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Friedel–Crafts reaction

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469: 560: 789: 902: 200: 533: 1117: 394: 516: 921: 1145: 862: 1182: 4415: 387: 767:, a stoichiometric amount or more of the "catalyst" must generally be employed, unlike the case of the Friedel–Crafts alkylation, in which the catalyst is constantly regenerated. Reaction conditions are similar to the Friedel–Crafts alkylation. This reaction has several advantages over the alkylation reaction. Due to the electron-withdrawing effect of the 1014: 843:
catalyst. However, in contrast to the truly catalytic alkylation reaction, the formed ketone is a moderate Lewis base, which forms a complex with the strong Lewis acid aluminum trichloride. The formation of this complex is typically irreversible under reaction conditions. Thus, a stochiometric
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alkylating agents, some secondary alkylating agents (ones for which carbocation rearrangement is degenerate), or alkylating agents that yield stabilized carbocations (e.g., benzylic or allylic ones). In the case of primary alkyl halides, the carbocation-like complex
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Furthermore, the reaction is only useful for primary alkyl halides in an intramolecular sense when a 5- or 6-membered ring is formed. For the intermolecular case, the reaction is limited to
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The viability of the Friedel–Crafts acylation depends on the stability of the acyl chloride reagent. Formyl chloride, for example, is too unstable to be isolated. Thus, synthesis of
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with respect to the limiting reagent, phenylacetyl chloride. In certain cases, generally when the benzene ring is activated, Friedel–Crafts acylation can also be carried out with
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is needed. The complex is destroyed upon aqueous workup to give the desired ketone. For example, the classical synthesis of deoxybenzoin calls for 1.1 equivalents of AlCl
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For primary (and possibly secondary) alkyl halides, a carbocation-like complex with the Lewis acid, is more likely to be involved, rather than a free carbocation.
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amounts of a milder Lewis acid (e.g. Zn(II) salts) or a Brønsted acid catalyst using the anhydride or even the carboxylic acid itself as the acylation agent.
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catalyst gives triarylmethanes, which are often brightly colored, as is the case in triarylmethane dyes. This is a bench test for aromatic compounds.
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John C. Gilbert., Stephen F. Martin. Brooks/Cole CENGAGE Learning, 2011. pp 872. 25.10 Aromatic Hydrocarbons and Aryl Halides – Classification test.
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Grzybowski, M.; Skonieczny, K.; Butenschön, H.; Gryko, D. T. (2013). "Comparison of Oxidative Aromatic Coupling and the Scholl Reaction".
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Tsai, Tseng-Chang "Disproportionation and Transalkylation of Alkylbenzenes over Zeolite Catalysts". Elsevier Science, 1999
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The product formed in this reaction is then analogously reduced, followed by a dehydrogenation reaction (with the reagent
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Friedel, C.; Crafts, J. M. (1877) "Sur une nouvelle méthode générale de synthèse d'hydrocarbures, d'acétones, etc.,"
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product is always less reactive than the original molecule, so multiple acylations do not occur. Also, there are no
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The reaction proceeds through generation of an acylium center. The reaction is completed by deprotonation of the
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Sereda, Grigoriy A.; Rajpara, Vikul B. (2007). "A Green Alternative to Aluminum Chloride Alkylation of Xylene".
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If desired, the resulting ketone can be subsequently reduced to the corresponding alkane substituent by either
6290: 1416:"A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis" 7689: 7275: 7165: 6785: 6510: 6295: 6240: 6085: 6045: 5877: 5632: 5349: 5199: 4261: 3355: 3298: 1116: 7649: 7210: 6655: 7684: 7599: 7574: 7549: 7534: 7458: 7373: 7270: 7230: 7095: 7050: 6815: 6360: 6345: 6210: 6000: 5668: 5424: 5104: 5079: 5049: 4640: 944: 7748: 7634: 7579: 7524: 7235: 7155: 7055: 6770: 6735: 6580: 6470: 6185: 6180: 6005: 5965: 5862: 5673: 5637: 5489: 5479: 5334: 5054: 5004: 4999: 4974: 4934: 4880: 4645: 4635: 4610: 4309: 2661: 2533: 1780: 1522: 1173: 876:. The net result is the same as the Friedel–Crafts alkylation except that rearrangement is not possible. 869: 1079:. This variation will not work with primary halides from which less carbocation involvement is inferred. 7609: 7310: 7115: 6550: 6435: 6115: 6090: 6030: 5887: 5622: 5329: 5109: 5074: 4979: 4670: 4605: 4437: 4371: 3670: 2601: 2596: 958: 723: 344: 144: 6900: 5164: 7709: 7614: 7468: 7348: 7320: 7290: 7205: 7135: 7090: 7065: 6985: 6885: 6845: 6540: 6160: 6150: 6075: 5599: 5459: 5454: 5434: 5119: 4916: 4895: 4855: 4780: 4390: 4381: 4361: 2591: 4600: 1144: 491:
to give almost exclusively the rearranged product derived from a secondary or tertiary carbocation.
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a chloromethyl group is added to an arene with formaldehyde, hydrochloric acid and zinc chloride.
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Helmut Fiege; Heinz-Werner Voges; Toshikazu Hamamoto; et al. (2002). "Phenol Derivatives".
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is a classic method for the synthesis of polycyclic aromatic hydrocarbons. In this reaction, an
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Alkylation of benzene & ethylene, one of the largest scale reactions practiced commercially.
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can be exploited to limit the number of successive alkylation cycles that occur, as in the
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Price, C. C. (1946). "The Alkylation of Aromatic Compounds by the Friedel-Crafts Method".
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and ketones to form the hydroxyalkylated products, for example in the reaction of the
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is stabilized by a resonance structure in which the positive charge is on the oxygen.
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Fuson, R. C.; Weinstock, H. H.; Ullyot, G. E. (1935). "A New Synthesis of Benzoins. 2
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A reaction modification with an aromatic phenyl ester as a reactant is called the
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Kamp, J. V. D.; Mosettig, E. (1936). "Trans- and Cis-As-Octahydrophenanthrene".
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The acylated reaction product can be converted into the alkylated product via a
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through the Friedel–Crafts pathway requires that formyl chloride be synthesized
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is produced via transalkylation, a special form of Friedel–Crafts alkylation.
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can be used in presence of protons. The reaction typically employs a strong
6680: 6040: 5792: 5569: 5169: 4969: 4820: 4815: 4680: 4535: 4228: 3604: 3263: 2831: 2656: 1911:"Ueber die Verbindungen der ein- und zweibasischen Fettsäuren mit Phenolen" 1863: 1855: 1449: 1006: 796: 605: 425: 374: 226: 177: 47: 2092: 861: 5179: 4825: 4795: 4560: 4344: 4318: 4208: 4055: 3647: 3642: 3637: 3428: 2902: 2825: 2819: 1776: 1710: 1518: 1326: 1136: 1132: 1043: 1025: 832: 780: 776: 632: 495: 485: 448: 253: 2247: 2058: 1895: 1737: 1633: 1135:. Replacing resorcinol by N,N-diethylaminophenol in this reaction gives 1013: 7463: 6990: 6340: 4305: 4218: 4213: 4118: 3919: 3849: 3725: 3547: 3448: 3258: 3253: 3223: 3218: 3176: 2891: 2774: 2764: 2754: 2709: 2443: 2417: 2397: 2004: 1377:
Heaney, H. (1991). "The Bimolecular Aromatic Friedel–Crafts Reaction".
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as catalyst, to increase the electrophilicity of the alkylating agent.
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Somerville, L. F.; Allen, C. F. H. (1933). "β-Benzoylpropionic acid".
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This reaction suffers from the disadvantage that the product is more
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Friedel–Crafts reactions have been used in the synthesis of several
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As usual, the aldehyde group is more reactive electrophile than the
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is added making it a reductive acylation to methylcyclohexylketone
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Groves, J. K. (1972). "The Friedel–Crafts acylation of alkenes".
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Advanced Organic Chemistry: Reactions, Mechanisms, and Structure
