 11064: 11062: 11050: 11048: 11036: 11034: 11025: 11023: 11011: 11009: 11000: 10998: 10982: 10980: 10972: 10970: 10962: 10960: 10957: 10955: 10952: 10950: 10942: 10940: 10937: 10935: 10923: 10921: 10909: 10907: 10899: 10897: 10889: 10887: 10879: 10877: 10869: 10867: 10864: 10862: 10859: 10857: 10854: 10852: 10849: 10847: 10835: 10833: 10821: 10819: 10792: 10790: 10787: 10785: 10782: 10780: 10772: 10770: 10762: 10760: 10752: 10750: 10747: 10745: 10742: 10740: 10732: 10730: 10722: 10720: 10712: 10710: 10707: 10705: 10702: 10700: 10691: 10689: 10680: 10678: 10675: 10673: 10670: 10668: 10656: 10654: 10642: 10641: 10638: 10634: 10627: 10622: 10620: 10615: 10613: 10608: 10607: 10604: 10593: 10588: 10587: 10581: 10576: 10575: 10569: 10565: 10561: 10557: 10552: 10551: 10545: 10543: 10539: 10533: 10527: 10525: 10519: 10517: 10511: 10509: 10503: 10501: 10494: 10492: 10482: 10480: 10473: 10471: 10465: 10463: 10457: 10455: 10449: 10447: 10441: 10439: 10433: 10431: 10425: 10423: 10417: 10414: 10413: 10406: 10404: 10398: 10396: 10390: 10388: 10385: 10384: 10382: 10378: 10372: 10356: 10342: 10340: 10329: 10327: 10319: 10309: 10307: 10303: 10296: 10294: 10284: 10282: 10274: 10258: 10251: 10248: 10246: 10240: 10238: 10226: 10214: 10208: 10206: 10196: 10194: 10183: 10177: 10175: 10171: 10159: 10153: 10151: 10141: 10139: 10132: 10129: 10128: 10126: 10124: 10120: 10114: 10108: 10106: 10103: 10101: 10091: 10089: 10086: 10084: 10081: 10079: 10076: 10074: 10067: 10065: 10059: 10057: 10054: 10052: 10049: 10047: 10044: 10042: 10036: 10034: 10031: 10029: 10023: 10022: 10020: 10016: 10009: 10008: 10001: 9999: 9993: 9991: 9985: 9983: 9973: 9971: 9964: 9962: 9959: 9957: 9951: 9949: 9943: 9941: 9935: 9934: 9932: 9928: 9923: 9916: 9911: 9909: 9904: 9902: 9897: 9896: 9893: 9877: 9874: 9871: 9868: 9865: 9862: 9859: 9856: 9853: 9850: 9848: 9836: 9833: 9831: 9823: 9821: 9813: 9810: 9809: 9806: 9798: 9795: 9792: 9790: 9782: 9780: 9772: 9769: 9767: 9759: 9757: 9749: 9747: 9739: 9736: 9733: 9731: 9723: 9721: 9712: 9704: 9702: 9694: 9691: 9690: 9683: 9679: 9676: 9673: 9670: 9667: 9664: 9661: 9658: 9655: 9652: 9649: 9646: 9643: 9640: 9637: 9634: 9631: 9628: 9625: 9624: 9620: 9617: 9614: 9612: 9604: 9602: 9594: 9592: 9589: 9587: 9578: 9566: 9564: 9557: 9554: 9551: 9544: 9538: 9535: 9532: 9529: 9527: 9521: 9518: 9515: 9513: 9505: 9502: 9500: 9492: 9490: 9487: 9486: 9482: 9480: 9477: 9475: 9466: 9458: 9456: 9448: 9446: 9438: 9436: 9428: 9426: 9418: 9416: 9413: 9411: 9403: 9400: 9397: 9394: 9392: 9386: 9383: 9380: 9378: 9370: 9368: 9366: 9358: 9356: 9353: 9352: 9348: 9346: 9343: 9341: 9332: 9323: 9318: 9316: 9298: 9284: 9276: 9274: 9265: 9257: 9255: 9247: 9245: 9237: 9235: 9232: 9230: 9223: 9216: 9208: 9206: 9194: 9186: 9184: 9177: 9170: 9164: 9161: 9159: 9153: 9150: 9147: 9145: 9137: 9135: 9133: 9125: 9123: 9120: 9119: 9115: 9113: 9110: 9108: 9099: 9090: 9086: 9081: 9079: 9071: 9069: 9055: 9047: 9045: 9037: 9035: 9027: 9025: 9022: 9021: 9017: 9015: 9012: 9010: 9001: 8997: 8992: 8990: 8980: 8970: 8966: 8957: 8955: 8944: 8938: 8936: 8930: 8928: 8920: 8918: 8915: 8914: 8910: 8904: 8902: 8899: 8898: 8892: 8887: 8879: 8874: 8872: 8867: 8865: 8860: 8859: 8856: 8844: 8841: 8839: 8836: 8835: 8832: 8826: 8823: 8821: 8818: 8816: 8815:its compounds 8812: 8809: 8805: 8801: 8800: 8799: 8796: 8794: 8791: 8788: 8785: 8783: 8780: 8779: 8777: 8773: 8767: 8764: 8762: 8759: 8757: 8754: 8752: 8751:Tetanospasmin 8749: 8747: 8746:T-2 mycotoxin 8744: 8742: 8739: 8737: 8734: 8732: 8729: 8727: 8724: 8722: 8719: 8717: 8714: 8712: 8709: 8707: 8704: 8702: 8699: 8697: 8694: 8692: 8689: 8687: 8684: 8682: 8679: 8677: 8676:Batrachotoxin 8674: 8672: 8669: 8667: 8664: 8662: 8659: 8657: 8654: 8652: 8649: 8647: 8644: 8643: 8641: 8637: 8631: 8628: 8626: 8623: 8621: 8620:Allyl alcohol 8618: 8616: 8613: 8611: 8608: 8606: 8603: 8601: 8598: 8596: 8593: 8592: 8590: 8586: 8580: 8577: 8575: 8572: 8570: 8567: 8565: 8562: 8560: 8557: 8556: 8554: 8551: 8547: 8541: 8538: 8536: 8533: 8531: 8528: 8526: 8523: 8521: 8518: 8516: 8513: 8511: 8508: 8506: 8503: 8501: 8498: 8496: 8493: 8491: 8488: 8486: 8485:Chloroacetone 8483: 8481: 8478: 8476: 8473: 8471: 8470:Benzyl iodide 8468: 8466: 8463: 8461: 8458: 8456: 8453: 8451: 8448: 8446: 8443: 8441: 