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Organic redox reaction

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31: 240:. In oxidations electrons are removed and the electron density of a molecule is reduced. In reductions electron density increases when electrons are added to the molecule. This terminology is always centered on the organic compound. For example, it is usual to refer to the reduction of a 251:
Many reactions classified as reductions also appear in other classes. For instance, conversion of the ketone to an alcohol by lithium aluminium hydride can be considered a reduction but the hydride is also a good
248:, but not to the oxidation of lithium aluminium hydride by a ketone. Many oxidations involve removal of hydrogen atoms from the organic molecule, and reduction adds hydrogens to an organic molecule. 1732: 507:
In organic chemistry, reduction is equivalent to the addition of hydrogen atoms, usually in pairs. The reaction of unsaturated organic compounds with hydrogen gas is called
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Many reagents have been invented for organic oxidations. Organic oxidations reagents are usually classified according to the functional group attacked by the oxidant:
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oxidations and reductions are different from ordinary redox reactions, because many reactions carry the name but do not actually involve
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In disproportionation reactions the reactant is both oxidised and reduced in the same chemical reaction forming two separate compounds.
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March Jerry; (1985). Advanced Organic Chemistry reactions, mechanisms and structure (3rd ed.). New York: John Wiley & Sons, inc.
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Often the substrate to be oxidized features more than one functional group. In such cases, selective oxidations become important.
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Recupero, Francesco; Punta, Carlo (2007). "Free Radical Functionalization of Organic Compounds Catalyzed by
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intermediates. True organic redox chemistry can be found in electrochemical organic synthesis or
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its oxidation number changes from −4 to +4. Classical reductions include
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Advanced Organic Chemistry: Reactions, Mechanisms, and Structure
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Organic Redox Systems: Synthesis, Properties, and Applications
745: 189: 133: 275:. Examples of organic reactions that can take place in an 569:
Oxidation of oximes and primary amines to nitro compounds
316:. Some commercially important oxidations are listed: 27:
Redox reaction that takes place with organic compounds
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Erlenmeyer–Plöchl azlactone and amino-acid synthesis