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Advanced Organic Chemistry: Reactions, Mechanisms, and Structure
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The general mechanism for primary alkyl halides is shown below.
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In commercial applications, the alkylating agents are generally
4136: 3929: 3161: 2319:"Carboxylation of aromatic compounds: ferrocenecarboxylic acid" 1104: 772: 370: 2104: 1340:
Eyley, S. C. (1991). "The Aliphatic Friedel–Crafts Reaction".
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This reaction is related to several classic named reactions:
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Name Reactions: A Collection of Detailed Reaction Mechanisms
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Smith, W. T. Jr.; Sellas, J. T. (1952). "Neophyl Chloride".
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Set of reactions to attach substituents to an aromatic ring
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via the oxidative coupling and subsequent dealkylation of
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as well as carboxylic acids are also viable. A typical
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It also allows alkyl chains to be added reversibly as
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Kamil Paruch; Libor Vyklicky; Thomas J. Katz (2003).
1168:, the subsequent product is then reduced in either a 7605:
Erlenmeyer–Plöchl azlactone and amino-acid synthesis
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can be used to synthesize benzaldehyde from benzene.
455:. Consequently, overalkylation can occur. However, 184:. Friedel–Crafts reactions are of two main types: 6666:Divinylcyclopropane-cycloheptadiene rearrangement 1195:for example) to extend the aromatic ring system. 7740: 2040: 1977: 954:describes arene reactions with hydrocyanic acid. 747:of aromatic rings. Typical acylating agents are 4459: 2316: 2127: 1978:McCullagh, James V.; Daggett, Kelly A. (2007). 1646: 815:under high pressure, catalyzed by a mixture of 6926:Thermal rearrangement of aromatic hydrocarbons 5560:Thermal rearrangement of aromatic hydrocarbons 2041:Menicagli, Rita; Piccolo, Oreste (June 1980). 1701:. Organic-chemistry.org. Retrieved 2014-01-11. 1587:Ullmann's Encyclopedia of Industrial Chemistry 1527:(6th ed.), New York: Wiley-Interscience, 543: 7655:Lectka enantioselective beta-lactam synthesis 4915: 4445: 2357: 1465:Macroscale and microscale organic experiments 1311: 1199:Friedel–Crafts test for aromatic hydrocarbons 975:two arenes couple directly (sometimes called 7434:Inverse electron-demand Diels–Alder reaction 5255:Heterogeneous metal catalyzed cross-coupling 2293: 2201: 1881: 1339: 1274: 424:. Traditionally, the alkylating agents are 198: 6776:Lobry de Bruyn–Van Ekenstein transformation 1512: 1510: 1499:) CS1 maint: multiple names: authors list ( 451:than the reactant because alkyl groups are 4452: 4438: 2364: 2350: 2178: 1835: 1829: 1804: 1762: 1750: 1495:: CS1 maint: location missing publisher ( 1463:L., Williamson, Kenneth (4 January 2016). 1376: 860: 453:activators for the Friedel–Crafts reaction 7266:Petrenko-Kritschenko piperidone synthesis 6721:Fritsch–Buttenberg–Wiechell rearrangement 2105:Everett M. Schultz; Sally Mickey (1949). 1439: 1103:(a pH indicator) from two equivalents of 7429:Intramolecular Diels–Alder cycloaddition 1884:Journal of the American Chemical Society 1618:Hay, Allan S. (1969). "p,p'-Biphenols". 1507: 961:describes arene reactions with nitriles. 919: 807:, accomplished by treating benzene with 661:Friedel-Crafts aromatic addition product 626: 558: 531: 282:Friedel-Crafts aromatic addition product 247: 68: 1414:Rueping, M.; Nachtsheim, B. J. (2010). 1024:(1910, 1936) involves the acylation of 1022:Darzens–Nenitzescu synthesis of ketones 915: 536:Mechanism of Friedel–Crafts alkylation. 416:Friedel–Crafts alkylation involves the 85:Alkyl Halide, Alcohol, Alkene or Alkyne 14: 7741: 7449:Metal-centered cycloaddition reactions 7101:Debus–Radziszewski imidazole synthesis 5045:Bodroux–Chichibabin aldehyde synthesis 2093:Friedel–Crafts reactions published on 1123:A reaction of phthalic anhydride with 743:Friedel–Crafts acylation involves the 7595:Diazoalkane 1,3-dipolar cycloaddition 7499:Vinylcyclopropane (5+2) cycloaddition 7404:Diazoalkane 1,3-dipolar cycloaddition 7176:Hurd–Mori 1,2,3-thiadiazole synthesis 6671:Dowd–Beckwith ring-expansion reaction 5838:Hurd–Mori 1,2,3-thiadiazole synthesis 4914: 4751:LFER solvent coefficients (data page) 4433: 2345: 2225:C. F. H. Allen; W. E. Barker (1932). 1768: 826: 411: 400:Industrial production typically uses 180:in 1877 to attach substituents to an 7759:Carbon-carbon bond forming reactions 6406:Sharpless asymmetric dihydroxylation 5643:Methoxymethylenetriphenylphosphorane 3511:Polyhydric alcohols (sugar alcohols) 1569: 1151: 879: 6531:Allen–Millar–Trippett rearrangement 2151:C. S. Marvel; W. M. Sperry (1928). 1617: 194:electrophilic aromatic substitution 24: 7670:Nitrone-olefin (3+2) cycloaddition 7665:Niementowski quinazoline synthesis 7454:Nitrone-olefin (3+2) cycloaddition 7379:Azide-alkyne Huisgen cycloaddition 7241:Niementowski quinazoline synthesis 6996:Azide-alkyne Huisgen cycloaddition 6301:Meerwein–Ponndorf–Verley reduction 5853:Leimgruber–Batcho indole synthesis 2271:Roger Adams; C. R. Noller (1925). 2204:"β-(3-Acenaphthoyl)Propionic acid" 1807:March's Advanced Organic Chemistry 1462: 1391:10.1016/B978-0-08-052349-1.00046-9 1354:10.1016/B978-0-08-052349-1.00045-7 548:Friedel–Crafts alkylations can be 25: 7775: 7494:Trimethylenemethane cycloaddition 7196:Johnson–Corey–Chaykovsky reaction 7061:Cadogan–Sundberg indole synthesis 7041:Bohlmann–Rahtz pyridine synthesis 7001:Baeyer–Emmerling indole synthesis 5808:Cadogan–Sundberg indole synthesis 5300:Johnson–Corey–Chaykovsky reaction 4167:2-Methyl-2-propyl-1,3-propanediol 1207:with aromatic compounds using an 494:Protonation of alkenes generates 7590:Cook–Heilbron thiazole synthesis 7419:Hexadehydro Diels–Alder reaction 7246:Niementowski quinoline synthesis 7076:Cook–Heilbron thiazole synthesis 7021:Bischler–Möhlau indole synthesis 6931:Tiffeneau–Demjanov rearrangement 6561:Baker–Venkataraman rearrangement 5719:Horner–Wadsworth–Emmons reaction 5390:Mizoroki-Heck vs. Reductive Heck 5275:Horner–Wadsworth–Emmons reaction 4786:Neighbouring group participation 4414: 4413: 2047:The Journal of Organic Chemistry 1621:The Journal of Organic Chemistry 1180: 1143: 1115: 1099:. Examples are the synthesis of 1012: 900: 787: 514: 467: 392: 385: 7126:Fiesselmann thiophene synthesis 6956:Westphalen–Lettré rearrangement 6936:Vinylcyclopropane rearrangement 6766:Kornblum–DeLaMare rearrangement 6411:Epoxidation of allylic alcohols 6321:Noyori asymmetric hydrogenation 6256:Kornblum–DeLaMare rearrangement 5931:Gallagher–Hollander degradation 4396:Nucleophilic conjugate addition 2073: 2034: 2011: 1971: 1935: 1909:Nencki, M.; Sieber, N. (1881). 1902: 1870: 1798: 1704: 1692: 1667: 1640: 1611: 1578: 1005:to the octahydro derivative of 364: 7585:Chichibabin pyridine synthesis 7071:Chichibabin pyridine synthesis 7031:Blum–Ittah aziridine synthesis 6866:Ring expansion and contraction 5135:Cross dehydrogenative coupling 1805:Smith, M.B.; March, J (2001). 1540: 1456: 1407: 1370: 1333: 1305: 1268: 1243: 1223:, lineage of French scientists 1037:Nenitzescu reductive acylation 803:. This is accomplished by the 669:HCl (reaction type dependent) 290:HCl (reaction type dependent) 13: 1: 7555:Bischler–Napieralski reaction 7513:Heterocycle forming reactions 7166:Hemetsberger indole synthesis 7026:Bischler–Napieralski reaction 6941:Wagner–Meerwein rearrangement 6911:Sommelet–Hauser rearrangement 6891:Seyferth–Gilbert homologation 6756:Ireland–Claisen rearrangement 6751:Hofmann–Martius rearrangement 6511:2,3-sigmatropic rearrangement 6126:Corey–Winter olefin synthesis 6051:Barton–McCombie deoxygenation 5694:Corey–Winter olefin synthesis 5648:Seyferth–Gilbert homologation 5515:Seyferth–Gilbert homologation 4367:Fischer–Speier esterification 3299:Propylene glycol methyl ether 1237: 206: 7660:Lehmstedt–Tanasescu reaction 7620:Gabriel–Colman rearrangement 7575:Bucherer carbazole synthesis 7570:Borsche–Drechsel cyclization 7550:Bernthsen acridine synthesis 7535:Bamberger triazine synthesis 7520:Algar–Flynn–Oyamada reaction 7231:Nazarov cyclization reaction 7096:De Kimpe aziridine synthesis 7051:Bucherer carbazole synthesis 7046:Borsche–Drechsel cyclization 6816:Nazarov cyclization reaction 6796:Meyer–Schuster rearrangement 6726:Gabriel–Colman rearrangement 6476:Wolffenstein–Böters reaction 6361:Reduction of nitro compounds 6211:Grundmann aldehyde synthesis 6016:Algar–Flynn–Oyamada reaction 5425:Olefin conversion technology 5420:Nozaki–Hiyama–Kishi reaction 5215:Gabriel–Colman rearrangement 5105:Claisen-Schmidt condensation 5050:Bouveault aldehyde synthesis 2371: 1032:to methylcyclohexenylketone. 