8438: 8436: 8433: 8430: 8427: 8425: 8424:Xylyl bromide 8422: 8421: 8419: 8417: 8411: 8405: 8402: 8400: 8397: 8395: 8392: 8390: 8387: 8385: 8382: 8380: 8377: 8375: 8372: 8370: 8367: 8365: 8362: 8360: 8357: 8355: 8352: 8350: 8347: 8345: 8342: 8340: 8337: 8335: 8332: 8330: 8327: 8325: 8322: 8320: 8317: 8315: 8312: 8310: 8307: 8305: 8302: 8300: 8297: 8295: 8292: 8290: 8287: 8285: 8282: 8280: 8277: 8275: 8272: 8270: 8267: 8265: 8262: 8260: 8257: 8255: 8252: 8250: 8247: 8244: 8241: 8239: 8236: 8234: 8231: 8229: 8226: 8224: 8221: 8218: 8215: 8213: 8212:Butyrophenone 8210: 8208: 8205: 8202: 8199: 8198: 8196: 8194: 8188: 8182: 8181:o-Dianisidine 8179: 8177: 8174: 8172: 8169: 8167: 8164: 8162: 8158: 8155: 8153: 8150: 8147: 8144: 8143: 8141: 8139: 8135: 8129: 8126: 8124: 8121: 8119: 8116: 8114: 8111: 8109: 8106: 8104: 8101: 8099: 8096: 8094: 8091: 8089: 8086: 8084: 8081: 8079: 8076: 8074: 8071: 8069: 8066: 8064: 8061: 8059: 8056: 8054: 8051: 8049: 8046: 8044: 8041: 8039: 8036: 8034: 8031: 8029: 8028:Cadmium oxide 8026: 8024: 8021: 8019: 8016: 8014: 8011: 8009: 8006: 8004: 8001: 7999: 7996: 7994: 7991: 7989: 7986: 7983: 7980: 7977: 7974: 7972: 7969: 7966: 7963: 7961: 7958: 7956: 7953: 7950: 7947: 7945: 7942: 7940: 7937: 7936: 7934: 7932: 7926: 7920: 7917: 7915: 7912: 7910: 7907: 7903: 7900: 7898: 7895: 7893: 7890: 7889: 7888: 7885: 7883: 7880: 7878: 7877:Batrachotoxin 7875: 7873: 7870: 7868: 7865: 7863: 7860: 7858: 7855: 7853: 7850: 7848: 7845: 7843: 7840: 7838: 7835: 7833: 7830: 7828: 7825: 7822: 7819: 7817: 7814: 7811: 7808: 7806: 7803: 7801: 7798: 7795: 7792: 7789: 7786: 7784: 7781: 7778: 7775: 7772: 7769: 7767: 7764: 7761: 7760:Tetanospasmin 7758: 7755: 7752: 7750: 7747: 7744: 7741: 7739: 7736: 7735: 7733: 7731: 7727: 7717: 7714: 7712: 7709: 7707: 7704: 7702: 7699: 7697: 7694: 7692: 7689: 7687: 7684: 7682: 7679: 7677: 7674: 7672: 7669: 7666: 7663: 7661: 7658: 7656: 7653: 7651: 7648: 7646: 7643: 7641: 7638: 7635: 7632: 7629: 7626: 7623: 7620: 7618: 7615: 7613: 7610: 7608: 7605: 7603: 7600: 7598: 7595: 7593: 7590: 7588: 7585: 7583: 7580: 7578: 7575: 7573: 7570: 7568: 7565: 7563: 7560: 7557: 7554: 7552: 7549: 7547: 7544: 7542: 7539: 7537: 7534: 7532: 7529: 7527: 7524: 7522: 7519: 7517: 7514: 7512: 7509: 7508: 7506: 7502: 7496: 7493: 7491: 7488: 7486: 7483: 7481: 7478: 7476: 7473: 7471: 7468: 7466: 7463: 7461: 7458: 7456: 7453: 7451: 7448: 7446: 7443: 7441: 7438: 7436: 7433: 7431: 7428: 7426: 7423: 7422: 7420: 7416: 7410: 7407: 7405: 7402: 7400: 7397: 7395: 7392: 7390: 7387: 7385: 7382: 7380: 7377: 7375: 7372: 7370: 7367: 7365: 7362: 7360: 7357: 7355: 7352: 7350: 7347: 7345: 7342: 7340: 7337: 7335: 7332: 7330: 7327: 7326: 7324: 7322: 7318: 7312: 7309: 7307: 7304: 7302: 7299: 7297: 7294: 7292: 7289: 7287: 7284: 7282: 7279: 7277: 7274: 7273: 7271: 7269: 7265: 7259: 7256: 7255: 7253: 7249: 7243: 7240: 7238: 7235: 7233: 7230: 7228: 7225: 7223: 7220: 7218: 7215: 7213: 7210: 7208: 7205: 7203: 7200: 7198: 7195: 7193: 7190: 7188: 7185: 7184: 7182: 7180: 7176: 7170: 7167: 7165: 7162: 7160: 7157: 7155: 7152: 7150: 7147: 7144: 7141: 7139: 7136: 7133: 7130: 7127: 7124: 7121: 7118: 7115: 7112: 7109: 7106: 7104: 7101: 7098: 7095: 7094: 7092: 7090: 7086: 7083: 7081: 7077: 7067: 7064: 7062: 7059: 7057: 7054: 7053: 7051: 7047: 7040: 7037: 7036: 7034: 7032: 7031:Nettle agents 7028: 7022: 7019: 7017: 7014: 7012: 7009: 7007: 7004: 7003: 7001: 6999: 6995: 6989: 6986: 6984: 6981: 6979: 6976: 6973: 6970: 6969: 6967: 6965: 6961: 6955: 6952: 6949: 6946: 6943: 6940: 6937: 6934: 6931: 6928: 6925: 6922: 6920: 6918: 6914: 6911: 6909: 6905: 6899: 6896: 6894: 6891: 6889: 6886: 6884: 6881: 6879: 6876: 6874: 6871: 6869: 6866: 6864: 6861: 6859: 6856: 6854: 6851: 6849: 6846: 6844: 6841: 6839: 6836: 6834: 6833:Cacodyl oxide 6831: 6829: 6826: 6824: 6821: 6818: 6815: 6812: 6809: 6807: 6804: 6802: 6799: 6798: 6796: 6794: 6790: 6783: 6780: 6778: 6775: 6773: 6769: 6768: 6762: 6757: 6755: 6750: 6748: 6743: 6742: 6739: 6727: 6717: 6715: 6705: 6703: 6693: 6691: 6690: 6681: 6680: 6677: 6671: 6668: 6666: 6663: 6661: 6658: 6655: 6652: 6650: 6647: 6645: 6642: 6640: 6637: 6635: 6632: 6630: 6627: 6625: 6622: 6620: 6617: 6615: 6612: 6610: 6607: 6605: 6602: 6600: 6597: 6595: 6592: 6590: 6589:Homochirality 6587: 