636:Reduction of aromatic compounds to saturated rings 3009:Divinylcyclopropane-cycloheptadiene rearrangement 260:. Many redox reactions in organic chemistry have 4083: 802: 3269:Thermal rearrangement of aromatic hydrocarbons 1903:Thermal rearrangement of aromatic hydrocarbons 756:(6th ed.), New York: Wiley-Interscience, 604: 557: 3998:Lectka enantioselective beta-lactam synthesis 1258: 788: 706: 3777:Inverse electron-demand Diels–Alder reaction 1598:Heterogeneous metal catalyzed cross-coupling 3119:Lobry de Bruyn–Van Ekenstein transformation 495:Oxidation of alcohols and various carbonyls 320:Industrial oxidations of organic compounds 795: 781: 308:Most oxidations are conducted with air or 3609:Petrenko-Kritschenko piperidone synthesis 3064:Fritsch–Buttenberg–Wiechell rearrangement 3772:Intramolecular Diels–Alder cycloaddition 667: 599:Oxidation of hydrazines to azo compounds 328:scale (millions of tons/year in 1990's) 29: 653: 651: 589:Oxidation of primary amines to nitriles 72:can be arranged in order of increasing 14: 4084: 3792:Metal-centered cycloaddition reactions 3444:Debus–Radziszewski imidazole synthesis 1388:Bodroux–Chichibabin aldehyde synthesis 3938:Diazoalkane 1,3-dipolar cycloaddition 3842:Vinylcyclopropane (5+2) cycloaddition 3747:Diazoalkane 1,3-dipolar cycloaddition 3519:Hurd–Mori 1,2,3-thiadiazole synthesis 3014:Dowd–Beckwith ring-expansion reaction 2181:Hurd–Mori 1,2,3-thiadiazole synthesis 1257: 1094:LFER solvent coefficients (data page) 776: 594:Oxidation of thiols to sulfonic acids 579:Oxidative cleavage of α-Hydroxy acids 502: 303: 2749:Sharpless asymmetric dihydroxylation 1986:Methoxymethylenetriphenylphosphorane 648: 631:Reduction of imines and Schiff bases 2874:Allen–Millar–Trippett rearrangement 24: 4013:Nitrone-olefin (3+2) cycloaddition 4008:Niementowski quinazoline synthesis 3797:Nitrone-olefin (3+2) cycloaddition 3722:Azide-alkyne Huisgen cycloaddition 3584:Niementowski quinazoline synthesis 3339:Azide-alkyne Huisgen cycloaddition 2644:Meerwein–Ponndorf–Verley reduction 2196:Leimgruber–Batcho indole synthesis 25: 4108: 3837:Trimethylenemethane cycloaddition 3539:Johnson–Corey–Chaykovsky reaction 3404:Cadogan–Sundberg indole synthesis 3384:Bohlmann–Rahtz pyridine synthesis 3344:Baeyer–Emmerling indole synthesis 2151:Cadogan–Sundberg indole synthesis 1643:Johnson–Corey–Chaykovsky reaction 232:and classical oxidations include 3933:Cook–Heilbron thiazole synthesis 3762:Hexadehydro Diels–Alder reaction 3589:Niementowski quinoline synthesis 3419:Cook–Heilbron thiazole synthesis 3364:Bischler–Möhlau indole synthesis 3274:Tiffeneau–Demjanov rearrangement 2904:Baker–Venkataraman rearrangement 2062:Horner–Wadsworth–Emmons reaction 1733:Mizoroki-Heck vs. Reductive Heck 1618:Horner–Wadsworth–Emmons reaction 1129:Neighbouring group participation 3469:Fiesselmann thiophene synthesis 3299:Westphalen–LettrĂ© rearrangement 3279:Vinylcyclopropane rearrangement 3109:Kornblum–DeLaMare rearrangement 2754:Epoxidation of allylic alcohols 2664:Noyori asymmetric hydrogenation 2599:Kornblum–DeLaMare rearrangement 2274:Gallagher–Hollander degradation 686:http://www.electrosynthesis.com 294:asymmetric catalytic oxidations 290:Asymmetric catalytic reductions 3928:Chichibabin pyridine synthesis 3414:Chichibabin pyridine