585: 522: 7: 7635:Hantzsch pyridine synthesis 7414:Enone–alkene cycloadditions 7236:Nenitzescu indole synthesis 7156:Hantzsch pyridine synthesis 7121:Ferrario–Ackermann reaction 6771:Kowalski ester homologation 6736:Halogen dance rearrangement 6581:Benzilic acid rearrangement 6006:Akabori amino-acid reaction 5966:Von Braun amide degradation 5911:Barbier–Wieland degradation 5863:Nenitzescu indole synthesis 5843:Kharasch–Sosnovsky reaction 5734:Julia–Kocienski olefination 5638:Kowalski ester homologation 5335:Kowalski ester homologation 5310:Julia–Kocienski olefination 5065:Cadiot–Chodkiewicz coupling 4990:Aza-Baylis–Hillman reaction 4935:Acetoacetic ester synthesis 4646:Dynamic binding (chemistry) 4636:Conrotatory and disrotatory 4611:Charge remote fragmentation 2534:4-Methylcyclohexanemethanol 1289:10.1002/0471264180.or003.01 1214: 1003:1-β-phenylethylcyclohexanol 544:Friedel–Crafts dealkylation 192:reactions. Both proceed by 10: 7780: 7700:Robinson–Gabriel synthesis 7650:Kröhnke pyridine synthesis 7484:Retro-Diels–Alder reaction 7424:Imine Diels–Alder reaction 7211:Kröhnke pyridine synthesis 6826:Newman–Kwart rearrangement 6801:Mislow–Evans rearrangement 6711:Fischer–Hepp rearrangement 6656:Di-π-methane rearrangement 6436:Stephen aldehyde synthesis 6171:Eschweiler–Clarke reaction 5888:Williamson ether synthesis 5205:Fujiwara–Moritani reaction 5110:Combes quinoline synthesis 5075:Carbonyl olefin metathesis 4776:More O'Ferrall–Jencks plot 4701:Grunwald–Winstein equation 4671:Electron-withdrawing group 4606:Catalytic resonance theory 4372:Williamson ether synthesis 3671:2,4-Dichlorobenzyl alcohol 2602:2-(2-Methoxyethoxy)ethanol 2597:2-(2-Methoxyethoxy)ethanol 884:Arenes react with certain 214:Friedel-Crafts alkylation 7710:Urech hydantoin synthesis 7690:Pomeranz–Fritsch reaction 7615:Fischer oxazole synthesis 7512: 7349:1,3-Dipolar cycloaddition 7339: 7321:Urech hydantoin synthesis 7291:Reissert indole synthesis 7276:Pomeranz–Fritsch reaction 7206:Knorr quinoline synthesis 7136:Fischer oxazole synthesis 7066:Camps quinoline synthesis 6986:1,3-Dipolar cycloaddition 6974: 6886:Semipinacol rearrangement 6861:Ramberg–Bäcklund reaction 6846:Piancatelli rearrangement 6786:McFadyen–Stevens reaction 6541:Alpha-ketol rearrangement 6489: 6296:McFadyen–Stevens reaction 6241:Kiliani–Fischer synthesis 6161:Elbs persulfate oxidation 6086:Bouveault–Blanc reduction 6046:Baeyer–Villiger oxidation 5984: 5901: 5878:Schotten–Baumann reaction 5781: 5754:Ramberg–Bäcklund reaction 5661: 5633:Kiliani–Fischer synthesis 5613: 5475:Ramberg–Bäcklund reaction 5460:Pinacol coupling reaction 5455:Piancatelli rearrangement 5350:Liebeskind–Srogl coupling 5200:Fujimoto–Belleau reaction 4923: 4917:List of organic reactions 4781:Negative hyperconjugation 4526: 4468: 4409: 4391:Friedel-Crafts alkylation 4382:Nucleophilic substitution 4362:Nucleophilic substitution 4332: 4279: 4237: 4201: 4185: 4149: 4127: 4094: 4041: 4034: 3989: 3971: 3953: 3805: 3796: 3739: 3684: 3656: 3603: 3509: 3493: 3472: 3401: 3394: 3306: 3195: 3025: 2950: 2873: 2795: 2726: 2695: 2592:2-(2-Ethoxyethoxy)ethanol 2567: 2524: 2512: 2485: 2452: 2386: 2379: 737: 711:Organic Chemistry Portal 705: 677: 666: 659: 650: 639: 630: 621: 593:Friedel-Crafts acylation 592: 358: 337:friedel-crafts-alkylation 332:Organic Chemistry Portal 326: 298: 287: 280: 271: 260: 251: 242: 213: 158: 138: 110: 99: 90: 81: 72: 63: 34: 7685:Pictet–Spengler reaction 7600:Einhorn–Brunner reaction 7565:Boger pyridine synthesis 7459:Oxo-Diels–Alder reaction 7374:Aza-Diels–Alder reaction 7271:Pictet–Spengler reaction 7171:Hofmann–Löffler reaction 7161:Hegedus indole synthesis 7131:Fischer indole synthesis 7006:Bartoli indole synthesis 6961:Willgerodt rearrangement 6791:McLafferty rearrangement 6701:Ferrier carbocyclization 6516:2,3-Wittig rearrangement 6506:1,2-Wittig rearrangement 6346:Parikh–Doering oxidation 6336:Oxygen rebound mechanism 6001:Adkins–Peterson reaction 5893:Yamaguchi esterification 5833:Hegedus indole synthesis 5798:Bartoli indole synthesis 5669:Bamford–Stevens reaction 5585:Weinreb ketone synthesis 5545:Stork enamine alkylation 5320:Knoevenagel condensation 5190:Ferrier carbocyclization 5080:Castro–Stephens coupling 4706:Hammett acidity function 4696:Free-energy relationship 4641:Curtin–Hammett principle 4626:Conformational isomerism 3613:2,2-Dimethylpropan-1-ol 2669:-Diisopropylaminoethanol 2317:Perry C. Reeves (1977). 2128:Lee Irvin Smith (1930). 1929:10.1002/prac.18810230111 1699:Friedel-Crafts Acylation 1661:10.15227/orgsyn.013.0012 1595:10.1002/14356007.a19_313 1563:10.15227/orgsyn.032.0090 977:Friedel–Crafts arylation 945:Gattermann–Koch reaction 805:Gattermann-Koch reaction 716:friedel-crafts-acylation 166:Friedel–Crafts reactions 35:Friedel-Crafts reaction 7645:Knorr pyrrole synthesis 7580:Bucherer–Bergs reaction 7525:Allan–Robinson reaction 7504:Wagner-Jauregg reaction 7296:Ring-closing metathesis 7221:Larock indole synthesis 7201:Knorr pyrrole synthesis 7056:Bucherer–Bergs reaction 6921:Stieglitz rearrangement 6901:Skattebøl rearrangement 6871:Ring-closing metathesis 6731:Group transfer reaction 6696:Favorskii rearrangement 6636:Cornforth rearrangement 6566:Bamberger rearrangement 6471:Wolff–Kishner reduction 6291:Markó–Lam deoxygenation 6186:Fleming–Tamao oxidation 6181:Fischer–Tropsch process 5868:Oxymercuration reaction 5848:Knorr pyrrole synthesis 5674:Barton–Kellogg reaction 5580:Wagner-Jauregg reaction 5500:Ring-closing metathesis 5490:Reimer–Tiemann reaction 5480:Rauhut–Currier reaction 5395:Nef isocyanide reaction 5355:Malonic ester synthesis 5325:Knorr pyrrole synthesis 5260:High dilution principle 5195:Friedel–Crafts reaction 5130:Cross-coupling reaction 5055:Bucherer–Bergs reaction 5040:Blanc chloromethylation 5030:Blaise ketone synthesis 5005:Baylis–Hillman reaction 5000:Barton–Kellogg reaction 4975:Allan–Robinson reaction 4881:Woodward–Hoffmann rules 4616:Charge-transfer complex 4247:1,3-Difluoro-2-propanol 1589:. Weinheim: Wiley-VCH. 1174:Wolff-Kishner reduction 1083: 984:Blanc chloromethylation 938:Wolff-Kishner reduction 870:Wolff–Kishner reduction 839:, regenerating the AlCl 779:rearrangements, as the 580:2,6-di-tert-butylphenol 18:Friedel-Crafts reaction 7754:Substitution reactions 7610:Feist–Benary synthesis 7384:Bradsher cycloaddition 7354:4+4 Photocycloaddition 7311:Simmons–Smith reaction 7256:Paternò–Büchi reaction 7116:Feist–Benary synthesis 7106:Dieckmann condensation 6856:Pummerer rearrangement 6836:Oxy-Cope rearrangement 6811:Myers allene synthesis 6761:Jacobsen rearrangement 6676:Electrocyclic reaction 6651:Demjanov rearrangement 6606:Buchner ring expansion 6576:Beckmann rearrangement 6556:Aza-Cope rearrangement 6551:Arndt–Eistert reaction 6526:Alkyne zipper reaction 6446:Transfer hydrogenation 6421:Sharpless oxyamination 6396:Selenoxide elimination 6281:Lombardo methylenation 6206:Griesbaum coozonolysis 6116:Corey–Itsuno reduction 6091:Boyland–Sims oxidation 6031:Angeli–Rimini reaction 5679:Boord olefin synthesis 5623:Arndt–Eistert reaction 5615:Homologation reactions 5415:Nitro-Mannich reaction 5330:Kolbe–Schmitt reaction 5140:Cross-coupling partner 5060:Buchner ring expansion 4980:Arndt–Eistert reaction 4746:Kinetic isotope effect 4493:Rearrangement reaction 4252:2,2,2-Trifluoroethanol 2637:Aminoethylethanolamine 2587:2,2,2-Trifluoroethanol 2582:2,2,2-Trichloroethanol 2296:"β-methyanthraquinone" 2181:"trans-dienzoethylene" 1856:10.1002/anie.201210238 1830:Smith & March 2001 1763:Smith & March 2001 1751:Smith & March 2001 1420:Beilstein J. Org. Chem 1131:gives the fluorophore 959:Houben–Hoesch reaction 925: 567: 564:1,3-Diisopropylbenzene 537: 489:rearrangement reaction 203: 7469:Pauson–Khand reaction 7306:Sharpless epoxidation 7261:Pechmann condensation 7141:Friedländer synthesis 7091:Davis–Beirut reaction 6946:Wallach rearrangement 6916:Stevens rearrangement 6851:Pinacol rearrangement 6831:Overman rearrangement 6746:Hofmann rearrangement 6741:Hayashi rearrangement 6706:Ferrier rearrangement 6661:Dimroth rearrangement 6646:Curtius rearrangement 6641:Criegee rearrangement 6621:Claisen rearrangement 6611:Carroll rearrangement 6546:Amadori rearrangement 6536:Allylic rearrangement 6416:Sharpless epoxidation 6151:Dess–Martin oxidation 6076:Bohn–Schmidt reaction 5936:Hofmann rearrangement 5739:Kauffmann olefination 5662:Olefination reactions 5600:Wurtz–Fittig reaction 5435:Palladium–NHC complex 5315:Kauffmann olefination 5270:Homologation reaction 5120:Corey–House synthesis 5100:Claisen rearrangement 4896:Yukawa–Tsuno equation 4856:Swain–Lupton equation 4836:Spherical aromaticity 4771:Möbius–Hückel concept 4556:Aromatic ring current 4518:Substitution reaction 3676:3-Nitrobenzyl alcohol 2294:L. F. Fieser (1925). 2273:"p-bromoacetophenone" 2202:L. F. Fieser (1940). 991:Bogert–Cook synthesis 923: 761:aluminium trichloride 562: 535: 202: 7675:Paal–Knorr synthesis 7545:Barton–Zard reaction 7489:Staudinger synthesis 7439:Ketene cycloaddition 7409:Diels–Alder reaction 7389:Cheletropic reaction 7369:Alkyne trimerisation 7251:Paal–Knorr synthesis 7216:Kulinkovich reaction 7191:Jacobsen epoxidation 7111:Diels–Alder reaction 6906:Smiles rearrangement 6896:Sigmatropic reaction 6781:Lossen rearrangement 6631:Corey–Fuchs reaction 6596:Boekelheide reaction 6591:Bergmann degradation 6521:Achmatowicz reaction 6306:Methionine sulfoxide 6106:Clemmensen reduction 6066:Bergmann degradation 5996:Acyloin condensation 5961:Strecker degradation 5916:Bergmann degradation 5883:Ullmann condensation 5749:Peterson olefination 5724:Hydrazone iodination 5704:Elimination reaction 5605:Zincke–Suhl reaction 5525:Sonogashira coupling 5485:Reformatsky reaction 5445:Peterson olefination 5410:Nierenstein reaction 5340:Kulinkovich reaction 5155:Diels–Alder reaction 5115:Corey–Fuchs reaction 5095:Claisen condensation 4965:Alkyne trimerisation 4940:Acyloin condensation 4906:Σ-bishomoaromaticity 4866:Thorpe–Ingold effect 4478:Elimination reaction 4377:Elimination reaction 3079:1-Heptatetracontanol 3069:1-Pentatetracontanol 3064:1-Tetratetracontanol 2971:(melissyl / myricyl) 2938:(cluytyl / montanyl) 2647:Dimethylethanolamine 2017:Li, Jie Jack (2003) 1878:phosphorus pentoxide 1844:Angew. Chem. Int. Ed 1723:-Trimethylbenzoin". 