6585: 6582: 6580: 6577: 6575: 6572: 6570: 6567: 6565: 6562: 6560: 6557: 6555: 6552: 6550: 6547: 6545: 6542: 6540: 6537: 6535: 6532: 6530: 6527: 6525: 6522: 6520: 6517: 6515: 6512: 6511: 6509: 6507: 6503: 6497: 6494: 6492: 6489: 6487: 6484: 6482: 6479: 6477: 6471: 6469: 6462: 6460: 6457: 6455: 6452: 6450: 6447: 6445: 6444:Methoxyethane 6442: 6440: 6437: 6435: 6432: 6431: 6429: 6427: 6423: 6417: 6414: 6412: 6405: 6403: 6400: 6398: 6395: 6393: 6390: 6388: 6385: 6383: 6380: 6378: 6375: 6373: 6370: 6367: 6364: 6362: 6359: 6358: 6356: 6352: 6348: 6338: 6335: 6333: 6330: 6328: 6327:Butyronitrile 6325: 6323: 6320: 6318: 6315: 6313: 6310: 6308: 6305: 6303: 6302:Ethyl formate 6300: 6298: 6295: 6293: 6290: 6288: 6281: 6270: 6267: 6265: 6262: 6260: 6257: 6255: 6252: 6251: 6249: 6247: 6239: 6233: 6230: 6228: 6227:Propionitrile 6225: 6223: 6220: 6218: 6215: 6213: 6210: 6208: 6205: 6203: 6200: 6198: 6195: 6193: 6190: 6188: 6185: 6184: 6182: 6180: 6174: 6168: 6165: 6163: 6160: 6158: 6155: 6153: 6150: 6148: 6145: 6143: 6140: 6138: 6135: 6133: 6130: 6128: 6125: 6124: 6122: 6120: 6114: 6108: 6107:Vinyl alcohol 6105: 6103: 6100: 6098: 6095: 6093: 6090: 6088: 6085: 6083: 6080: 6078: 6075: 6073: 6070: 6066: 6065:Vinyl cyanide 6063: 6062: 6061: 6060:Acrylonitrile 6058: 6056: 6053: 6052: 6050: 6048: 6042: 6036: 6033: 6031: 6028: 6026: 6025:Pentynylidyne 6023: 6021: 6018: 6016: 6013: 6011: 6008: 6006: 6003: 6001: 5994: 5992: 5989: 5987: 5984: 5982: 5979: 5977: 5974: 5972: 5969: 5967: 5964: 5962: 5959: 5958: 5956: 5954: 5948: 5942: 5939: 5937: 5934: 5932: 5929: 5927: 5924: 5922: 5921:Methylenimine 5919: 5917: 5914: 5912: 5909: 5907: 5904: 5902: 5899: 5897: 5894: 5892: 5889: 5887: 5884: 5882: 5879: 5877: 5874: 5872: 5869: 5867: 5864: 5862: 5859: 5856: 5853: 5852: 5850: 5848: 5842: 5836: 5833: 5831: 5828: 5826: 5823: 5821: 5818: 5816: 5813: 5811: 5808: 5806: 5803: 5801: 5800:Propynylidyne 5798: 5796: 5793: 5791: 5790:Methyl cation 5788: 5786: 5783: 5781: 5778: 5776: 5773: 5771: 5768: 5766: 5763: 5761: 5758: 5756: 5753: 5751: 5750:Fulminic acid 5748: 5746: 5743: 5741: 5738: 5736: 5733: 5731: 5728: 5726: 5723: 5722: 5720: 5718: 5712: 5706: 5703: 5701: 5698: 5696: 5693: 5691: 5688: 5686: 5683: 5681: 5678: 5676: 5673: 5671: 5668: 5666: 5663: 5661: 5658: 5656: 5653: 5651: 5648: 5646: 5643: 5641: 5638: 5636: 5633: 5631: 5628: 5626: 5625:Nitrous oxide 5623: 5621: 5614: 5612: 5609: 5607: 5604: 5602: 5599: 5597: 5594: 5592: 5589: 5587: 5584: 5582: 5579: 5576: 5573: 5570: 5567: 5565: 5562: 5560: 5557: 5555: 5552: 5550: 5547: 5545: 5542: 5540: 5537: 5535: 5532: 5530: 5527: 5525: 5522: 5520: 5519:Amino radical 5517: 5515: 5512: 5510: 5507: 5506: 5504: 5502: 5498: 5493: 5484: 5475: 5465: 5462: 5460: 5457: 5455: 5452: 5450: 5449:Sodium iodide 5447: 5445: 5442: 5440: 5437: 5435: 5432: 5430: 5427: 5425: 5422: 5420: 5417: 5415: 5412: 5409: 5406: 5404: 5401: 5399: 5396: 5393: 5390: 5388: 5385: 5383: 5380: 5378: 5375: 5373: 5370: 5368: 5365: 5362: 5359: 5357: 5354: 5352: 5349: 5347: 5344: 5342: 5339: 5337: 5334: 5332: 5331:Cyano radical 5329: 5327: 5324: 5322: 5319: 5317: 5314: 5312: 5311:Carbon cation 5309: 5307: 5304: 5302: 5299: 5297: 5294: 5292: 5289: 5288: 5286: 5284: 5280: 5277: 5275: 5271: 5267: 5260: 5255: 5253: 5248: 5246: 5241: 5240: 5237: 5231: 5228: 5226: 5223: 5221: 5218: 5216: 5213: 5210: 5206: 5203: 5201: 5198: 5195: 5191: 5187: 5183: 5182: 5169: 5163: 5147: 5143: 5139: 5133: 5119: 5115: 5108: 5093: 5089: 5082: 5068:on 2015-07-17 5067: 5063: 5057: 5042: 5036: 5028: 5026:9780300067552 5022: 5018: 5013: 5012: 5006: 5000: 4985: 4979: 4972: 4968: 4965: 4960: 4958: 4950: 4945: 4938: 4934: 4930: 4924: 4908: 4904: 4900: 4896: 4892: 4888: 4884: 4879: 4874: 4870: 4866: 4865: 4860: 4853: 4837: 4833: 4832: 4827: 4820: 4804: 4800: 4799: 4794: 4787: 4779: 4773: 4765: 4761: 4757: 4753: 4749: 4745: 4740: 4735: 4731: 4727: 4726: 4717: 4702: 4701: 4696: 4689: 4681: 4677: 4673: 4669: 4665: 4661: 4656: 4651: 4647: 4643: 4636: 4628: 4624: 4620: 4616: 4612: 4608: 4603: 4598: 4594: 4590: 4583: 4575: 4571: 4567: 4563: 4559: 4555: 4550: 4545: 4541: 4537: 4530: 4522: 4518: 4514: 4510: 4506: 4502: 4497: 4492: 4488: 4484: 4477: 4469: 4465: 4461: 4457: 4453: 4449: 4444: 4439: 4435: 4431: 4424: 4422: 4413: 