synthesis 3374:Blum–Ittah aziridine synthesis 3209:Ring expansion and contraction 1478:Cross dehydrogenative coupling 739: 700: 679: 13: 1: 3898:Bischler–Napieralski reaction 3856:Heterocycle forming reactions 3509:Hemetsberger indole synthesis 3369:Bischler–Napieralski reaction 3284:Wagner–Meerwein rearrangement 3254:Sommelet–Hauser rearrangement 3234:Seyferth–Gilbert homologation 3099:Ireland–Claisen rearrangement 3094:Hofmann–Martius rearrangement 2854:2,3-sigmatropic rearrangement 2469:Corey–Winter olefin synthesis 2394:Barton–McCombie deoxygenation 2037:Corey–Winter olefin synthesis 1991:Seyferth–Gilbert homologation 1858:Seyferth–Gilbert homologation 641: 34:Organic redox reactions: the 4003:Lehmstedt–Tanasescu reaction 3963:Gabriel–Colman rearrangement 3918:Bucherer carbazole synthesis 3913:Borsche–Drechsel cyclization 3893:Bernthsen acridine synthesis 3878:Bamberger triazine synthesis 3863:Algar–Flynn–Oyamada reaction 3574:Nazarov cyclization reaction 3439:De Kimpe aziridine synthesis 3394:Bucherer carbazole synthesis 3389:Borsche–Drechsel cyclization 3159:Nazarov cyclization reaction 3139:Meyer–Schuster rearrangement 3069:Gabriel–Colman rearrangement 2819:Wolffenstein–Böters reaction 2704:Reduction of nitro compounds 2554:Grundmann aldehyde synthesis 2359:Algar–Flynn–Oyamada reaction 1768:Olefin conversion technology 1763:Nozaki–Hiyama–Kishi reaction 1558:Gabriel–Colman rearrangement 1448:Claisen-Schmidt condensation 1393:Bouveault aldehyde synthesis 626:Reduction of nitro compounds 7: 3978:Hantzsch pyridine synthesis 3757:Enone–alkene cycloadditions 3579:Nenitzescu indole synthesis 3499:Hantzsch pyridine synthesis 3464:Ferrario–Ackermann reaction 3114:Kowalski ester homologation 3079:Halogen dance rearrangement 2924:Benzilic acid rearrangement 2349:Akabori amino-acid reaction 2309:Von Braun amide degradation 2254:Barbier–Wieland degradation 2206:Nenitzescu indole synthesis 2186:Kharasch–Sosnovsky reaction 2077:Julia–Kocienski olefination 1981:Kowalski ester homologation 1678:Kowalski ester homologation 1653:Julia–Kocienski olefination 1408:Cadiot–Chodkiewicz coupling 1333:Aza-Baylis–Hillman reaction 1278:Acetoacetic ester synthesis 989:Dynamic binding (chemistry) 979:Conrotatory and disrotatory 954:Charge remote fragmentation 605:Functional group reductions 558:Functional group oxidations 530: 488:Oxidation of C-C, C=C, and 469:(OH) + O → RCHO + H 80:are only an approximation: 10: 4113: 4043:Robinson–Gabriel synthesis 3993:Kröhnke pyridine synthesis 3827:Retro-Diels–Alder reaction 3767:Imine Diels–Alder reaction 3554:Kröhnke pyridine synthesis 3169:Newman–Kwart rearrangement 3144:Mislow–Evans rearrangement 3054:Fischer–Hepp rearrangement 2999:Di-π-methane rearrangement 2779:Stephen aldehyde synthesis 2514:Eschweiler–Clarke reaction 2231:Williamson ether synthesis 1548:Fujiwara–Moritani reaction 1453:Combes quinoline synthesis 1418:Carbonyl olefin metathesis 1119:More O'Ferrall–Jencks plot 1044:Grunwald–Winstein equation 1014:Electron-withdrawing group 949:Catalytic resonance theory 18:Organic oxidation reaction 4053:Urech hydantoin synthesis 4033:Pomeranz–Fritsch reaction 3958:Fischer