1327:10.1039/cs9720100073 1170:Clemmensen reduction 1068:in an alkylation of 993:(1933) involves the 916:Scope and variations 874:Clemmensen reduction 7695:Prilezhaev reaction 7680:Pellizzari reaction 7359:(4+3) cycloaddition 7326:Van Leusen reaction 7301:Robinson annulation 7286:Pschorr cyclization 7281:Prilezhaev reaction 7011:Bergman cyclization 6966:Wolff rearrangement 6951:Weerman degradation 6841:Pericyclic reaction 6821:Neber rearrangement 6716:Fries rearrangement 6601:Brook rearrangement 6586:Bergman cyclization 6431:Staudinger reaction 6376:Rosenmund reduction 6366:Reductive amination 6331:Oppenauer oxidation 6121:Corey–Kim oxidation 6096:Cannizzaro reaction 5971:Weerman degradation 5946:Isosaccharinic acid 5858:Mukaiyama hydration 5714:Hofmann elimination 5699:Dehydrohalogenation 5684:Chugaev elimination 5505:Robinson annulation 5450:Pfitzinger reaction 5220:Gattermann reaction 5165:Wulff–Dötz reaction 5145:Dakin–West reaction 5070:Carbonyl allylation 5015:Bergman cyclization 4801:Kennedy J. P. Orton 4721:Hammond's postulate 4691:Flippin–Lodge angle 4661:Electromeric effect 4586:Beta-silicon effect 4571:Baker–Nathan effect 4401:Transesterification 3778:Palmitoleyl alcohol 3753:3-Methyl-3-pentanol 3696:Cetostearyl alcohol 3633:3-Methylbutan-2-ol 3628:3-Methylbutan-1-ol 3623:2-Methylbutan-2-ol 3618:2-Methylbutan-1-ol 3402:Monohydric alcohols 3331:3-Methyl-3-pentanol 3321:2-Methylheptan-2-ol 3316:2-Methyl-2-pentanol 3089:1-Nonatetracontanol 3084:1-Octatetracontanol 3074:1-Hexatetracontanol 3007:1-Heptatriacontanol 2997:1-Pentatriacontanol 2991:1-Tetratriacontanol 2677:-Methylethanolamine 2642:Diethylethanolamine 2554:Methylazoxymethanol 2471:Methanol poisoning 2179:R. E. Lutz (1940). 2059:10.1021/jo01301a007 1997:2007JChEd..84.1799M 1957:2007JChEd..84..692S 1896:10.1021/ja01297a514 1876:This reaction with 1775:Smith, Michael B.; 1738:10.1021/ja01313a015 1634:10.1021/jo01256a098 1517:Smith, Michael B.; 1127:in the presence of 966:Fries rearrangement 689:Strong lewis acid: 310:Strong lewis acid: 122:Strong lewis acid: 7749:Coupling reactions 7444:McCormack reaction 7394:Conia-ene reaction 7226:Madelung synthesis 7016:Biginelli reaction 6806:Mumm rearrangement 6691:Favorskii reaction 6626:Cope rearrangement 6616:Chan rearrangement 6381:Rubottom oxidation 6311:Miyaura borylation 6276:Lipid peroxidation 6271:Lindgren oxidation 6251:Kornblum oxidation 6246:Kolbe electrolysis 6191:Fukuyama reduction 6101:Carbonyl reduction 5951:Marker degradation 5813:Diazonium compound 5803:Boudouard reaction 5782:Carbon-heteroatom 5709:Grieco elimination 5495:Rieche formylation 5440:Passerini reaction 5370:Meerwein arylation 5290:Hydroxymethylation 5185:Favorskii reaction 5085:Chan rearrangement 5020:Biginelli reaction 4945:Aldol condensation 4791:2-Norbornyl cation 4766:Möbius aromaticity 4761:Markovnikov's rule 4656:Effective molarity 4601:Bürgi–Dunitz angle 4591:Bicycloaromaticity 4296:Carbonyl reduction 4172:Diethylpropanediol 3788:tert-Butyl alcohol 3494:Trihydric alcohols 3336:3-Methyloctan-3-ol 3326:2-Methylhexan-2-ol 3239:3-Methyl-2-butanol 3059:1-Tritetracontanol 3049:1-Hentetracontanol 3017:1-Nonatriacontanol 3012:1-Octatriacontanol 3002:1-Hexatriacontanol 2850:(cetyl / palmityl) 2705:2-Methyl-1-butanol 2544:Cyclohexylmethanol 2403:2-Methyl-1-butanol 2005:10.1021/ed084p1799 1209:aluminium chloride 1166:succinic anhydride 1109:phthalic anhydride 1062:aluminium chloride 952:Gatterman reaction 926: 827:Reaction mechanism 817:aluminium chloride 568: 538: 504:methallyl chloride 442:aluminium chloride 412:With alkyl halides 204: 7736: 7735: 7732: 7731: 7728: 7727: 7720:Wohl–Aue reaction 7364:6+4 Cycloaddition 7181:Iodolactonization 6501:1,2-rearrangement 6466:Wohl–Aue reaction 6386:Sabatier reaction 6351:Pinnick oxidation 6316:Mozingo reduction 6261:Leuckart reaction 6216:Haloform reaction 6131:Criegee oxidation 6111:Collins oxidation 6061:Benkeser reaction 6056:Bechamp reduction 6026:Andrussow process 6011:Alcohol oxidation 5921:Edman degradation 5828:Haloform reaction 5777: 5776: 5764:Takai olefination 5729:Julia olefination 5555:Takai olefination 5430:Olefin metathesis 5305:Julia olefination 5230:Grignard reaction 5210:Fukuyama coupling 5125:Coupling reaction 5090:Chan–Lam coupling 4960:Alkyne metathesis 4955:Alkane metathesis 4811:Phosphaethynolate 4716:George S. Hammond 4676:Electronic effect 4631:Conjugated system 4513:Stereospecificity 4508:Stereoselectivity 4473:Addition reaction 4462:organic reactions 4427: 4426: 4350:Alcohol oxidation 4271:Trifluoromethanol 4145: 4144: 4030: 4029: 3783:tert-Amyl alcohol 3763:Linolenyl alcohol 3658:Aromatic alcohols 3599: 3598: 3473:Dihydric alcohols 3386:Triphenylmethanol 3341:Diacetone alcohol 3289:Pinacolyl alcohol 3214:2-Deoxyerythritol 3187:Veratrole alcohol 3167:Propargyl alcohol 3157:Phenethyl alcohol 3147:Nicotinyl alcohol 3142:Neopentyl alcohol 3097: 3096: 3054:1-Dotetracontanol 2986:1-Tritriacontanol 2975:1-Hentriacontanol 2627:2-Mercaptoethanol 2559:Trifluoromethanol 2508: 2507: 2495:Isopropyl alcohol 2423:Phenethyl alcohol 2388:Alcohols found in 2327:Organic Syntheses 2304:Organic Syntheses 2281:Organic Syntheses 2258:Organic Syntheses 2235:Organic Syntheses 2212:Organic Syntheses 2189:Organic Syntheses 2161:Organic Syntheses 2138:Organic Syntheses 2115:Organic Syntheses 2107:"Diphenylacetone" 2095:Organic Syntheses 2085:978-1-4390-4914-3 2053:(13): 2581–2585. 1965:10.1021/ed084p692 1850:(38): 9900–9930. 1792:978-0-471-72091-1 1732:(10): 1803–1804. 1726:J. Am. Chem. Soc. 1649:Organic Syntheses 1550:Organic Syntheses 1534:978-0-471-72091-1 1400:978-0-08-052349-1 1379:Compr. Org. Synth 1363:978-0-08-052349-1 1342:Compr. Org. Synth 1227:Hydrodealkylation 1158:Haworth synthesis 1152:Haworth synthesis 880:Hydroxyalkylation 813:hydrogen chloride 741: 740: 673: 672: 616:Coupling reaction 572:protecting groups 502:from benzene and 484:) will undergo a 408:as the catalyst. 362: 361: 294: 293: 237:Coupling reaction 162: 161: 106: 105: 58:Coupling reaction 16:(Redirected from 7771: 7715:Wenker synthesis 7705:Stollé synthesis 7560:Bobbitt reaction 7530:Auwers synthesis 7474:Povarov reaction 7399:Cyclopropanation 7337: 7336: 7331:Wenker synthesis 7086:Darzens reaction 7036:Bobbitt reaction 6881:Schmidt reaction 6686:Enyne metathesis 6461:Whiting reaction 6456:Wharton reaction 6401:Shapiro reaction 6391:Sarett oxidation 6356:Prévost reaction 6166:Emde degradation 5976:Wohl degradation 5956:Ruff degradation 5926:Emde degradation 5823:Grignard reagent 5759:Shapiro reaction 5744:McMurry reaction 5611: 5610: 5575:Ullmann reaction 5540:Stollé synthesis 5530:Stetter reaction 5520:Shapiro reaction 5510:Sakurai reaction 5405:Negishi coupling 5385:Minisci reaction 5380:Michael reaction 5365:McMurry reaction 5360:Mannich reaction 5240:Hammick reaction 5235:Grignard reagent 5175:Enyne metathesis 5160:Doebner reaction 5150:Darzens reaction 4995:Barbier reaction 4985:Auwers synthesis 4912: 4911: 4886:Woodward's rules 4851:Superaromaticity 4841:Spiroaromaticity 4741:Inductive effect 4736:Hyperconjugation 4711:Hammett equation 4651:Edwards equation 4503:Regioselectivity 4454: 4447: 4440: 4431: 4430: 4417: 4416: 4039: 4038: 4035:Terpene alcohols 3820:Methylene glycol 3803: 3802: 3768:Linoleyl alcohol 3711:Myristyl alcohol 3538:Propylene glycol 3485:Propylene glycol 3399: 3398: 3381:Triphenylethanol 3294:Pirkle's alcohol 3279:Diphenylmethanol 3182:Vanillyl alcohol 3152:Perillyl alcohol 3132:Furfuryl alcohol 3122:Cinnamyl alcohol 2980:1-Dotriacontanol 2632:2-Methoxyethanol 2522: 2521: 2390:alcoholic drinks 2384: 2383: 2366: 2359: 2352: 2343: 2342: 2335: 2323: 2312: 2300: 2289: 2277: 2266: 2254: 2243: 2231: 2220: 2208: 2197: 2185: 2169: 2157: 2146: 2134: 2123: 2111: 2087: 2077: 2071: 2070: 2038: 2032: 2015: 2009: 2008: 1975: 1969: 1968: 1939: 1933: 1932: 1906: 1900: 1899: 1890:(6): 1062–1063. 1874: 1868: 1867: 1839: 1833: 1827: 1821: 1820: 1802: 1796: 1795: 1772: 1766: 1760: 1754: 1748: 1742: 1741: 1722: 1718: 1714: 1708: 1702: 1696: 1690: 1689: 1687: 1685: 1671: 1665: 1664: 1644: 1638: 1637: 1628:(4): 1160–1161. 