4409: 4404: 4399: 4395: 4391: 4387: 4383: 4379: 4372: 4363: 4358: 4354: 4350: 4346: 4342: 4338: 4331: 4323: 4319: 4315: 4311: 4307: 4303: 4296: 4288: 4282: 4278: 4274: 4267: 4259: 4255: 4251: 4247: 4243: 4239: 4232: 4230: 4221: 4217: 4213: 4209: 4202: 4194: 4190: 4185: 4180: 4175: 4170: 4166: 4162: 4158: 4154: 4150: 4143: 4135: 4131: 4126: 4121: 4116: 4111: 4107: 4103: 4099: 4092: 4084: 4080: 4076: 4072: 4065: 4057: 4053: 4049: 4045: 4041: 4037: 4033: 4029: 4022: 4014: 4010: 4006: 4002: 3998: 3994: 3990: 3986: 3979: 3977: 3961: 3957: 3950: 3942: 3938: 3934: 3930: 3926: 3922: 3918: 3914: 3909: 3904: 3900: 3896: 3889: 3881: 3877: 3872: 3867: 3863: 3859: 3854: 3849: 3845: 3841: 3837: 3830: 3828: 3819: 3815: 3811: 3807: 3803: 3799: 3792: 3784: 3780: 3776: 3772: 3768: 3764: 3760: 3753: 3745: 3741: 3736: 3731: 3726: 3721: 3717: 3713: 3709: 3702: 3694: 3690: 3686: 3682: 3678: 3674: 3670: 3666: 3662: 3658: 3651: 3643: 3639: 3635: 3631: 3624: 3608: 3604: 3598: 3590: 3586: 3582: 3578: 3574: 3570: 3566: 3562: 3555: 3547: 3543: 3539: 3535: 3531: 3527: 3523: 3519: 3512: 3501: 3497: 3490: 3484: 3476: 3472: 3466: 3458: 3454: 3448: 3440: 3436: 3435: 3430: 3424: 3410:on 2016-04-18 3406: 3399: 3393: 3385: 3381: 3377: 3373: 3366: 3352:on 2013-05-10 3351: 3347: 3343: 3337: 3329: 3325: 3321: 3317: 3313: 3309: 3308: 3300: 3292: 3288: 3284: 3277: 3269: 3265: 3261: 3254: 3240:on 2008-04-20 3239: 3235: 3231: 3224: 3216: 3212: 3208: 3199: 3195: 3188: 3180: 3176: 3172: 3163: 3159: 3155: 3148: 3140: 3136: 3132: 3126: 3118: 3111: 3103: 3099: 3095: 3091: 3084: 3076: 3072: 3068: 3062: 3058: 3051: 3043: 3039: 3034: 3029: 3025: 3021: 3017: 3013: 3009: 2994: 2986: 2982: 2978: 2971: 2969: 2954: 2953: 2948: 2942: 2934: 2928: 2920: 2914: 2910: 2906: 2902: 2901: 2893: 2891: 2889: 2880: 2876: 2872: 2866: 2864: 2855: 2851: 2844: 2842: 2840: 2838: 2829: 2825: 2820: 2815: 2811: 2807: 2803: 2796: 2788: 2782: 2778: 2771: 2752: 2745: 2738: 2730: 2724: 2720: 2716: 2715: 2707: 2705: 2703: 2701: 2699: 2697: 2688: 2684: 2680: 2674: 2670: 2663: 2655: 2651: 2650: 2645: 2639: 2637: 2635: 2619: 2615: 2609: 2605: 2597: 2594: 2592: 2588: 2583: 2581: 2577: 2573: 2572:sulfuric acid 2569: 2565: 2560: 2558: 2554: 2550: 2547:, as part of 2546: 2542: 2537: 2534: 2530: 2526: 2522: 2519: 2514: 2510:standing for 2509: 2505: 2500: 2499: 2492: 2490: 2486: 2482: 2477: 2475: 2471: 2467: 2463: 2459: 2454: 2449: 2447: 2443: 2439: 2434: 2430: 2426: 2420: 2410: 2408: 2404: 2400: 2396: 2392: 2388: 2384: 2380: 2375: 2373: 2369: 2366: 2361: 2359: 2355: 2352: 2348: 2344: 2340: 2332: 2328: 2323: 2321: 2317: 2312: 2310: 2302: 2298: 2290: 2285: 2283: 2279: 2275: 2271: 2267: 2263: 2257: 2247: 2245: 2241: 2231: 2229: 2228:tobacco smoke 2224: 2222: 2218: 2214: 2209: 2207: 2203: 2199: 2195: 2191: 2189: 2185: 2181: 2177: 2173: 2170: 2165: 2163: 2159: 2155: 2151: 2147: 2143: 2140: 2136: 2126: 2124: 2114: 2088: 2084: 2080: 2076: 2072: 2059: 2054: 2050: 2048: 2044: 2043: 2038: 2034: 2033: 2028: 2027: 2022: 2021: 2016: 2012: 2008: 2004: 2000: 1996: 1992: 1988: 1984: 1980: 1976: 1972: 1968: 1958: 1956: 1952: 1947: 1942: 1940: 1936: 1932: 1928: 1924: 1920: 1916: 1912: 1909: 1905: 1901: 1898: 1894: 1890: 1886: 1882: 1878: 1874: 1864: 1862: 1858: 1854: 1850: 1847:over glowing 1846: 1842: 1806: 1805: 1804: 1802: 1797: 1789: 1788: 1787: 1785: 1784:alkali metals 1780: 1778: 1774: 1769: 1767: 1763: 1759: 1755: 1734: 1733: 1732: 1730: 1726: 1721: 1719: 1718:acrylonitrile 1706:→ 2 HCN + 6 H 1692: 1691: 1690: 1688: 1684: 1680: 1676: 1672: 1668: 1664: 1654: 1648: 1647:Ancient Greek 1644: 1640: 1636: 1632: 1628: 1624: 1620: 1615: 1614: 1613:prussic acid. 1610: 1606: 1602: 1597: 1593: 1592:Prussian blue 1589: 1566: 1565: 1564: 1562: 1558: 1554: 1550: 1548: 1526: 1525: 1524: 1522: 1518: 1513: 1500: 1496: 1492: 1488: 1484: 1478: 1468: 1466: 1462: 1458: 1455: 1451: 1447: 1443: 1442:bitter almond 1438: 1436: 1432: 1428: 1424: 1420: 1416: 1406: 1404: 1400: 1396: 1392: 1391:organyl group 1384: 1380: 1376: 1371: 1369: 1365: 1361: 1357: 1353: 1349: 1345: 1341: 1337: 1333: 1329: 1325: 1321: 1314: 1310: 1306: 1302: 1298: 1286: 1279: 1274: 1257: 1251: 1245: 1242: 1240: 1237: 1235: 1232: 1230: 1227: 1225: 1222: 1220: 1217: 1215: 1212: 1210: 1207: 1205: 1202: 