oxazole synthesis 3855: 3692:1,3-Dipolar cycloaddition 3682: 3664:Urech hydantoin synthesis 3634:Reissert indole synthesis 3619:Pomeranz–Fritsch reaction 3549:Knorr quinoline synthesis 3479:Fischer oxazole synthesis 3409:Camps quinoline synthesis 3329:1,3-Dipolar cycloaddition 3317: 3229:Semipinacol rearrangement 3204:Ramberg–BĂ€cklund reaction 3189:Piancatelli rearrangement 3129:McFadyen–Stevens reaction 2884:Alpha-ketol rearrangement 2832: 2639:McFadyen–Stevens reaction 2584:Kiliani–Fischer synthesis 2504:Elbs persulfate oxidation 2429:Bouveault–Blanc reduction 2389:Baeyer–Villiger oxidation 2327: 2244: 2221:Schotten–Baumann reaction 2124: 2097:Ramberg–BĂ€cklund reaction 2004: 1976:Kiliani–Fischer synthesis 1956: 1818:Ramberg–BĂ€cklund reaction 1803:Pinacol coupling reaction 1798:Piancatelli rearrangement 1693:Liebeskind–Srogl coupling 1543:Fujimoto–Belleau reaction 1266: 1260:List of organic reactions 1124:Negative hyperconjugation 869: 811: 525:lithium aluminium hydride 258:nucleophilic substitution 246:lithium aluminium hydride 4028:Pictet–Spengler reaction 3943:Einhorn–Brunner reaction 3908:Boger pyridine synthesis 3802:Oxo-Diels–Alder reaction 3717:Aza-Diels–Alder reaction 3614:Pictet–Spengler reaction 3514:Hofmann–Löffler reaction 3504:Hegedus indole synthesis 3474:Fischer indole synthesis 3349:Bartoli indole synthesis 3304:Willgerodt rearrangement 3134:McLafferty rearrangement 3044:Ferrier carbocyclization 2859:2,3-Wittig rearrangement 2849:1,2-Wittig rearrangement 2689:Parikh–Doering oxidation 2679:Oxygen rebound mechanism 2344:Adkins–Peterson reaction 2236:Yamaguchi esterification 2176:Hegedus indole synthesis 2141:Bartoli indole synthesis 2012:Bamford–Stevens reaction 1928:Weinreb ketone synthesis 1888:Stork enamine alkylation 1663:Knoevenagel condensation 1533:Ferrier carbocyclization 1423:Castro–Stephens coupling 1049:Hammett acidity function 1039:Free-energy relationship 984:Curtin–Hammett principle 969:Conformational isomerism 4092:Organic redox reactions 3988:Knorr pyrrole synthesis 3923:Bucherer–Bergs reaction 3868:Allan–Robinson reaction 3847:Wagner-Jauregg reaction 3639:Ring-closing metathesis 3564:Larock indole synthesis 3544:Knorr pyrrole synthesis 3399:Bucherer–Bergs reaction 3264:Stieglitz rearrangement 3244:SkattebĂžl rearrangement 3214:Ring-closing metathesis 3074:Group transfer reaction 3039:Favorskii rearrangement 2979:Cornforth rearrangement 2909:Bamberger rearrangement 2814:Wolff–Kishner reduction 2634:Markó–Lam deoxygenation 2529:Fleming–Tamao oxidation 2524:Fischer–Tropsch process 2211:Oxymercuration reaction 2191:Knorr pyrrole synthesis 2017:Barton–Kellogg reaction 1923:Wagner-Jauregg reaction 1843:Ring-closing metathesis 1833:Reimer–Tiemann reaction 1823:Rauhut–Currier reaction 1738:Nef isocyanide reaction 1698:Malonic ester synthesis 1668:Knorr pyrrole synthesis 1603:High dilution principle 1538:Friedel–Crafts reaction 1473:Cross-coupling reaction 1398:Bucherer–Bergs reaction 1383:Blanc chloromethylation 1373:Blaise ketone synthesis 1348:Baylis–Hillman reaction 1343:Barton–Kellogg reaction 1318:Allan–Robinson reaction 1224:Woodward–Hoffmann rules 959:Charge-transfer