1615: 1609: 1608: 1582: 1576: 1573: 1567: 1565: 1544: 1538: 1537: 1514: 1505: 1504: 1494: 1486: 1460: 1454: 1453: 1443: 1432:10.3762/bjoc.6.6 1411: 1405: 1404: 1374: 1368: 1367: 1337: 1331: 1330: 1309: 1303: 1302: 1272: 1266: 1247: 1184: 1164:is reacted with 1147: 1119: 1016: 904: 864: 844:quantity of AlCl 821:cuprous chloride 791: 733: 718: 654: 644:Acylating agents 628: 627: 590: 589: 518: 500:neophyl chloride 471: 457:steric hindrance 396: 389: 354: 339: 275: 265:Alkylating Agent 249: 248: 211: 210: 154: 101:Coupling Product 94: 70: 69: 32: 31: 21: 7779: 7778: 7774: 7773: 7772: 7770: 7769: 7768: 7739: 7738: 7737: 7724: 7625:Gewald reaction 7508: 7335: 7316:Skraup reaction 7151:Graham reaction 7146:Gewald reaction 6977: 6970: 6492: 6485: 6441:Swern oxidation 6426:Stahl oxidation 6371:Riley oxidation 6326:Omega oxidation 6286:Luche reduction 6236:Jones oxidation 6201:Glycol cleavage 6196:Ganem oxidation 6141:Davis oxidation 6136:Dakin oxidation 6071:Birch reduction 6021:Amide reduction 5987: 5980: 5941:Hooker reaction 5903: 5897: 5785: 5783: 5773: 5769:Wittig reaction 5657: 5653:Wittig reaction 5628:Hooker reaction 5609: 5590:Wittig reaction 5565:Thorpe reaction 5550:Suzuki reaction 5535:Stille reaction 5470:Quelet reaction 5345:Kumada coupling 5295:Ivanov reaction 5285:Hydrovinylation 5265:Hiyama coupling 5225:Glaser coupling 5035:Blaise reaction 5025:Bingel reaction 5010:Benary reaction 4927: 4925: 4919: 4910: 4806:Passive binding 4726:Homoaromaticity 4576:Baldwin's rules 4551:Antiaromaticity 4546:Anomeric effect 4522: 4464: 4458: 4428: 4423: 4405: 4355:Glycol cleavage 4328: 4324:Ziegler process 4275: 4257:2-Fluoroethanol 4233: 4197: 4181: 4177:Ethylene glycol 4162:1,5-Pentanediol 4141: 4129: 4123: 4096: 4090: 4043: 4026: 3990:Glycylglycitols 3985: 3973: 3967: 3955: 3949: 3945: 3935: 3925: 3915: 3905: 3895: 3885: 3875: 3865: 3855: 3845: 3835: 3830:Ethylene glycol 3825: 3813: 3809: 3792: 3743: 3741: 3735: 3686: 3680: 3652: 3595: 3591: 3581: 3567: 3557: 3543: 3529: 3524:Ethylene glycol 3519:Pentaerythritol 3505: 3489: 3480:Ethylene glycol 3468: 3464: 3454: 3444: 3434: 3424: 3414: 3395:Hydric alcohols 3390: 3308: 3302: 3204:1-Phenylethanol 3197: 3191: 3172:Salicyl alcohol 3137:Isoamyl alcohol 3093: 3044:1-Tetracontanol 3037: 3033: 3029: 3027: 3021: 2962: 2958: 2954: 2952: 2946: 2885: 2881: 2877: 2875: 2869: 2807: 2803: 2799: 2797: 2791: 2738: 2734: 2730: 2728: 2722: 2691: 2687:Tribromoethanol 2622:2-Fluoroethanol 2617:2-Ethoxyethanol 2612:2-Chloroethanol 2607:2-Butoxyethanol 2563: 2549:Methoxymethanol 2515: 2504: 2481: 2454:Medical alcohol 2448: 2413:Isoamyl alcohol 2389: 2375: 2370: 2321: 2298: 2275: 2252: 2229: 2227:"Desoxybenzoin" 2206: 2183: 2155: 2132: 2109: 2098: 2090: 2078: 2074: 2039: 2035: 2016: 2012: 1976: 1972: 1940: 1936: 1916:J. Prakt. Chem. 1907: 1903: 1875: 1871: 1840: 1836: 1828: 1824: 1817: 1809:. p. 725. 1803: 1799: 1793: 1773: 1769: 1761: 1757: 1753:, p. 1835. 1749: 1745: 1720: 1716: 1712: 1709: 1705: 1697: 1693: 1683: 1681: 1675:"Desoxybenzoin" 1673: 1672: 1668: 1645: 1641: 1616: 1612: 1605: 1583: 1579: 1574: 1570: 1545: 1541: 1535: 1515: 1508: 1488: 1487: 1475: 1461: 1457: 1412: 1408: 1401: 1375: 1371: 1364: 1338: 1334: 1315:Chem. Soc. Rev. 1310: 1306: 1299: 1273: 1269: 1248: 1244: 1240: 1232:Transalkylation 1217: 1201: 1193: 1154: 1101:thymolphthalein 1086: 1064:is replaced by 1058:green chemistry 1051:Nencki reaction 1035:In the related 1030:acetyl chloride 973:Scholl reaction 918: 882: 851: 847: 842: 838: 829: 809:carbon monoxide 766: 753:Acid anhydrides 729: 714: 701: 699: 690: 668: 652: 641: 604: 602:Charles Friedel 588: 554:transalkylation 546: 525: 483: 414: 404:derived from a 367: 350: 335: 322: 320: 311: 289: 273: 262: 225: 223:Charles Friedel 209: 174:Charles Friedel 150: 134: 132: 123: 92: 83: 46: 44:Charles Friedel 28: 23: 22: 15: 12: 11: 5: 7777: 7767: 7766: 7764:Name reactions 7761: 7756: 7751: 7734: 7733: 7730: 7729: 7726: 7725: 7723: 7722: 7717: 7712: 7707: 7702: 7697: 7692: 7687: 7682: 7677: 7672: 7667: 7662: 7657: 7652: 7647: 7642: 7637: 7632: 7630:Hantzsch ester 7627: 7622: 7617: 7612: 7607: 7602: 7597: 7592: 7587: 7582: 7577: 7572: 7567: 7562: 7557: 7552: 7547: 7542: 7540:Banert cascade 7537: 7532: 7527: 7522: 7516: 7514: 7510: 7509: 7507: 7506: 7501: 7496: 7491: 7486: 7481: 7479:Prato reaction 7476: 7471: 7466: 7461: 7456: 7451: 7446: 7441: 7436: 7431: 7426: 7421: 7416: 7411: 7406: 7401: 7396: 7391: 7386: 7381: 7376: 7371: 7366: 7361: 7356: 7351: 7345: 7343: 7334: 7333: 7328: 7323: 7318: 7313: 7308: 7303: 7298: 7293: 7288: 7283: 7278: 7273: 7268: 7263: 7258: 7253: 7248: 7243: 7238: 7233: 7228: 7223: 7218: 7213: 7208: 7203: 7198: 7193: 7188: 7183: 7178: 7173: 7168: 7163: 7158: 7153: 7148: 7143: 7138: 7133: 7128: 7123: 7118: 7113: 7108: 7103: 7098: 7093: 7088: 7083: 7078: 7073: 7068: 7063: 7058: 7053: 7048: 7043: 7038: 7033: 7028: 7023: 7018: 7013: 7008: 7003: 6998: 6993: 6988: 6982: 6980: 6972: 6971: 6969: 6968: 6963: 6958: 6953: 6948: 6943: 6938: 6933: 6928: 6923: 6918: 6913: 6908: 6903: 6898: 6893: 6888: 6883: 6878: 6873: 6868: 6863: 6858: 6853: 6848: 6843: 6838: 6833: 6828: 6823: 6818: 6813: 6808: 6803: 6798: 6793: 6788: 6783: 6778: 6773: 6768: 6763: 6758: 6753: 6748: 6743: 6738: 6733: 6728: 6723: 6718: 6713: 6708: 6703: 6698: 6693: 6688: 6683: 6678: 6673: 6668: 6663: 6658: 6653: 6648: 6643: 6638: 6633: 6628: 6623: 6618: 6613: 6608: 6603: 6598: 6593: 6588: 6583: 6578: 6573: 6571:Banert cascade 6568: 6563: 6558: 6553: 6548: 6543: 6538: 6533: 6528: 6523: 6518: 6513: 6508: 6503: 6497: 6495: 6491:Rearrangement 6487: 6486: 6484: 6483: 6481:Zinin reaction 6478: 6473: 6468: 6463: 6458: 6453: 6451:Wacker process 6448: 6443: 6438: 6433: 6428: 6423: 6418: 6413: 6408: 6403: 6398: 6393: 6388: 6383: 6378: 6373: 6368: 6363: 6358: 6353: 6348: 6343: 6338: 6333: 6328: 6323: 6318: 6313: 6308: 6303: 6298: 6293: 6288: 6283: 6278: 6273: 6268: 6263: 6258: 6253: 6248: 6243: 6238: 6233: 6228: 6226:Hydrogenolysis 6223: 6218: 6213: 6208: 6203: 6198: 6193: 6188: 6183: 6178: 6176:Étard reaction 6173: 6168: 6163: 6158: 6153: 6148: 6143: 6138: 6133: 6128: 6123: 6118: 6113: 6108: 6103: 6098: 6093: 6088: 6083: 6081:Bosch reaction 6078: 6073: 6068: 6063: 6058: 6053: 6048: 6043: 6038: 6033: 6028: 6023: 6018: 6013: 6008: 6003: 5998: 5992: 5990: 5986:Organic redox 5982: 5981: 5979: 5978: 5973: 5968: 5963: 5958: 5953: 5948: 5943: 5938: 5933: 5928: 5923: 5918: 5913: 5907: 5905: 5899: 5898: 5896: 5895: 5890: 5885: 5880: 5875: 5870: 5865: 5860: 5855: 5850: 5845: 5840: 5835: 5830: 5825: 5820: 5818:Esterification 5815: 5810: 5805: 5800: 5795: 5789: 5787: 5779: 5778: 5775: 5774: 5772: 5771: 5766: 5761: 5756: 5751: 5746: 5741: 5736: 5731: 5726: 5721: 5716: 5711: 5706: 5701: 5696: 5691: 5686: 5681: 5676: 5671: 5665: 5663: 5659: 5658: 5656: 5655: 5650: 5645: 5640: 5635: 5630: 5625: 5619: 5617: 5608: 5607: 5602: 5597: 5595:Wurtz reaction 5592: 5587: 5582: 5577: 5572: 5567: 5562: 5557: 5552: 5547: 5542: 5537: 5532: 5527: 5522: 5517: 5512: 5507: 5502: 5497: 5492: 5487: 5482: 5477: 5472: 5467: 5465:Prins reaction 5462: 5457: 5452: 5447: 5442: 5437: 5432: 5427: 5422: 5417: 5412: 5407: 5402: 5397: 5392: 5387: 5382: 5377: 5372: 5367: 5362: 5357: 5352: 5347: 5342: 5337: 5332: 5327: 5322: 5317: 5312: 5307: 5302: 5297: 5292: 5287: 5282: 5280:Hydrocyanation 5277: 5272: 5267: 5262: 5257: 5252: 5250:Henry reaction 5247: 5242: 5237: 5232: 5227: 5222: 5217: 5212: 5207: 5202: 5197: 5192: 5187: 5182: 5177: 5172: 5167: 5162: 5157: 5152: 5147: 5142: 5137: 5132: 5127: 5122: 5117: 5112: 5107: 5102: 5097: 5092: 5087: 5082: 5077: 5072: 5067: 5062: 5057: 5052: 5047: 5042: 5037: 5032: 5027: 5022: 5017: 5012: 5007: 5002: 4997: 4992: 4987: 4982: 4977: 4972: 4967: 4962: 4957: 4952: 4950:Aldol reaction 4947: 4942: 4937: 4931: 4929: 4924:Carbon-carbon 4921: 4920: 4909: 4908: 4903: 4901:Zaitsev's rule 4898: 4893: 4888: 4883: 4878: 4873: 4868: 4863: 4858: 4853: 4848: 4846:Steric effects 4843: 4838: 4833: 4828: 4823: 4818: 4813: 4808: 4803: 4798: 4793: 4788: 4783: 4778: 4773: 4768: 4763: 4758: 4753: 4748: 4743: 4738: 4733: 4728: 4723: 4718: 4713: 4708: 4703: 4698: 4693: 4688: 4683: 4678: 4673: 4668: 4663: 4658: 4653: 4648: 4643: 4638: 4633: 4628: 4623: 4618: 4613: 4608: 4603: 4598: 4593: 4588: 4583: 4578: 4573: 4568: 4563: 4558: 4553: 4548: 4543: 4538: 4533: 4527: 4524: 4523: 4521: 4520: 4515: 4510: 4505: 4500: 4498:Redox reaction 4495: 4490: 4485: 4483:Polymerization 4480: 4475: 4469: 4466: 4465: 4457: 4456: 4449: 4442: 4434: 4425: 4424: 4422: 4421: 4410: 4407: 4406: 4404: 4403: 4398: 4393: 4388: 4386:carbonyl group 4379: 4374: 4369: 4364: 4359: 4358: 4357: 4347: 4342: 4336: 4334: 4330: 4329: 4327: 4326: 4321: 4312: 4303: 4301:Ether cleavage 4298: 4293: 4283: 4281: 4277: 4276: 4274: 4273: 4268: 4266:-butyl alcohol 4259: 4254: 4249: 4243: 4241: 4239:Fluoroalcohols 4235: 4234: 4232: 4231: 4226: 4221: 4216: 4211: 4205: 4203: 4199: 4198: 4196: 4195: 4189: 4187: 4183: 4182: 4180: 4179: 4174: 4169: 4164: 4159: 4157:1,4-Butanediol 4153: 4151: 4147: 4146: 4143: 4142: 4140: 4139: 4133: 4131: 4125: 4124: 4122: 4121: 4116: 4111: 4106: 4100: 4098: 4092: 4091: 4089: 4088: 4083: 4078: 4073: 4068: 4063: 4058: 4053: 4047: 4045: 4036: 4032: 4031: 4028: 4027: 4025: 4024: 4019: 4017:Maltotetraitol 4014: 4009: 4004: 3999: 3993: 3991: 3987: 3986: 3984: 3983: 3977: 3975: 3969: 3968: 3966: 3965: 3959: 3957: 3951: 3950: 3948: 3947: 3943: 3937: 3933: 3927: 3923: 3917: 3913: 3907: 3903: 3897: 3893: 3887: 3883: 3877: 3873: 3867: 3863: 3857: 3853: 3847: 3843: 3837: 3833: 3827: 3823: 3816: 3814: 3811: 3807: 3800: 3798:Sugar alcohols 3794: 3793: 3791: 3790: 3785: 3780: 3775: 3770: 3765: 3760: 3758:Erucyl alcohol 3755: 3749: 3747: 3745:fatty alcohols 3737: 3736: 3734: 3733: 3728: 3723: 3718: 3713: 3708: 3706:Lauryl alcohol 3703: 3698: 3692: 3690: 3688:fatty alcohols 3682: 3681: 3679: 3678: 3673: 3668: 3666:Benzyl alcohol 3662: 3660: 3654: 3653: 3651: 3650: 3645: 3640: 3635: 3630: 3625: 3620: 3615: 3609: 3607: 3601: 3600: 3597: 3596: 3594: 3593: 3589: 3583: 3579: 3569: 3565: 3559: 3555: 3545: 3541: 3531: 3527: 3521: 3515: 3513: 3507: 3506: 3504: 3503: 3497: 3495: 3491: 3490: 3488: 3487: 3482: 3476: 3474: 3470: 3469: 3467: 3466: 3462: 3456: 3452: 3446: 3442: 3436: 3432: 3426: 3422: 3416: 3412: 3405: 3403: 3396: 3392: 3391: 3389: 3388: 3383: 3378: 3376:-Butyl alcohol 3370: 3362: 3360:-butyl alcohol 3353: 3351:Methylpentynol 