1200: 1197: 1195: 1192: 1191: 1189: 1184: 1183: 1178: 1174: 1170: 1166: 1165: 1161: 1158:(Recommended) 1157: 1153: 1152: 1148: 1145:(Permissible) 1144: 1140: 1139: 1135: 1134: 1129: 1113: 1109: 1100: 1099: 1085: 1081: 1072: 1071: 1067: 1063: 1060:5.6% – 40.0% 1059: 1057: 1054: 1053: 1049: 1046: 1040: 1039: 1035: 1033: 1030: 1029: 1022: 1015: 1008: 984: 981: 980: 976: 975: 961: 958: 954: 953: 927: 924: 920: 919: 916: 913: 910: 906: 905: 901: 896: 891: 886: 882: 879: 875: 874: 870: 868: 863: 858: 855:135.1 kJ mol 854: 846: 838: 832: 831: 827: 819: 814: 808: 807: 803: 798: 793: 792:Heat capacity 789: 788: 783: 779: 776: 775:Dipole moment 772: 771: 767: 764: 760: 759: 752: 749: 745: 744: 738: 735: 731: 730: 725: 721: 719: 716: 715: 711: 704: 700: 696: 695: 692: 689: 687: 684: 683: 680: 677: 675: 672: 671: 667: 661: 657: 654: 653: 650: 646: 640: 636: 633: 632: 628: 621: 617: 611: 610: 606: 604: 601: 600: 596: 594: 590: 587: 586: 582: 579: 575: 574: 570: 568: 567:Boiling point 565: 564: 560: 558: 557:Melting point 555: 554: 550: 548: 545: 544: 540: 539:bitter almond 537: 535: 532: 531: 527: 524: 523: 519: 517: 514: 513: 509: 506: 502: 501: 496: 487: 486: 483: 476: 462: 461: 458: 451: 443: 439: 438:DTXSID9024148 435: 434: 432: 422: 418: 417: 413: 411: 408: 407: 400: 396: 395: 393: 391: 388: 387: 380: 379: 377: 375: 372: 371: 364: 360: 359: 357: 351: 347: 346: 342: 338: 336: 333: 332: 325: 321: 320: 318: 316: 313: 312: 305: 304: 302: 300: 295: 294: 290: 286: 283: 281: 279:ECHA InfoCard 276: 275: 268: 264: 263: 261: 259: 256: 255: 248: 244: 243: 241: 239: 236: 235: 228: 224: 223: 221: 218: 217: 210: 206: 205: 203: 199: 194: 193: 186: 182: 181: 179: 176: 172: 171: 166: 158: 155: 153: 149: 147: 143: 140: 137: 136: 131: 123: 119: 113: 109: 104: 100: 95: 84: 80: 74: 70: 69: 65: 61: 56: 48: 44: 40: 33: 19: 11521:Blood agents 11495:H[Co(CO) 10783: 10590:(a strongly 10584: 10572: 10548: 10408: 10050: 10003: 8900: 8756:Tetrodotoxin 8706:Grayanotoxin 8490:Bromoacetone 8480:Thiophosgene 8435:Mace (spray) 8429:Pepper spray 8414:Lachrymatory 8399:Fluphenazine 8394:Procarbazine 8304:Sleeping gas 8152:Chloropicrin 8063:Nitric oxide 7965:Chloropicrin 7909:Cloflubicyne 7872:Oxotremorine 7821:Antillatoxin 7800:Tetrodotoxin 7749:Bungarotoxin 7645:Nitromethane 7607:Formaldoxime 7546:Cyclohexanol 7511:Acetonitrile 7258:GV (EA-5365) 7080:Nerve agents 6883:Lactonitrile 6816: 6793:Blood agents 6782:riot control 6682: 6665:Spectroscopy 6519:Astrobiology 6386: 6372:Formaldehyde 6264:Benzonitrile 6055:Acetaldehyde 6010:Methanethiol 5961:Acetonitrile 5866:Carbodiimide 5745:Formaldehyde 5740:Cyanoethynyl 5591:Iron cyanide 5586:Hydroperoxyl 5568: 5387:Nitric oxide 5193: 5189: 5162: 5150:. Retrieved 5146:the original 5141: 5132: 5121:. Retrieved 5118:The Guardian 5117: 5107: 5095:. Retrieved 5091: 5081: 5070:. Retrieved 5066:the original 5056: 5045:. Retrieved 5035: 5010: 4999: 4988:. Retrieved 4978: 4944: 4928: 4923: 4911:. Retrieved 4868: 4862: 4852: 4840:. Retrieved 4829: 4819: 4807:. Retrieved 4798:The Atlantic 4796: 4786: 4772: 4729: 4723: 4716: 4704:. Retrieved 4698: 4688: 4645: 4641: 4635: 4592: 4588: 4582: 4542:(1): 63–80. 4539: 4535: 4529: 4486: 4482: 4476: 4433: 4429: 4385: 4381: 4371: 4344: 4340: 4330: 4305: 4301: 4295: 4276: 4266: 4241: 4237: 4211: 4207: 4201: 4156: 4152: 4142: 4105: 4101: 4091: 4077:(1): 69–72. 4074: 4070: 4064: 4034:(1): 13–18. 4031: 4027: 4021: 3988: 3984: 3963:. Retrieved 3959: 3949: 3898: 3894: 3888: 3843: 3839: 3801: 3797: 3791: 3766: 3762: 3752: 3715: 3711: 3701: 3660: 3656: 3650: 3633: 3629: 3623: 3611:. Retrieved 3607:the original 3597: 3564: 3560: 3554: 3524:(1): 11–36. 