complex 399:Oxidation of C-H bonds: 50:organic redox reactions 3953:Feist–Benary synthesis 3727:Bradsher cycloaddition 3697:4+4 Photocycloaddition 3654:Simmons–Smith reaction 3599:PaternĂČ–BĂŒchi reaction 3459:Feist–Benary synthesis 3449:Dieckmann condensation 3199:Pummerer rearrangement 3179:Oxy-Cope rearrangement 3154:Myers allene synthesis 3104:Jacobsen rearrangement 3019:Electrocyclic reaction 2994:Demjanov rearrangement 2949:Buchner ring expansion 2919:Beckmann rearrangement 2899:Aza-Cope rearrangement 2894:Arndt–Eistert reaction 2869:Alkyne zipper reaction 2789:Transfer hydrogenation 2764:Sharpless oxyamination 2739:Selenoxide elimination 2624:Lombardo methylenation 2549:Griesbaum coozonolysis 2459:Corey–Itsuno reduction 2434:Boyland–Sims oxidation 2374:Angeli–Rimini reaction 2022:Boord olefin synthesis 1966:Arndt–Eistert reaction 1958:Homologation reactions 1758:Nitro-Mannich reaction 1673:Kolbe–Schmitt reaction 1483:Cross-coupling partner 1403:Buchner ring expansion 1323:Arndt–Eistert reaction 1089:Kinetic isotope effect 836:Rearrangement reaction 676:, Tohru Nishinaga 2016 547:Transfer hydrogenation 38: 3812:Pauson–Khand reaction 3649:Sharpless epoxidation 3604:Pechmann condensation 3484:FriedlĂ€nder synthesis 3434:Davis–Beirut reaction 3289:Wallach rearrangement 3259:Stevens rearrangement 3194:Pinacol rearrangement 3174:Overman rearrangement 3089:Hofmann rearrangement 3084:Hayashi rearrangement 3049:Ferrier rearrangement 3004:Dimroth rearrangement 2989:Curtius rearrangement 2984:Criegee rearrangement 2964:Claisen rearrangement 2954:Carroll rearrangement 2889:Amadori rearrangement 2879:Allylic rearrangement 2759:Sharpless epoxidation 2494:Dess–Martin oxidation 2419:Bohn–Schmidt reaction 2279:Hofmann rearrangement 2082:Kauffmann olefination 2005:Olefination reactions 1943:Wurtz–Fittig reaction 1778:Palladium–NHC complex 1658:Kauffmann olefination 1613:Homologation reaction 1463:Corey–House synthesis 1443:Claisen rearrangement 1239:Yukawa–Tsuno equation 1199:Swain–Lupton equation 1179:Spherical aromaticity 1114:Möbius–HĂŒckel concept 899:Aromatic ring current 861:Substitution reaction 711:Hydroxyphthalimide". 234:oxidation of alcohols 56:that take place with 33: 4018:Paal–Knorr synthesis 3888:Barton–Zard reaction 3832:Staudinger synthesis 3782:Ketene cycloaddition 3752:Diels–Alder reaction 3732:Cheletropic reaction 3712:Alkyne trimerisation 3594:Paal–Knorr synthesis 3559:Kulinkovich reaction 3534:Jacobsen epoxidation 3454:Diels–Alder reaction 3249:Smiles rearrangement 3239:Sigmatropic reaction 3124:Lossen rearrangement 2974:Corey–Fuchs reaction 2939:Boekelheide reaction 2934:Bergmann degradation 2864:Achmatowicz reaction 2649:Methionine sulfoxide 2449:Clemmensen reduction 2409:Bergmann degradation 2339:Acyloin condensation 2304:Strecker degradation 2259:Bergmann degradation 2226:Ullmann condensation 2092:Peterson olefination 2067:Hydrazone iodination 2047:Elimination reaction 1948:Zincke–Suhl reaction 1868:Sonogashira coupling 1828:Reformatsky reaction 1788:Peterson olefination 1753:Nierenstein reaction 1683:Kulinkovich reaction 1498:Diels–Alder reaction 1458:Corey–Fuchs reaction 1438:Claisen