3348: 3343: 3338: 3333: 3328: 3323: 3318: 3312: 3310: 3304: 3303: 3301: 3296: 3291: 3286: 3281: 3276: 3271: 3266: 3261: 3256: 3251: 3246: 3241: 3236: 3231: 3226: 3221: 3216: 3211: 3206: 3201: 3199: 3193: 3192: 3190: 3189: 3184: 3179: 3174: 3169: 3164: 3159: 3154: 3149: 3144: 3139: 3134: 3129: 3127:Crotyl alcohol 3124: 3119: 3117:Benzyl alcohol 3114: 3112:Anisyl alcohol 3109: 3104: 3102:2-Ethylhexanol 3098: 3095: 3094: 3092: 3091: 3086: 3081: 3076: 3071: 3066: 3061: 3056: 3051: 3046: 3040: 3038: 3035: 3031: 3026:Straight-chain 3023: 3022: 3020: 3019: 3014: 3009: 3004: 2999: 2994: 2988: 2983: 2977: 2972: 2969:1-Triacontanol 2965: 2963: 2960: 2956: 2951:Straight-chain 2948: 2947: 2945: 2944: 2939: 2933: 2931:1-Heptacosanol 2928: 2922: 2920:1-Pentacosanol 2917: 2914:1-Tetracosanol 2911: 2906: 2900: 2898:1-Heneicosanol 2895: 2888: 2886: 2883: 2879: 2874:Straight-chain 2871: 2870: 2868: 2867: 2862: 2856: 2854:1-Heptadecanol 2851: 2845: 2843:1-Pentadecanol 2840: 2837:1-Tetradecanol 2834: 2829: 2823: 2817: 2810: 2808: 2805: 2801: 2796:Straight-chain 2793: 2792: 2790: 2789: 2783: 2777: 2772: 2767: 2762: 2757: 2752: 2747: 2741: 2739: 2736: 2732: 2727:Straight-chain 2724: 2723: 2721: 2720: 2712: 2707: 2701: 2699: 2693: 2692: 2690: 2689: 2684: 2682:Phenoxyethanol 2679: 2671: 2659: 2654: 2649: 2644: 2639: 2634: 2629: 2624: 2619: 2614: 2609: 2604: 2599: 2594: 2589: 2584: 2579: 2577:1-Aminoethanol 2573: 2571: 2565: 2564: 2562: 2561: 2556: 2551: 2546: 2541: 2536: 2530: 2528: 2519: 2510: 2509: 2506: 2505: 2503: 2502: 2497: 2491: 2489: 2487:Toxic alcohols 2483: 2482: 2480: 2479: 2478: 2477: 2469: 2467:Methylpentynol 2464: 2458: 2456: 2450: 2449: 2447: 2446: 2441: 2439:-Butyl alcohol 2433: 2425: 2420: 2415: 2410: 2405: 2400: 2394: 2392: 2381: 2380:By consumption 2377: 2376: 2369: 2368: 2361: 2354: 2346: 2340: 2339: 2338: 2337: 2314: 2291: 2268: 2245: 2222: 2199: 2173: 2172: 2171: 2153:"Benzophenone" 2148: 2125: 2097: 2091: 2089: 2088: 2072: 2033: 2010: 1985:J. Chem. Educ. 1970: 1945:J. Chem. Educ. 1934: 1901: 1869: 1834: 1832:, p. 732. 1822: 1815: 1797: 1791: 1767: 1765:, p. 745. 1755: 1743: 1703: 1691: 1666: 1639: 1610: 1603: 1577: 1568: 1539: 1533: 1506: 1473: 1455: 1406: 1399: 1369: 1362: 1332: 1304: 1297: 1267: 1241: 1239: 1236: 1235: 1234: 1229: 1224: 1221:Friedel family 1216: 1213: 1200: 1197: 1191: 1186: 1185: 1153: 1150: 1149: 1148: 1121: 1120: 1090:triarylmethane 1085: 1082: 1081: 1080: 1054: 1047: 1033: 1010: 1009: 987: 980: 969: 962: 955: 948: 941: 917: 914: 906: 905: 896:with benzene: 892:derivative of 881: 878: 866: 865: 849: 845: 840: 836: 828: 825: 793: 792: 764: 749:acyl chlorides 739: 738: 735: 734: 727: 720: 719: 712: 708: 707: 703: 702: 697: 688: 686: 680: 679: 675: 674: 671: 670: 664: 663: 657: 656: 648: 647: 637: 636: 624: 623: 619: 618: 613: 612:Reaction type 609: 608: 599: 595: 594: 587: 584: 545: 542: 541: 540: 524: 521: 520: 519: 481: 473: 472: 413: 410: 398: 397: 390: 379:cumene process 366: 363: 360: 359: 356: 355: 348: 341: 340: 333: 329: 328: 324: 323: 318: 309: 307: 301: 300: 296: 295: 292: 291: 285: 284: 278: 277: 269: 268: 258: 257: 245: 244: 240: 239: 234: 233:Reaction type 230: 229: 220: 216: 215: 208: 205: 188:reactions and 160: 159: 156: 155: 148: 141: 140: 136: 135: 130: 121: 119: 113: 112: 108: 107: 104: 103: 97: 96: 88: 87: 79: 78: 66: 65: 61: 60: 55: 54:Reaction type 51: 50: 41: 37: 36: 26: 9: 6: 4: 3: 2: 7776: 7765: 7762: 7760: 7757: 7755: 7752: 7750: 7747: 7746: 7744: 7721: 7718: 7716: 7713: 7711: 7708: 7706: 7703: 7701: 7698: 7696: 7693: 7691: 7688: 7686: 7683: 7681: 7678: 7676: 7673: 7671: 7668: 7666: 7663: 7661: 7658: 7656: 7653: 7651: 7648: 7646: 7643: 7641: 7640:Herz reaction 7638: 7636: 7633: 7631: 7628: 7626: 7623: 7621: 7618: 7616: 7613: 7611: 7608: 7606: 7603: 7601: 7598: 7596: 7593: 7591: 7588: 7586: 7583: 7581: 7578: 7576: 7573: 7571: 7568: 7566: 7563: 7561: 7558: 7556: 7553: 7551: 7548: 7546: 7543: 7541: 7538: 7536: 7533: 7531: 7528: 7526: 7523: 7521: 7518: 7517: 7515: 7511: 7505: 7502: 7500: 7497: 7495: 7492: 7490: 7487: 7485: 7482: 7480: 7477: 7475: 7472: 7470: 7467: 7465: 7462: 7460: 7457: 7455: 7452: 7450: 7447: 7445: 7442: 7440: 7437: 7435: 7432: 7430: 7427: 7425: 7422: 7420: 7417: 7415: 7412: 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: 7346: 7344: 7342: 7341:Cycloaddition 7338: 7332: 7329: 7327: 7324: 7322: 7319: 7317: 7314: 7312: 7309: 7307: 7304: 7302: 7299: 7297: 7294: 7292: 7289: 7287: 7284: 7282: 7279: 7277: 7274: 7272: 7269: 7267: 7264: 7262: 7259: 7257: 7254: 7252: 7249: 7247: 7244: 7242: 7239: 7237: 7234: 7232: 7229: 7227: 7224: 7222: 7219: 7217: 7214: 7212: 7209: 7207: 7204: 7202: 7199: 7197: 7194: 7192: 7189: 7187: 7186:Isay reaction 7184: 7182: 7179: 7177: 7174: 7172: 7169: 7167: 7164: 7162: 7159: 7157: 7154: 7152: 7149: 7147: 7144: 7142: 7139: 7137: 7134: 7132: 7129: 7127: 7124: 7122: 7119: 7117: 7114: 7112: 7109: 7107: 7104: 7102: 7099: 7097: 7094: 7092: 7089: 7087: 7084: 7082: 7081:Cycloaddition 7079: 7077: 7074: 7072: 7069: 7067: 7064: 7062: 7059: 7057: 7054: 7052: 7049: 7047: 7044: 7042: 7039: 7037: 7034: 7032: 7029: 7027: 7024: 7022: 7019: 7017: 7014: 7012: 7009: 7007: 7004: 7002: 6999: 6997: 6994: 6992: 6989: 6987: 6984: 6983: 6981: 6979: 6976:Ring forming 6973: 6967: 6964: 6962: 6959: 6957: 6954: 6952: 6949: 6947: 6944: 6942: 6939: 6937: 6934: 6932: 6929: 6927: 6924: 6922: 6919: 6917: 6914: 6912: 6909: 6907: 6904: 6902: 6899: 6897: 6894: 6892: 6889: 6887: 6884: 6882: 6879: 6877: 6876:Rupe reaction 6874: 6872: 6869: 6867: 6864: 6862: 6859: 6857: 6854: 6852: 6849: 6847: 6844: 6842: 6839: 6837: 6834: 6832: 6829: 6827: 6824: 6822: 6819: 6817: 6814: 6812: 6809: 6807: 6804: 6802: 6799: 6797: 6794: 6792: 6789: 6787: 6784: 6782: 6779: 6777: 6774: 6772: 6769: 6767: 6764: 6762: 6759: 6757: 6754: 6752: 6749: 6747: 6744: 6742: 6739: 6737: 6734: 6732: 6729: 6727: 6724: 6722: 6719: 6717: 6714: 6712: 6709: 6707: 6704: 6702: 6699: 6697: 6694: 6692: 6689: 6687: 6684: 6682: 6679: 6677: 6674: 6672: 6669: 6667: 6664: 6662: 6659: 6657: 6654: 6652: 6649: 6647: 6644: 6642: 6639: 6637: 6634: 6632: 6629: 6627: 6624: 6622: 6619: 6617: 6614: 6612: 6609: 6607: 6604: 6602: 6599: 6597: 6594: 6592: 6589: 6587: 6584: 6582: 6579: 6577: 6574: 6572: 6569: 6567: 6564: 6562: 6559: 6557: 6554: 6552: 6549: 6547: 6544: 6542: 6539: 6537: 6534: 6532: 6529: 6527: 6524: 6522: 6519: 6517: 6514: 6512: 6509: 6507: 6504: 6502: 6499: 6498: 6496: 6494: 6488: 6482: 6479: 6477: 6474: 6472: 6469: 6467: 6464: 6462: 6459: 6457: 6454: 6452: 6449: 6447: 6444: 6442: 6439: 6437: 6434: 6432: 6429: 6427: 6424: 6422: 6419: 6417: 6414: 6412: 6409: 6407: 6404: 6402: 6399: 6397: 6394: 6392: 6389: 6387: 6384: 6382: 6379: 6377: 6374: 6372: 6369: 6367: 6364: 6362: 6359: 6357: 6354: 6352: 6349: 6347: 6344: 6342: 6339: 6337: 6334: 6332: 6329: 6327: 6324: 6322: 6319: 6317: 6314: 6312: 6309: 6307: 6304: 6302: 6299: 6297: 6294: 6292: 6289: 6287: 6284: 6282: 6279: 6277: 6274: 6272: 6269: 6267: 6266:Ley oxidation 6264: 6262: 6259: 6257: 6254: 6252: 6249: 6247: 6244: 6242: 6239: 6237: 6234: 6232: 6231:Hydroxylation 6229: 6227: 6224: 6222: 6221:Hydrogenation 6219: 6217: 6214: 6212: 6209: 6207: 6204: 6202: 6199: 6197: 6194: 6192: 6189: 6187: 6184: 6182: 6179: 6177: 6174: 6172: 6169: 6167: 6164: 6162: 6159: 6157: 6156:DNA oxidation 6154: 6152: 6149: 6147: 6146:Deoxygenation 6144: 6142: 6139: 6137: 6134: 6132: 6129: 6127: 6124: 6122: 6119: 6117: 6114: 6112: 6109: 6107: 6104: 6102: 6099: 6097: 6094: 6092: 6089: 6087: 6084: 6082: 6079: 6077: 6074: 6072: 6069: 6067: 6064: 6062: 6059: 6057: 6054: 6052: 6049: 6047: 6044: 6042: 6039: 6037: 6036:Aromatization 6034: 6032: 6029: 6027: 6024: 6022: 6019: 6017: 6014: 6012: 6009: 6007: 6004: 6002: 5999: 5997: 5994: 5993: 5991: 5989: 5983: 5977: 5974: 5972: 5969: 5967: 5964: 5962: 5959: 5957: 5954: 5952: 5949: 5947: 5944: 5942: 5939: 5937: 5934: 5932: 5929: 5927: 5924: 5922: 5919: 5917: 5914: 5912: 5909: 5908: 5906: 5900: 5894: 5891: 5889: 5886: 5884: 5881: 5879: 5876: 5874: 5873:Reed reaction 5871: 5869: 5866: 5864: 5861: 5859: 5856: 5854: 5851: 5849: 5846: 5844: 5841: 5839: 5836: 5834: 5831: 5829: 5826: 5824: 5821: 5819: 5816: 5814: 5811: 5809: 5806: 5804: 5801: 5799: 5796: 5794: 5791: 5790: 5788: 5784:bond forming 5780: 5770: 5767: 5765: 5762: 5760: 5757: 5755: 5752: 5750: 5747: 5745: 5742: 5740: 5737: 5735: 5732: 5730: 5727: 5725: 5722: 5720: 5717: 5715: 5712: 5710: 5707: 5705: 5702: 5700: 5697: 5695: 5692: 5690: 5689:Cope reaction 5687: 5685: 5682: 5680: 5677: 5675: 5672: 5670: 5667: 5666: 5664: 5660: 5654: 5651: 5649: 5646: 5644: 5641: 5639: 5636: 5634: 5631: 5629: 5626: 5624: 5621: 5620: 5618: 5616: 5612: 5606: 5603: 5601: 5598: 5596: 5593: 5591: 5588: 5586: 5583: 5581: 5578: 5576: 5573: 5571: 5568: 5566: 5563: 5561: 5558: 5556: 5553: 5551: 5548: 5546: 5543: 5541: 5538: 5536: 5533: 5531: 5528: 5526: 5523: 5521: 5518: 5516: 5513: 5511: 5508: 5506: 5503: 5501: 5498: 5496: 5493: 5491: 5488: 5486: 5483: 5481: 5478: 5476: 5473: 5471: 5468: 5466: 5463: 5461: 5458: 5456: 5453: 5451: 5448: 5446: 5443: 5441: 5438: 5436: 5433: 5431: 5428: 5426: 5423: 5421: 5418: 5416: 5413: 5411: 5408: 5406: 5403: 5401: 5400:Nef synthesis 5398: 5396: 5393: 5391: 5388: 5386: 5383: 5381: 5378: 5376: 5375:Methylenation 5373: 5371: 5368: 5366: 5363: 5361: 5358: 5356: 5353: 5351: 5348: 5346: 5343: 5341: 5338: 5336: 5333: 5331: 5328: 5326: 5323: 5321: 5318: 5316: 5313: 5311: 5308: 5306: 5303: 5301: 5298: 5296: 