3521: 3517: 3511: 3496:Csl.noaa.gov 3495: 3483: 3475:News.mit.edu 3474: 3465: 3456: 3447: 3432: 3423: 3412:. Retrieved 3405:the original 3392: 3375: 3371: 3365: 3354:. Retrieved 3350:the original 3345: 3336: 3311: 3305: 3299: 3290: 3286: 3276: 3267: 3263: 3253: 3242:. Retrieved 3238:the original 3233: 3223: 3214: 3210: 3197: 3187: 3178: 3174: 3161: 3157: 3147: 3138: 3125: 3116: 3110: 3093: 3089: 3083: 3056: 3050: 3015: 3011: 2993: 2985:the original 2980: 2956:. Retrieved 2950: 2941: 2927: 2898: 2874: 2809: 2805: 2795: 2776: 2770: 2758:. Retrieved 2737: 2713: 2662: 2647: 2622:. Retrieved 2617: 2608: 2595: 2587:prussic acid 2586: 2584: 2561: 2553:Harry Truman 2541:World War II 2538: 2528: 2525:World War II 2507: 2503: 2493: 2478: 2450: 2422: 2376: 2370:with NASA's 2362: 2324: 2313: 2289:interstellar 2286: 2266:carbon stars 2259: 2237: 2225: 2210: 2198:phagocytosis 2192: 2187: 2183: 2179: 2166: 2132: 2120: 2082: 2068: 2040: 2037:burnet moths 2030: 2024: 2018: 1991:cyanohydrins 1969:that have a 1964: 1943: 1935:adiponitrile 1893:cyanohydrins 1870: 1867:Applications 1838: 1821:→ 6 HCN + Fe 1798: 1795: 1791:H + CN → HCN 1781: 1773:hydrocarbons 1770: 1751: 1722: 1714: 1665:invented by 1660: 1638: 1633:). In 1811, 1630: 1616: 1612: 1608: 1604: 1585: 1551: 1544: 1514: 1497:to give the 1482: 1474: 1439: 1412: 1372: 1359: 1348:adiponitrile 1326:liquid that 1301:prussic acid 1300: 1296: 1295: 1229:Acetonitrile 1132: 1065: 1043:Autoignition 978: 914: 866: 844: 817: 796: 702: 659: 648: 638: 619: 551:0.6876 g/cm 374:RTECS number 168:Identifiers 156:Prussic acid 151: 145: 133:Other names 115:Formonitrile 18:Prussic acid 8766:Veratridine 8741:Shiga toxin 8696:Domoic acid 8559:Thioacetone 8525:Iodoacetone 8389:Pentazocine 8384:Sevoflurane 8349:CAR-302,668 8344:CAR-302,282 8339:CAR-302,196 8334:CAR-301,060 8329:CAR-226,086 8309:Carfentanil 8207:Apomorphine 8128:Green Cross 7919:Domoic acid 7730:Neurotoxins 7650:OPA mixture 7541:Chlorosoman 7536:Chlorosarin 7470:Phospholine 7169:Crotylsarin 7154:Fluorotabun 7126:Chlorosoman 7108:Chlorosarin 6639:Outer space 6549:Cosmic dust 6514:Abiogenesis 6426:Unconfirmed 6382:Heavy water 6222:Ethanethiol 6137:Cyanoallene 6127:Acetic acid 6097:Methylamine 5981:Diacetylene 5896:Formic acid 5886:Cyanomethyl 5544:Diazenylium 5534:CCP radical 5410:(molecular) 5394:(molecular) 5363:(molecular) 5092:YouTube.Com 5062:"Uragan D2" 5041:"Blue Fume" 4913:15 December 4842:15 December 4809:15 December 4648:: 462–466. 4244:: L47–L52. 4208:Tetrahedron 3769:: 218–247. 2568:U.S. states 2518:Nazi German 2506:, with the 2474:blood agent 2425:World War I 2368:55 Cancri e 2365:Super-Earth 2345:inside the 2278:atmospheric 2172:cholinergic 1729:BMA process 1532:+ HCN → RCH 1465:rodenticide 1419:triple bond 1066:Lethal dose 1045:temperature 1032:Flash point 909:Signal word 748:Point group 614:Henry's law 525:Appearance 498:Properties 285:100.000.747 247:CHEBI:18407 11515:Categories 8716:Maitotoxin 8711:Guanitoxin 8691:Ciguatoxin 8686:Brevetoxin 8671:Anatoxin-a 8666:Aflatoxins 8579:Putrescine 8574:Cadaverine 8550:Malodorant 8374:Isoflurane 8359:Desflurane 8354:Benperidol 8299:Psilocybin 8294:PAVA spray 7976:Diphosgene 7929:Pulmonary/ 7857:Picrotoxin 7816:Strychnine 7810:Brevetoxin 7794:Maitotoxin 7777:Guanitoxin 7771:Ciguatoxin 7738:Anatoxin-a 7671:Pinacolone 7504:Precursors 7465:Selenophos 7321:Carbamates 7237:Chinese VX 7143:Cyclosarin 7132:Ethylsarin 7103:Sarin (GB) 6954:Lewisite 3 6948:Lewisite 2 6917:Arsenicals 6554:Cosmic ray 6496:Silylidyne 6459:Hemolithin 6434:Anthracene 6351:Deuterated 6332:Pyrimidine 6142:Ethanimine 6005:Ketenimine 5861:Butadiynyl 5685:Thioformyl 5539:Chloronium 5152:18 October 5123:2022-06-14 5072:2022-10-19 5047:2020-07-06 4990:2009-01-14 4937:3640233603 4878:2301.05259 3908:1902.05574 3853:2008.04312 3846:(2): 110. 3414:2023-04-17 3356:2013-01-31 3293:: 136–231. 3270:: 128–133. 3244:2010-03-31 3164:: 264–275. 3131:Macquer PJ 3066:1402019998 2958:2010-03-31 2742:Evans DA. 2678:9241530618 2624:2012-06-04 2600:References 2485:Schedule 3 2274:telescopes 2254:See also: 2215:caused by 2194:Leukocytes 2169:muscarinic 2129:In mammals 2109:→ HCN + CH 2017:, such as 2015:millipedes 1973:, such as 1961:Occurrence 1925:. Via the 1913:, via the 1911:methionine 1908:amino acid 1803:and acid: 1744:→ HCN + 3H 1689:catalyst: 1631:Sauerstoff 1596:iron oxide 878:Pictograms 727:Structure 589:Solubility 516:Molar mass 510:HCN 399:2WTB3V159F 258:ChemSpider 196:3D model ( 175:CAS Number 152:(gas form) 112:IUPAC name 11531:Fumigants 11177:[PtCl 8811:Plutonium 8761:Volkensin 8736:Saxitoxin 8726:Palytoxin 8651:Aconitine 8379:Halothane 8369:Bufotenin 8364:Enflurane 8284:Kolokol-1 8264:Pethidine 8238:Etoxadrol 8223:Etorphine 8219:(CS-4640) 8203:(CS-4030) 8161:glycerine 8108:Salcomine 7867:Tremorine 7805:Aconitine 7788:Palytoxin 7766:Ryanodine 7743:Saxitoxin 7480:Ro 3-0422 7251:GV agents 7114:Thiosarin 6843:Phosphine 6486:Phosphine 6354:molecules 6287:fullerene 6187:Acetamide 5991:Formamide 5871:Cyanamide 5725:Acetylene 5700:Tricarbon 5611:Methylene 5596:Isoformyl 5501:Triatomic 5274:Molecules 5194:in French 4903:255825649 4739:1408.2458 4732:(1): L2. 