condensation 1308:Alkyne trimerisation 1283:Acyloin condensation 1249:ÎŁ-bishomoaromaticity 1209:Thorpe–Ingold effect 821:Elimination reaction 478:RCHO + O → RCO 439:CH(OH) + O → R 298:asymmetric synthesis 277:electrochemical cell 4038:Prilezhaev reaction 4023:Pellizzari reaction 3702:(4+3) cycloaddition 3669:Van Leusen reaction 3644:Robinson annulation 3629:Pschorr cyclization 3624:Prilezhaev reaction 3354:Bergman cyclization 3309:Wolff rearrangement 3294:Weerman degradation 3184:Pericyclic reaction 3164:Neber rearrangement 3059:Fries rearrangement 2944:Brook rearrangement 2929:Bergman cyclization 2774:Staudinger reaction 2719:Rosenmund reduction 2709:Reductive amination 2674:Oppenauer oxidation 2464:Corey–Kim oxidation 2439:Cannizzaro reaction 2314:Weerman degradation 2289:Isosaccharinic acid 2201:Mukaiyama hydration 2057:Hofmann elimination 2042:Dehydrohalogenation 2027:Chugaev elimination 1848:Robinson annulation 1793:Pfitzinger reaction 1563:Gattermann reaction 1508:Wulff–Dötz reaction 1488:Dakin–West reaction 1413:Carbonyl allylation 1358:Bergman cyclization 1144:Kennedy J. P. Orton 1064:Hammond's postulate 1034:Flippin–Lodge angle 1004:Electromeric effect 929:Beta-silicon effect 914:Baker–Nathan effect 746:Smith, Michael B.; 517:heterolytic pathway 321: 3787:McCormack reaction 3737:Conia-ene reaction 3569:Madelung synthesis 3359:Biginelli reaction 3149:Mumm rearrangement 3034:Favorskii reaction 2969:Cope rearrangement 2959:Chan rearrangement 2724:Rubottom oxidation 2654:Miyaura borylation 2619:Lipid peroxidation 2614:Lindgren oxidation 2594:Kornblum oxidation 2589:Kolbe electrolysis 2534:Fukuyama reduction 2444:Carbonyl reduction 2294:Marker degradation 2156:Diazonium compound 2146:Boudouard reaction 2125:Carbon-heteroatom 2052:Grieco elimination 1838:Rieche formylation 1783:Passerini reaction 1713:Meerwein arylation 1633:Hydroxymethylation 1528:Favorskii reaction 1428:Chan rearrangement 1363:Biginelli reaction 1288:Aldol condensation 1134:2-Norbornyl cation 1109:Möbius aromaticity 1104:Markovnikov's rule 999:Effective molarity 944:BĂŒrgi–Dunitz angle 934:Bicycloaromaticity 694:2008-05-15 at the 611:Carbonyl reduction 521:sodium borohydride 503:Organic reductions 345:cumylhydroperoxide 319: 304:Organic oxidations 281:Kolbe electrolysis 265:reaction mechanism 209:tetrachloromethane 46:organic oxidations 42:Organic reductions 39: 4079: 4078: 4075: 4074: 4071: 4070: 4063:Wohl–Aue reaction 3707:6+4 Cycloaddition 3524:Iodolactonization 2844:1,2-rearrangement 2809:Wohl–Aue reaction 2729:Sabatier reaction 2694:Pinnick oxidation 2659:Mozingo reduction 2604:Leuckart reaction 2559:Haloform reaction 2474:Criegee oxidation 2454:Collins oxidation 2404:Benkeser reaction 2399:Bechamp reduction 2369:Andrussow process 2354:Alcohol oxidation 2264:Edman degradation 2171:Haloform reaction 2120: 2119: 2107:Takai olefination 2072:Julia olefination 1898:Takai olefination 1773:Olefin metathesis 1648:Julia olefination 1573:Grignard reaction 1553:Fukuyama coupling 1468:Coupling reaction 1433:Chan–Lam coupling 1303:Alkyne metathesis 1298:Alkane metathesis 1154:Phosphaethynolate 1059:George S. Hammond 1019:Electronic