5293: 5291: 5288: 5286: 5283: 5281: 5278: 5276: 5273: 5271: 5268: 5266: 5263: 5261: 5258: 5256: 5253: 5251: 5248: 5246: 5245:Heck reaction 5243: 5241: 5238: 5236: 5233: 5231: 5228: 5226: 5223: 5221: 5218: 5216: 5213: 5211: 5208: 5206: 5203: 5201: 5198: 5196: 5193: 5191: 5188: 5186: 5183: 5181: 5178: 5176: 5173: 5171: 5168: 5166: 5163: 5161: 5158: 5156: 5153: 5151: 5148: 5146: 5143: 5141: 5138: 5136: 5133: 5131: 5128: 5126: 5123: 5121: 5118: 5116: 5113: 5111: 5108: 5106: 5103: 5101: 5098: 5096: 5093: 5091: 5088: 5086: 5083: 5081: 5078: 5076: 5073: 5071: 5068: 5066: 5063: 5061: 5058: 5056: 5053: 5051: 5048: 5046: 5043: 5041: 5038: 5036: 5033: 5031: 5028: 5026: 5023: 5021: 5018: 5016: 5013: 5011: 5008: 5006: 5003: 5001: 4998: 4996: 4993: 4991: 4988: 4986: 4983: 4981: 4978: 4976: 4973: 4971: 4968: 4966: 4963: 4961: 4958: 4956: 4953: 4951: 4948: 4946: 4943: 4941: 4938: 4936: 4933: 4932: 4930: 4926:bond forming 4922: 4918: 4913: 4907: 4904: 4902: 4899: 4897: 4894: 4892: 4891:Y-aromaticity 4889: 4887: 4884: 4882: 4879: 4877: 4876:Walsh diagram 4874: 4872: 4869: 4867: 4864: 4862: 4861:Taft equation 4859: 4857: 4854: 4852: 4849: 4847: 4844: 4842: 4839: 4837: 4834: 4832: 4831:Σ-aromaticity 4829: 4827: 4824: 4822: 4819: 4817: 4814: 4812: 4809: 4807: 4804: 4802: 4799: 4797: 4794: 4792: 4789: 4787: 4784: 4782: 4779: 4777: 4774: 4772: 4769: 4767: 4764: 4762: 4759: 4757: 4756:Marcus theory 4754: 4752: 4749: 4747: 4744: 4742: 4739: 4737: 4734: 4732: 4731:Hückel's rule 4729: 4727: 4724: 4722: 4719: 4717: 4714: 4712: 4709: 4707: 4704: 4702: 4699: 4697: 4694: 4692: 4689: 4687: 4686:Evelyn effect 4684: 4682: 4679: 4677: 4674: 4672: 4669: 4667: 4666:Electron-rich 4664: 4662: 4659: 4657: 4654: 4652: 4649: 4647: 4644: 4642: 4639: 4637: 4634: 4632: 4629: 4627: 4624: 4622: 4619: 4617: 4614: 4612: 4609: 4607: 4604: 4602: 4599: 4597: 4594: 4592: 4589: 4587: 4584: 4582: 4581:Bema Hapothle 4579: 4577: 4574: 4572: 4569: 4567: 4564: 4562: 4559: 4557: 4554: 4552: 4549: 4547: 4544: 4542: 4539: 4537: 4534: 4532: 4529: 4528: 4525: 4519: 4516: 4514: 4511: 4509: 4506: 4504: 4501: 4499: 4496: 4494: 4491: 4489: 4486: 4484: 4481: 4479: 4476: 4474: 4471: 4470: 4467: 4463: 4455: 4450: 4448: 4443: 4441: 4436: 4435: 4432: 4420: 4412: 4411: 4408: 4402: 4399: 4397: 4394: 4392: 4389: 4387: 4383: 4380: 4378: 4375: 4373: 4370: 4368: 4365: 4363: 4360: 4356: 4353: 4352: 4351: 4348: 4346: 4343: 4341: 4340:Deprotonation 4338: 4337: 4335: 4331: 4325: 4322: 4320: 4316: 4313: 4311: 4307: 4304: 4302: 4299: 4297: 4294: 4292: 4288: 4285: 4284: 4282: 4278: 4272: 4269: 4267: 4265: 4260: 4258: 4255: 4253: 4250: 4248: 4245: 4244: 4242: 4240: 4236: 4230: 4227: 4225: 4222: 4220: 4217: 4215: 4212: 4210: 4207: 4206: 4204: 4200: 4194: 4191: 4190: 4188: 4184: 4178: 4175: 4173: 4170: 4168: 4165: 4163: 4160: 4158: 4155: 4154: 4152: 4148: 4138: 4135: 4134: 4132: 4126: 4120: 4117: 4115: 4112: 4110: 4107: 4105: 4102: 4101: 4099: 4095:Sesquiterpene 4093: 4087: 4084: 4082: 4079: 4077: 4074: 4072: 4069: 4067: 4064: 4062: 4059: 4057: 4054: 4052: 4049: 4048: 4046: 4040: 4037: 4033: 4023: 4020: 4018: 4015: 4013: 4010: 4008: 4005: 4003: 4000: 3998: 3995: 3994: 3992: 3988: 3982: 3979: 3978: 3976: 3970: 3964: 3961: 3960: 3958: 3952: 3941: 3938: 3931: 3928: 3921: 3918: 3911: 3908: 3901: 3898: 3891: 3888: 3881: 3878: 3871: 3868: 3861: 3858: 3851: 3848: 3841: 3838: 3831: 3828: 3821: 3818: 3817: 3815: 3804: 3801: 3799: 3795: 3789: 3786: 3784: 3781: 3779: 3776: 3774: 3773:Oleyl alcohol 3771: 3769: 3766: 3764: 3761: 3759: 3756: 3754: 3751: 3750: 3748: 3746: 3738: 3732: 3729: 3727: 3724: 3722: 3719: 3717: 3714: 3712: 3709: 3707: 3704: 3702: 3699: 3697: 3694: 3693: 3691: 3689: 3683: 3677: 3674: 3672: 3669: 3667: 3664: 3663: 3661: 3659: 3655: 3649: 3646: 3644: 3641: 3639: 3636: 3634: 3631: 3629: 3626: 3624: 3621: 3619: 3616: 3614: 3611: 3610: 3608: 3606: 3605:Amyl alcohols 3602: 3587: 3584: 3577: 3573: 3570: 3563: 3560: 3553: 3549: 3546: 3539: 3535: 3532: 3525: 3522: 3520: 3517: 3516: 3514: 3512: 3508: 3502: 3499: 3498: 3496: 3492: 3486: 3483: 3481: 3478: 3477: 3475: 3471: 3460: 3459:Cetyl alcohol 3457: 3450: 3447: 3440: 3437: 3430: 3427: 3420: 3417: 3410: 3407: 3406: 3404: 3400: 3397: 3393: 3387: 3384: 3382: 3379: 3377: 3375: 3371: 3369: 3368:-Amyl alcohol 3367: 3363: 3361: 3359: 3354: 3352: 3349: 3347: 3346:Ethchlorvynol 3344: 3342: 3339: 3337: 3334: 3332: 3329: 3327: 3324: 3322: 3319: 3317: 3314: 3313: 3311: 3309:alcohols (3°) 3305: 3300: 3297: 3295: 3292: 3290: 3287: 3285: 3282: 3280: 3277: 3275: 3274:Cyclopropanol 3272: 3270: 3269:Cyclopentanol 3267: 3265: 3262: 3260: 3257: 3255: 3252: 3250: 3247: 3245: 3242: 3240: 3237: 3235: 3232: 3230: 3227: 3225: 3222: 3220: 3217: 3215: 3212: 3210: 3207: 3205: 3202: 3200: 3198:alcohols (2°) 3194: 3188: 3185: 3183: 3180: 3178: 3175: 3173: 3170: 3168: 3165: 3163: 3160: 3158: 3155: 3153: 3150: 3148: 3145: 3143: 3140: 3138: 3135: 3133: 3130: 3128: 3125: 3123: 3120: 3118: 3115: 3113: 3110: 3108: 3107:Allyl alcohol 3105: 3103: 3100: 3099: 3090: 3087: 3085: 3082: 3080: 3077: 3075: 3072: 3070: 3067: 3065: 3062: 3060: 3057: 3055: 3052: 3050: 3047: 3045: 3042: 3041: 3039: 3024: 3018: 3015: 3013: 3010: 3008: 3005: 3003: 3000: 2998: 2995: 2992: 2989: 2987: 2984: 2981: 2978: 2976: 2973: 2970: 2967: 2966: 2964: 2949: 2943: 2942:1-Nonacosanol 2940: 2937: 2936:1-Octacosanol 2934: 2932: 2929: 2926: 2925:1-Hexacosanol 2923: 2921: 2918: 2915: 2912: 2910: 2907: 2904: 2901: 2899: 2896: 2893: 2890: 2889: 2887: 2872: 2866: 2865:1-Nonadecanol 2863: 2860: 2859:1-Octadecanol 2857: 2855: 2852: 2849: 2848:1-Hexadecanol 2846: 2844: 2841: 2838: 2835: 2833: 2830: 2827: 2824: 2821: 2818: 2815: 2812: 2811: 2809: 2794: 2787: 2784: 2781: 2778: 2776: 2773: 2771: 2768: 2766: 2763: 2761: 2758: 2756: 2753: 2751: 2748: 2746: 2743: 2742: 2740: 2725: 2719: 2717: 2713: 2711: 2708: 2706: 2703: 2702: 2700: 2698: 2694: 2688: 2685: 2683: 2680: 2678: 2676: 2672: 2670: 2668: 2664: 2660: 2658: 2655: 2653: 2650: 2648: 2645: 2643: 2640: 2638: 2635: 2633: 2630: 2628: 2625: 2623: 2620: 2618: 2615: 2613: 2610: 2608: 2605: 2603: 2600: 2598: 2595: 2593: 2590: 2588: 2585: 2583: 2580: 2578: 2575: 2574: 2572: 2570: 2566: 2560: 2557: 2555: 2552: 2550: 2547: 2545: 2542: 2540: 2539:Aminomethanol 2537: 2535: 2532: 2531: 2529: 2527: 2523: 2520: 2517: 2511: 2501: 2498: 2496: 2493: 2492: 2490: 2488: 2484: 2476: 2473: 2472: 2470: 2468: 2465: 2463: 2462:Ethchlorvynol 2460: 2459: 2457: 2455: 2451: 2445: 2442: 2440: 2438: 2434: 2432: 2431:-Amyl alcohol 2430: 2426: 2424: 2421: 2419: 2416: 2414: 2411: 2409: 2406: 2404: 2401: 2399: 2396: 2395: 2393: 2391: 2385: 2382: 2378: 2374: 2367: 2362: 2360: 2355: 2353: 2348: 2347: 2344: 2333: 2329: 2328: 2320: 2315: 2310: 2306: 2305: 2297: 2292: 2287: 2283: 2282: 2274: 2269: 2264: 2260: 2259: 2251: 2246: 2241: 2237: 2236: 2228: 2223: 2218: 2214: 2213: 2205: 2200: 2195: 2191: 2190: 2182: 2177: 2176: 2174: 2167: 2163: 2162: 2154: 2149: 2144: 2140: 2139: 2131: 2126: 2121: 2117: 2116: 2108: 2103: 2102: 2101:Alkylations: 2100: 2099: 2096: 2086: 2082: 2076: 2068: 2064: 2060: 2056: 2052: 2048: 2044: 2037: 2030: 2029:3-540-40203-9 2026: 2022: 2021: 2014: 2006: 2002: 1998: 1994: 1990: 1987: 1986: 1981: 1974: 1966: 1962: 1958: 1954: 1950: 1947: 1946: 1938: 1930: 1926: 1922: 1919:(in German). 1918: 1917: 1912: 1905: 1897: 1893: 1889: 1885: 1879: 1873: 1865: 1861: 1857: 1853: 1849: 1845: 1838: 1831: 1826: 1818: 1816:0-471-58589-0 1812: 1808: 1801: 1794: 1788: 1784: 1783: 1778: 1771: 1764: 1759: 1752: 1747: 1739: 1735: 1731: 1728: 1727: 1707: 1700: 1695: 1680: 1676: 1670: 1662: 1658: 1654: 1650: 1643: 1635: 1631: 1627: 1623: 1622: 1614: 1606: 1600: 1596: 1592: 1588: 1581: 1572: 1564: 1560: 1556: 1552: 1551: 1543: 1536: 1530: 1526: 1525: 1520: 1513: 1511: 1502: 1498: 1492: 1484: 1480: 1476: 1474:9781305577190 1470: 1466: 1459: 1451: 1447: 1442: 1437: 1433: 1429: 1425: 1421: 1417: 1410: 1402: 1396: 1392: 1388: 1384: 1380: 1373: 1365: 1359: 1355: 1351: 1347: 1343: 1336: 1328: 1324: 1320: 1317: 1316: 1308: 1300: 1294: 1290: 1286: 1282: 1278: 1271: 1264: 1260: 1256: 1252: 1246: 1242: 1233: 1230: 1228: 1225: 1222: 1219: 1218: 1212: 1210: 1206: 1196: 1194: 1183: 1179: 1178: 1177: 1175: 1171: 1167: 1163: 1159: 1146: 1142: 1141: 1140: 1138: 1134: 1130: 1129:zinc chloride 1126: 1118: 1114: 1113: 1112: 1110: 1106: 1102: 1098: 1095: 1091: 1078: 1077:2-bromobutane 1074: 1072: 1067: 1063: 1059: 1055: 1052: 1048: 1045: 1042: 1038: 1034: 1031: 1027: 1023: 1019: 1018: 1017: 1015: 1008: 1004: 1000: 999:isomerization 996: 992: 988: 985: 981: 978: 974: 970: 967: 963: 960: 956: 953: 949: 946: 942: 939: 935: 931: 930: 929: 922: 913: 911: 903: 899: 898: 897: 895: 891: 887: 877: 875: 871: 863: 859: 858: 857: 855: 834: 824: 822: 818: 814: 810: 806: 802: 798: 790: 786: 785: 784: 782: 778: 774: 770: 762: 758: 754: 750: 746: 736: 732: 728: 725: 722: 721: 717: 713: 710: 709: 704: 700: 693: 687: 685: 682: 681: 676: 665: 662: 658: 655: 649: 646: 645: 638: 635: 634: 633:Aromatic Ring 629: 625: 620: 617: 614: 611: 610: 607: 603: 600: 597: 596: 591: 583: 581: 577: 576:4,4'-biphenol 573: 565: 561: 557: 555: 551: 534: 530: 529: 528: 517: 513: 512: 511: 509: 508:sulfuric acid 505: 501: 497: 492: 490: 487: 480:(R---X---AlCl 478: 470: 466: 465: 464: 462: 458: 454: 450: 445: 443: 439: 435: 431: 427: 426:alkyl halides 423: 422:aromatic ring 419: 409: 407: 403: 395: 391: 388: 384: 383: 382: 380: 376: 372: 357: 353: 349: 346: 343: 342: 338: 334: 331: 330: 325: 321: 314: 308: 306: 303: 302: 297: 286: 283: 279: 276: 270: 267: 266: 259: 256: 255: 254:Aromatic Ring 250: 246: 241: 238: 235: 232: 231: 228: 224: 221: 218: 217: 212: 201: 197: 195: 191: 187: 183: 182:aromatic ring 179: 175: 172:developed by 171: 168:are a set of 167: 157: 153: 149: 146: 143: 142: 137: 133: 126: 120: 118: 115: 114: 109: 102: 98: 95: 89: 86: 80: 77: 76: 75:Aromatic Ring 71: 67: 62: 59: 56: 53: 52: 49: 45: 42: 39: 38: 33: 30: 19: 6681:Ene reaction 6041:Autoxidation 5902:Degradation 5793:Azo coupling 5570:Ugi reaction 5194: 5170:Ene reaction 4970:Alkynylation 4821:Polyfluorene 4816:Polar effect 4681:Electrophile 4596:Bredt's rule 4566:Baird's rule 4536:Alpha effect 4287:Substitution 4280:Preparations 4263: 4229:Stigmasterol 4224:β-Sitosterol 4022:Polyglycitol 4012:Maltotriitol 3972:Cyclic sugar 3740:Branched and 3648:Pentan-3-ol 3643:Pentan-2-ol 3638:Pentan-1-ol 3373: 3365: 3357: 3264:Cyclohexanol 2916:(lignoceryl) 2909:1-Tricosanol 2832:1-Tridecanol 2788:(pelargonic) 2715: 2674: 2666: 2662: 2657:Ethanolamine 2436: 2428: 2331: 2325: 2308: 2302: 2285: 2279: 2262: 2256: 2239: 2233: 2216: 2210: 2193: 2187: 2175:Acylations: 2165: 2159: 2142: 2136: 2119: 2113: 2094: 2075: 2050: 2046: 2036: 2023:, Springer, 2019: 2013: 1991:(11): 1799. 