4706:12 August 4655:0709.3423 4468:118958200 4412:122549795 3880:221095540 3718:(2): 51. 2975:Lytle T. 2828:0193-4929 2719:CRC Press 2687:1020-6167 2564:execution 2513:Blausäure 2504:Cyclone B 2502:(German: 2383:Enceladus 2188:decreases 2180:increases 2158:analgesia 2142:receptors 2032:Apheloria 2011:linamarin 1999:amygdalin 1939:Nylon-6,6 1931:butadiene 1859:yielding 1727:process ( 1673:in which 1671:IG Farben 1605:Blausäure 1507:(CN)(HCN) 1417:, with a 1379:inorganic 1336:precursor 1324:flammable 1307:with the 869:labelling 837:formation 811:Std molar 718:Viscosity 597:Miscible 583:Miscible 410:UN number 381:MW6825000 306:200-821-6 298:EC Number 146:(aqueous) 11526:Cyanides 11270:[SiF 10694:H[BF 10357: / 10320: / 10304: / 10275: / 10259: / 10252: / 10227: / 10215: / 10184: / 10172: / 10160: / 10133: / 10033:>C=NR 9930:Hydrides 9922:Nitrogen 8820:Polonium 8721:Modeccin 8630:Acrolein 8595:Lewisite 8500:Acrolein 8324:CS-27349 8274:Ibogaine 8157:Litharge 8146:Adamsite 8123:Diborane 8113:Fluomine 8093:Ethenone 7988:Acrolein 7955:Fluorine 7949:Phosgene 7939:Chlorine 7339:EA-3887A 7311:C01-A042 7306:C01-A039 7301:C01-A035 7179:V-agents 7089:G-agents 6974:(EA-229) 6942:Lewisite 6801:Cyanogen 6473:Linear C 6454:Graphene 6366:Ammonium 6167:Acrolein 6030:Propynal 6015:Methanol 5986:Ethylene 5855:Ammonium 5630:Nitroxyl 5454:Sulfanyl 5398:Imidogen 5392:Nitrogen 5361:Hydrogen 5306:Argonium 5283:Diatomic 5097:June 23, 4967:Archived 4907:Archived 4836:Archived 4803:Archived 4764:26277035 4680:14398456 4521:11335358 4193:25369814 4134:21556207 4056:29850349 4048:15099699 4013:12277593 3941:73442008 3933:30721064 3744:29751568 3693:40193390 3685:17753947 3546:10669009 3500:Archived 3217:: 30–39. 3133:(1756). 3075:54966334 3042:32027458 2881:(NIOSH). 2856:(NIOSH). 2760:June 19, 2751:Archived 2566:in some 2529:en masse 2498:Zyklon B 2446:trenches 2442:chlorine 2438:phosgene 2270:observed 2250:In space 2202:bacteria 2065:On Titan 2047:plastics 2009:such as 1993:such as 1979:apricots 1975:cherries 1946:fumigant 1933:to give 1766:hydrogen 1687:platinum 1461:volatile 1431:tautomer 1427:nitrogen 1421:between 1403:hydrogen 1383:nitriles 1368:cyanides 1352:volatile 1340:polymers 1311:HCN and 1244:Cyanogen 979:NFPA 704 860:Hazards 656:Basicity 616:constant 47:Cyanogen 10380:Halides 10018:Organic 9924:species 9687:  8886:cyanide 8569:Skatole 8564:Allicin 8279:EA-3834 8269:EA-3580 8259:EA-3443 8254:EA-3167 8249:EA-2148 8233:CS-4297 8228:EA-2092 8217:EA-4941 7944:Bromine 7582:EA-1224 7562:EA-1250 7475:R-16661 7450:EA-2613 7445:EA-2098 7440:EA-2054 7435:EA-2012 7404:3152 CT 7394:TL-1317 7389:TL-1299 7384:TL-1238 7354:EA-4056 7349:EA-3990 7344:EA-3966 7334:EA-3887 7232:EA-1763 7192:EA-3148 7187:EA-2192 7164:EA-4352 7159:EA-1356 6893:Stibine 6619:Kerogen 6506:Related 6449:Glycine 6402:Propyne 6361:Ammonia 6259:Benzene 6254:Acetone 6246:or more 6217:Propene 6202:Ethanol 6092:Propyne 5911:Methane 5780:Ketenyl 5730:Ammonia 4883:Bibcode 4744:Bibcode 4660:Bibcode 4627:8016228 4607:Bibcode 4574:9135663 4554:Bibcode 4501:Bibcode 4448:Bibcode 4390:Bibcode 4349:Bibcode 4310:Bibcode 4246:Bibcode 4184:4187177 4161:Bibcode 4125:3084482 4083:1245233 4005:9369328 3913:Bibcode 3858:Bibcode 3806:Bibcode 3771:Bibcode 3735:6023451 3712:Insects 3665:Bibcode 3657:Science 3642:1650055 3613:6 March 3589:9431670 3569:Bibcode 3526:Bibcode 3518:Toxicon 3434:PubChem 3316:Bibcode 3033:7317722 2850:"#0333" 2649:PubChem 2591:whaling 2539:During 2523:during 2311:(HNC). 