effect 974:Conjugated system 856:Stereospecificity 851:Stereoselectivity 816:Addition reaction 805:organic reactions 763:978-0-471-72091-1 725:10.1021/cr040170k 621:Nitrile reduction 584:Alkene oxidations 564:Alcohol oxidation 393: 392: 334:terephthalic acid 296:are important in 262:coupling reaction 214: 213: 196:(alkyl cyanides) 86:oxidation number 78:oxidation numbers 70:functional groups 66:electron transfer 62:organic chemistry 58:organic compounds 16:(Redirected from 4104: 4058:Wenker synthesis 4048:StollĂ© synthesis 3903:Bobbitt reaction 3873:Auwers synthesis 3817:Povarov reaction 3742:Cyclopropanation 3680: 3679: 3674:Wenker synthesis 3429:Darzens reaction 3379:Bobbitt reaction 3224:Schmidt reaction 3029:Enyne metathesis 2804:Whiting reaction 2799:Wharton reaction 2744:Shapiro reaction 2734:Sarett oxidation 2699:PrĂ©vost reaction 2509:Emde degradation 2319:Wohl degradation 2299:Ruff degradation 2269:Emde degradation 2166:Grignard reagent 2102:Shapiro reaction 2087:McMurry reaction 1954: 1953: 1918:Ullmann reaction 1883:StollĂ© synthesis 1873:Stetter reaction 1863:Shapiro reaction 1853:Sakurai reaction 1748:Negishi coupling 1728:Minisci reaction 1723:Michael reaction 1708:McMurry reaction 1703:Mannich reaction 1583:Hammick reaction 1578:Grignard reagent 1518:Enyne metathesis 1503:Doebner reaction 1493:Darzens reaction 1338:Barbier reaction 1328:Auwers synthesis 1255: 1254: 1229:Woodward's rules 1194:Superaromaticity 1184:Spiroaromaticity 1084:Inductive effect 1079:Hyperconjugation 1054:Hammett equation 994:Edwards equation 846:Regioselectivity 797: 790: 783: 774: 773: 767: 766: 743: 737: 736: 719:(9): 3800–3842. 713:Chemical Reviews 704: 698: 683: 677: 671: 665: 655: 552:Electrosynthesis 491: 483: 474: 461: 448: 431: 414: 409:CH + O → R 322: 318: 273:electrosynthesis 186:carboxylic acids 172:hydrogen cyanide 83: 82: 21: 4112: 4111: 4107: 4106: 4105: 4103: 4102: 4101: 4082: 4081: 4080: 4067: 3968:Gewald reaction 3851: 3678: 3659:Skraup reaction 3494:Graham reaction 3489:Gewald reaction 3320: 3313: 2835: 2828: 2784:Swern oxidation 2769:Stahl oxidation 2714:Riley oxidation 2669:Omega oxidation 2629:Luche reduction 2579:Jones oxidation 2544:Glycol cleavage 2539:Ganem oxidation 2484:Davis oxidation 2479:Dakin oxidation 2414:Birch reduction 2364:Amide reduction 2330: 2323: 2284:Hooker reaction 2246: 2240: 2128: 2126: 2116: 2112:Wittig reaction 2000: 1996:Wittig reaction 1971:Hooker reaction 1952: 1933:Wittig reaction 1908:Thorpe reaction 1893:Suzuki reaction 1878:Stille reaction 1813:Quelet reaction 1688:Kumada coupling 1638:Ivanov reaction 1628:Hydrovinylation 1608:Hiyama coupling 1568:Glaser coupling 1378:Blaise reaction 1368:Bingel reaction 1353:Benary reaction 1270: 1268: 1262: 1253: 1149:Passive binding 1069:Homoaromaticity 919:Baldwin's rules 894:Antiaromaticity 889:Anomeric effect 865: 807: 801: 771: 770: 764: 744: 740: 705: 701: 696:Wayback Machine 684: 680: 672: 668: 656: 649: 644: 616:Amide reduction 607: 574:Glycol cleavage 560: 537:Oxidizing agent 533: 505: 489: 481: 477: 472: 468: 464: 459: 455: 451: 446: 442: 438: 434: 429: 425: 421: 417: 412: 408: 404: 375:propylene oxide 306: 220:is