1988: 1983: 1973: 1948: 1943: 1937: 1920: 1914: 1904: 1887: 1883: 1872: 1847: 1843: 1837: 1825: 1806: 1800: 1781: 1777:March, Jerry 1770: 1758: 1746: 1729: 1724: 1706: 1694: 1682:. Retrieved 1678: 1669: 1652: 1648: 1642: 1625: 1619: 1613: 1586: 1580: 1571: 1554: 1548: 1542: 1523: 1519:March, Jerry 1464: 1458: 1423: 1419: 1409: 1382: 1378: 1372: 1345: 1341: 1335: 1318: 1313: 1307: 1280: 1276: 1270: 1254: 1251:Compt. Rend. 1250: 1245: 1203:Reaction of 1202: 1187: 1155: 1122: 1087: 1070: 1050: 1036: 1021: 1011: 1007:phenanthrene 1002: 990: 976: 927: 907: 883: 867: 853: 830: 800: 797:benzaldehyde 794: 759:catalyst is 742: 731:RXNO:0000045 726:ontology ID 706:Identifiers 660: 651: 642: 631: 606:James Crafts 598:Named after 569: 556:reactions. 547: 526: 496:carbocations 493: 474: 460: 449:nucleophilic 446: 415: 399: 375:ethylbenzene 368: 365:With alkenes 352:RXNO:0000046 347:ontology ID 327:Identifiers 281: 272: 263: 252: 227:James Crafts 219:Named after 178:James Crafts 165: 163: 152:RXNO:0000369 147:ontology ID 139:Identifiers 100: 91: 84: 73: 48:James Crafts 40:Named after 29: 5180:Ethenolysis 4826:Ring strain 4796:Nucleophile 4621:Clar's rule 4561:Aromaticity 4345:Protonation 4262:Nonafluoro- 4209:Cholesterol 4186:Trialcohols 4056:Citronellol 4042:Monoterpene 3954:Deoxy sugar 3742:unsaturated 3429:Isopropanol 3356:Nonafluoro- 3284:Isopropanol 2903:1-Docosanol 2894:(arachidyl) 2826:1-Dodecanol 2820:1-Undecanol 1951:(84): 692. 1923:: 147–156. 1385:: 733–752. 1348:: 707–731. 1137:rhodamine B 1133:fluorescein 1044:hydrocarbon 1026:cyclohexene 995:dehydration 833:arenium ion 781:acylium ion 777:carbocation 771:group, the 678:Conditions 486:carbocation 402:solid acids 299:Conditions 111:Conditions 7743:Categories 7464:Ozonolysis 6991:Annulation 6341:Ozonolysis 4460:Topics in 4306:Hydrolysis 4291:haloalkane 4219:Lanosterol 4214:Ergosterol 4150:Dialcohols 4119:Patchoulol 3920:Galactitol 3850:Erythritol 3726:Tridecanol 3548:Erythritol 3449:1-Pentanol 3259:3-Pentanol 3254:2-Pentanol 3224:3-Heptanol 3219:2-Heptanol 3177:Tryptophol 2982:(lacceryl) 2892:1-Icosanol 2839:(myristyl) 2822:(hendecyl) 2775:1-Heptanol 2765:1-Pentanol 2755:1-Propanol 2710:Isobutanol 2444:Tryptophol 2418:Isobutanol 2398:1-Propanol 1684:26 January 1679:orgsyn.org 1604:3527306730 1298:0471264180 1277:Org. React 1238:References 1205:chloroform 1125:resorcinol 1060:variation 934:Clemmensen 757:Lewis acid 550:reversible 510:catalyst. 440:, such as 438:Lewis acid 418:alkylation 207:Alkylation 186:alkylation 6978:reactions 6493:reactions 5988:reactions 5904:reactions 5786:reactions 4928:reactions 4333:Reactions 4315:Hydration 4128:Diterpene 4114:Nerolidol 4104:Bisabolol 4086:Terpineol 3940:Volemitol 3731:Undecanol 3685:Saturated 3586:Volemitol 3439:1-Butanol 3249:2-Octanol 3244:2-Nonanol 3234:3-Hexanol 3229:2-Hexanol 3209:2-Butanol 3196:Secondary 3028:saturated 2953:saturated 2905:(behenyl) 2876:saturated 2861:(stearyl) 2814:1-Decanol 2798:saturated 2786:1-Nonanol 2780:1-Octanol 2770:1-Hexanol 2760:1-Butanol 2729:saturated 2067:0022-3263 2031:, p. 175. 1491:cite book 1483:915490547 1041:saturated 1039:(1936) a 886:aldehydes 854:catalytic 745:acylation 622:Reaction 586:Acylation 523:Mechanism 243:Reaction 190:acylation 170:reactions 64:Reaction 4871:Vinylogy 4541:Annulene 4488:Reagents 4419:Category 4193:Glycerol 4130:alcohols 4109:Farnesol 4097:alcohols 4081:Rhodinol 4066:Linalool 4061:Geraniol 4044:alcohols 4002:Lactitol 3997:Maltitol 3981:Inositol 3974:alcohols 3956:alcohols 3910:Sorbitol 3900:Mannitol 3870:Arabitol 3860:Threitol 3840:Glycerol 3576:Sorbitol 3572:Mannitol 3552:Threitol 3534:Glycerol 3501:Glycerol 3409:Methanol 3307:Tertiary 2993:(geddyl) 2828:(lauryl) 2816:(capric) 2782:(capryl) 2745:Methanol 2718:-Butanol 2526:Methanol 2516:alcohols 2500:Methanol 2373:Alcohols 2130:"Durene" 1864:23852649 1779:(2007), 1521:(2007), 1450:20485588 1426:(6): 6. 1215:See also 1094:xanthene 1066:graphite 769:carbonyl 684:Catalyst 477:tertiary 434:epoxides 305:Catalyst 117:Catalyst 4531:A value 4310:epoxide 4202:Sterols 4071:Menthol 4051:Borneol 4007:Isomalt 3963:Fucitol 3890:Xylitol 3880:Ribitol 3721:Octanol 3716:Nonanol 3701:Decanol 3562:Xylitol 3419:Ethanol 2927:(ceryl) 2750:Ethanol 2697:Butanol 2652:Ethanol 2569:Ethanol 2514:Primary 2475:Ethanol 2408:Ethanol 1993:Bibcode 1953:Bibcode 1441:2870981 1073:-xylene 982:In the 971:In the 910:phenone 894:glyoxal 890:mesityl 835:by AlCl 801:in situ 692:Zeolite 406:zeolite 371:alkenes 313:Zeolite 125:Zeolite 4319:alkene 4137:Phytol 3930:Iditol 3162:Prenol 2083:  2065:  2027:  1862:  1813:  1789:  1655:: 12. 1601:  1557:: 90. 1531:  1481:  1471:  1448:  1438:  1397:  1360:  1321:: 73. 1295:  1261:& 1105:thymol 773:ketone 506:using 430:enones 420:of an 4076:Nerol 2322:(PDF) 2299:(PDF) 2276:(PDF) 2265:: 227 2253:(PDF) 2230:(PDF) 2207:(PDF) 2184:(PDF) 2156:(PDF) 2133:(PDF) 2110:(PDF) 1283:: 1. 1172:or a 1162:arene 1075:with 1056:In a 1028:with 936:or a 4264:tert 3374:tert 3366:tert 3358:tert 2518:(1°) 2437:tert 2429:tert 2334:: 28 2311:: 43 2288:: 17 2242:: 16 2196:: 29 2168:: 26 2145:: 32 2122:: 38 2081:ISBN 2063:ISSN 2025:ISBN 1949:2007 1860:PMID 1811:ISBN 1787:ISBN 1686:2019 1599:ISBN 1529:ISBN 1501:link 1497:link 1479:OCLC 1469:ISBN 1446:PMID 1395:ISBN 1358:ISBN 1293:ISBN 1263:1450 1259:1392 1156:The 1107:and 1097:dyes 1092:and 1084:Dyes 1049:The 1020:The 997:and 989:The 957:The 950:The 943:The 819:and 811:and 696:AlCl 432:and 317:AlCl 176:and 164:The 129:AlCl 4384:of 4317:of 4308:of 4289:of 3810:— C 3034:— C 2959:— C 2882:— C 2804:— C 2735:— C 2219:: 1 2055:doi 2001:doi 1961:doi 1925:doi 1892:doi 1852:doi 1734:doi 1657:doi 1630:doi 1591:doi 1559:doi 1436:PMC 1428:doi 1387:doi 1350:doi 1323:doi 1285:doi 1190:SeO 1001:of 872:or 751:. 724:RSC 345:RSC 196:. 145:RSC 7745:: 3942:(C 3932:(C 3922:(C 3912:(C 3902:(C 3892:(C 3882:(C 3872:(C 3862:(C 3852:(C 3842:(C 3832:(C 3822:(C 3588:(C 3578:(C 3574:, 3564:(C 3554:(C 3550:, 3540:(C 3536:, 3526:(C 3463:16 3461:(C 3451:(C 3441:(C 3431:(C 3421:(C 3411:(C 3036:49 3032:40 2961:39 2957:30 2884:29 2880:20 2806:19 2802:10 2332:56 2330:. 2324:. 2307:. 2301:. 2284:. 2278:. 2263:80 2261:. 2255:. 2240:12 2238:. 2232:. 2217:20 2215:. 2209:. 2194:20 2192:. 2186:. 2164:. 2158:. 2143:10 2141:. 2135:. 2120:29 2118:. 2112:. 2061:. 2051:45 2049:. 2045:. 1999:. 1989:84 1982:. 1959:. 1921:23 1913:. 1888:58 1886:. 1880:: 1858:. 1848:52 1846:. 1730:57 1719:,6 1715:,4 1677:. 1653:13 1651:. 1626:34 1624:. 1597:. 1555:32 1553:. 1509:^ 1493:}} 1489:{{ 1477:. 1444:. 1434:. 1422:. 1418:. 1393:. 1381:. 1356:. 1344:. 1291:. 1279:. 1257:: 1255:84 1253:, 1139:: 1111:: 979:). 912:. 694:, 582:. 381:: 315:, 127:, 4453:e 4446:t 4439:v 3946:) 3944:7 3936:) 3934:6 3926:) 3924:6 3916:) 3914:6 3906:) 3904:6 3896:) 3894:5 3886:) 3884:5 3876:) 3874:5 3866:) 3864:4 3856:) 3854:4 3846:) 3844:3 3836:) 3834:2 3826:) 3824:1 3812:7 3808:1 3806:C 3592:) 3590:7 3582:) 3580:6 3568:) 3566:5 3558:) 3556:4 3544:) 3542:3 3530:) 3528:2 3465:) 3455:) 3453:5 3445:) 3443:4 3435:) 3433:3 3425:) 3423:2 3415:) 3413:1 3030:C 2955:C 2878:C 2800:C 2737:9 2733:1 2731:C 2716:n 2675:N 2667:N 2665:, 2663:N 2365:e 2358:t 2351:v 2336:. 2313:. 2309:4 2290:. 2286:5 2267:. 2244:. 2221:. 2198:. 2170:. 2166:8 2147:. 2124:. 2069:. 2057:: 2007:. 2003:: 1995:: 1967:. 1963:: 1955:: 1931:. 1927:: 1898:. 1894:: 1866:. 1854:: 1819:. 1740:. 1736:: 1721:′ 1717:′ 1713:′ 1688:. 1663:. 1659:: 1636:. 1632:: 1607:. 1593:: 1566:. 1561:: 1503:) 1485:. 1452:. 1430:: 1424:6 1403:. 1389:: 1383:2 1366:. 1352:: 1346:2 1329:. 1325:: 1319:1 1301:. 1287:: 1281:3 1265:. 1192:2 1071:p 968:. 940:. 850:3 846:3 841:3 837:4 765:3 698:3 667:+ 653:↓ 640:+ 482:3 461:t 319:3 288:+ 274:↓ 261:+ 131:3 93:↓ 82:+ 20:)

Index

Friedel-Crafts reaction
Charles Friedel
James Crafts
Coupling reaction
Aromatic Ring
Catalyst
Zeolite
AlCl3
RSC
RXNO:0000369
reactions
Charles Friedel
James Crafts
aromatic ring
alkylation
acylation
electrophilic aromatic substitution

Charles Friedel
James Crafts
Coupling reaction
Aromatic Ring
Alkylating Agent
Catalyst
Zeolite
AlCl3
friedel-crafts-alkylation
RSC
RXNO:0000046
alkenes

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