2244:Adenine 2184:in vivo 2135:neurons 2097:+ N → H 2083:in situ 2079:Voyager 2003:cassava 1904:acetone 1902:, from 1897:monomer 1845:ammonia 1777:propane 1775:, e.g. 1758:methane 1725:Degussa 1679:ammonia 1675:methane 1639:cyanide 1627:calqued 1517:alkenes 1501:anion, 1499:cyanide 1491:ionizes 1479:with a 1454:genetic 1393:(e.g., 1309:formula 1303:) is a 1278:what is 1276: ( 1175:50 ppm 813:entropy 780:2.98 D 768:Linear 712:1.2675 691:Cyanide 635:Acidity 618: ( 593:ethanol 547:Density 350:PubChem 185:74-90-8 159:Cyanane 32:Cyanine 10594:oxide) 10592:acidic 10123:Oxides 9826:Th(CN) 9816:Ac(CN) 9801:Yb(CN) 9785:Ho(CN) 9775:Dy(CN) 9762:Gd(CN) 9752:Eu(CN) 9742:Sm(CN) 9726:Pr(CN) 9716:Ce(CN) 9707:Ce(CN) 9697:La(CN) 9607:Bi(CN) 9597:Pb(CN) 9582:Hg(CN) 9560:Au(CN) 9547:Pt(CN) 9540:Pt(CN) 9508:Lu(CN) 9495:Ba(CN) 9470:Te(CN) 9461:Te(CN) 9451:Sb(CN) 9441:Sn(CN) 9431:In(CN) 9421:Cd(CN) 9406:Pd(CN) 9388:Mo(CN) 9361:Sr(CN) 9336:Se(CN) 9327:(SeCN) 9279:As(CN) 9269:Ge(CN) 9260:Ge(CN) 9250:Ga(CN) 9240:Zn(CN) 9226:Ni(CN) 9219:Ni(CN) 9211:Ni(CN) 9197:Co(CN) 9189:Co(CN) 9180:Fe(CN) 9173:Fe(CN) 9166:Fe(CN) 9155:Cr(CN) 9140:Sc(CN) 9128:Ca(CN) 9050:Si(CN) 9040:Al(CN) 9030:Mg(CN) 8923:Be(CN) 8787:Napalm 8552:agents 8416:agents 8319:JB-336 8314:JB-318 8289:LSD-25 8245:(DMHP) 8193:agents 7852:A-8564 7812:(PbTX) 7762:(TeNT) 7379:TL-599 7369:T-1194 7364:T-1152 7359:T-1123 7128:(ClGD) 7110:(ClGB) 7021:TL-301 6823:Arsine 6670:Tholin 6491:Pyrene 5936:Silane 5906:Ketene 5408:Oxygen 5023:  4935:  4901:  4762:  4678:  4625:  4572:  4519:  4466:  4410:  4302:Icarus 4283:  4191:  4181:  4132:  4122:  4081:  4054:  4046:  4011:  4003:  3939:  3931:  3878:  3763:Icarus 3742:  3732:  3691:  3683:  3640:  3587:  3544:  3096:: 60. 3073:  3063:  3040:  3030:  3008:]" 2915:  2826:  2783:  2725:  2685:  2675:  2387:Saturn 2379:plumes 2351:comets 2341:, and 2178:cells 2139:opioid 2029:, and 1983:apples 1967:fruits 1953:, and 1906:, the 1885:silver 1857:sodium 1698:+ 2 NH 1683:oxygen 1651:κύανος 1623:oxygen 1594:to an 1528:RCH=CH 1477:acidic 1459:. The 1450:detect 1444:-like 1429:. The 1423:carbon 1362:. The 1273:verify 1270:  915:Danger 541:-like 482:SMILES 324:C01326 227:B00275 219:3DMet 106:Names 45:, and 10945:NaHCO 10562:, 0, 10254:(HON) 10038:-CONR 9523:W(CN) 9373:Y(CN) 9103:S(CN) 9094:(SCN) 9074:P(CN) 9005:O(CN) 8940:C(CN) 8932:B(CN) 8775:Other 8731:Ricin 8646:Abrin 8605:KB-16 7892:IPTBO 7823:(ATX) 7796:(MTX) 7790:(PTX) 7779:(GTX) 7773:(CTX) 7756:(BTX) 7612:Nital 7418:Other 7296:A-262 7291:A-242 7286:A-234 7281:A-232 7276:A-208 7120:Soman 7116:(SGB) 7097:Tabun 7056:KB-16 7049:Other 6656:(PAH) 6244:atoms 6179:atoms 6119:atoms 6117:Eight 6047:atoms 6045:Seven 5953:atoms 5847:atoms 5717:atoms 5705:Water 5635:Ozone 5577:(HNC) 5571:(HCN) 5209:CICAD 4899:S2CID 4873:arXiv 4760:S2CID 4734:arXiv 4676:S2CID 4650:arXiv 4623:S2CID 4597:arXiv 4570:S2CID 4544:arXiv 4517:S2CID 4491:arXiv 4464:S2CID 4438:arXiv 4408:S2CID 4052:S2CID 4009:S2CID 3965:5 May 3937:S2CID 3903:arXiv 3876:S2CID 3848:arXiv 3689:S2CID 3503:(PDF) 3492:(PDF) 3408:(PDF) 3401:(PDF) 3177:[ 2754:(PDF) 2747:(PDF) 2472:as a 2433:Italy 2347:comae 2206:fungi 2058:Titan 1702:+ 3 O 1495:water 1457:trait 1401:) or 1395:alkyl 1387:R−C≡N 1364:salts 1356:water 1328:boils 1320:toxic 1316:H−C≡N 1133:NIOSH 457:InChI 414:1051 238:ChEBI 198:JSmol 11285:HNCS 11280:HSCN 10954:HNCO 10902:HMnO 10789:HCNO 10775:HClO 10765:HClO 10755:HClO 10749:HClO 10735:HBrO 10725:HBrO 10715:HBrO 10709:HBrO 10672:HArF 10521:NHBr 10513:NHCl 10306:ONOO 10135:(NO) 10088:HNCS 10083:HNCO 10078:HOCN 10061:(CN) 9843:(CN) 9591:TlCN 9573:(CN) 9556:AuCN 9489:CsCN 9415:AgCN 9355:RbCN 9345:BrCN 9321:SeCN 9314:AsCN 9296:AsCN 9234:CuCN 9112:ClCN 9089:-NCS 9067:SiCN 9024:NaCN 9000:-NCO 8969:ONCN 8951:(CN) 8917:LiCN 8813:and 8431:(OC) 8148:(DM) 7978:(DP) 7967:(PS) 7951:(CG) 7902:TBPS 7897:TBPO 7745:(TZ) 7667:(TH) 7636:(DF) 7630:(SW) 7624:(TB) 7597:DMHP 7577:DEHP 7567:DIHP 7558:(KB) 7495:MSPI 7145:(GF) 7134:(GE) 7122:(GD) 7099:(GA) 7041:(CX) 6988:CEES 6956:(L3) 6950:(L2) 6938:(PD) 6932:(MD) 6926:(ED) 6819:(AC) 6813:(CK) 6177:Nine 5845:Five 5755:HCCN 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706:D 703:n 701:( 663:b 660:K 642:a 639:K 625:) 623:H 620:k 428:) 424:( 200:) 49:. 34:. 20:)

Index

Prussic acid
Cyanine
Cyanogen chloride
Cyanogen fluoride
Cyanogen

Ball and stick model of hydrogen cyanide
Spacefill model of hydrogen cyanide

IUPAC name
Systematic IUPAC name
CAS Number
74-90-8
JSmol
Interactive image
B00275
ChEBI
CHEBI:18407
ChemSpider
748
ECHA InfoCard
100.000.747
Edit this at Wikidata
EC Number
KEGG
C01326
MeSH
Hydrogen+Cyanide
PubChem
768

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