oxidized to 74:oxidation state 54:redox reactions 36:Birch reduction 28: 23: 22: 15: 12: 11: 5: 4110: 4100: 4099: 4094: 4077: 4076: 4073: 4072: 4069: 4068: 4066: 4065: 4060: 4055: 4050: 4045: 4040: 4035: 4030: 4025: 4020: 4015: 4010: 4005: 4000: 3995: 3990: 3985: 3980: 3975: 3973:Hantzsch ester 3970: 3965: 3960: 3955: 3950: 3945: 3940: 3935: 3930: 3925: 3920: 3915: 3910: 3905: 3900: 3895: 3890: 3885: 3883:Banert cascade 3880: 3875: 3870: 3865: 3859: 3857: 3853: 3852: 3850: 3849: 3844: 3839: 3834: 3829: 3824: 3822:Prato reaction 3819: 3814: 3809: 3804: 3799: 3794: 3789: 3784: 3779: 3774: 3769: 3764: 3759: 3754: 3749: 3744: 3739: 3734: 3729: 3724: 3719: 3714: 3709: 3704: 3699: 3694: 3688: 3686: 3677: 3676: 3671: 3666: 3661: 3656: 3651: 3646: 3641: 3636: 3631: 3626: 3621: 3616: 3611: 3606: 3601: 3596: 3591: 3586: 3581: 3576: 3571: 3566: 3561: 3556: 3551: 3546: 3541: 3536: 3531: 3526: 3521: 3516: 3511: 3506: 3501: 3496: 3491: 3486: 3481: 3476: 3471: 3466: 3461: 3456: 3451: 3446: 3441: 3436: 3431: 3426: 3421: 3416: 3411: 3406: 3401: 3396: 3391: 3386: 3381: 3376: 3371: 3366: 3361: 3356: 3351: 3346: 3341: 3336: 3331: 3325: 3323: 3315: 3314: 3312: 3311: 3306: 3301: 3296: 3291: 3286: 3281: 3276: 3271: 3266: 3261: 3256: 3251: 3246: 3241: 3236: 3231: 3226: 3221: 3216: 3211: 3206: 3201: 3196: 3191: 3186: 3181: 3176: 3171: 3166: 3161: 3156: 3151: 3146: 3141: 3136: 3131: 3126: 3121: 3116: 3111: 3106: 3101: 3096: 3091: 3086: 3081: 3076: 3071: 3066: 3061: 3056: 3051: 3046: 3041: 3036: 3031: 3026: 3021: 3016: 3011: 3006: 3001: 2996: 2991: 2986: 2981: 2976: 2971: 2966: 2961: 2956: 2951: 2946: 2941: 2936: 2931: 2926: 2921: 2916: 2914:Banert cascade 2911: 2906: 2901: 2896: 2891: 2886: 2881: 2876: 2871: 2866: 2861: 2856: 2851: 2846: 2840: 2838: 2834:Rearrangement 2830: 2829: 2827: 2826: 2824:Zinin reaction 2821: 2816: 2811: 2806: 2801: 2796: 2794:Wacker process 2791: 2786: 2781: 2776: 2771: 2766: 2761: 2756: 2751: 2746: 2741: 2736: 2731: 2726: 2721: 2716: 2711: 2706: 2701: 2696: 2691: 2686: 2681: 2676: 2671: 2666: 2661: 2656: 2651: 2646: 2641: 2636: 2631: 2626: 2621: 2616: 2611: 2606: 2601: 2596: 2591: 2586: 2581: 2576: 2571: 2569:Hydrogenolysis 2566: 2561: 2556: 2551: 2546: 2541: 2536: 2531: 2526: 2521: 2519:Étard reaction 2516: 2511: 2506: 2501: 2496: 2491: 2486: 2481: 2476: 2471: 2466: 2461: 2456: 2451: 2446: 2441: 2436: 2431: 2426: 2424:Bosch reaction 2421: 2416: 2411: 2406: 2401: 2396: 2391: 2386: 2381: 2376: 2371: 2366: 2361: 2356: 2351: 2346: 2341: 2335: 2333: 2329:Organic redox 2325: 2324: 2322: 2321: 2316: 2311: 2306: 2301: 2296: 2291: 2286: 2281: 2276: 2271: 2266: 2261: 2256: 2250: 2248: 2242: 2241: 2239: 2238: 2233: 2228: 2223: 2218: 2213: 2208: 2203: 2198: 2193: 2188: 2183: 2178: 2173: 2168: 2163: 2161:Esterification 2158: 2153: 2148: 2143: 2138: 2132: 2130: 2122: 2121: 2118: 2117: 2115: 2114: 2109: 2104: 2099: 2094: 2089: 2084: 2079: 2074: 2069: 2064: 2059: 2054: 2049: 2044: 2039: 2034: 2029: 2024: 2019: 2014: 2008: 2006: 2002: 2001: 1999: 1998: 1993: 1988: 1983: 1978: 1973: 1968: 1962: 1960: 1951: 1950: 1945: 1940: 1938:Wurtz reaction 1935: 1930: 1925: 1920: 1915: 1910: 1905: 1900: 1895: 1890: 1885: 1880: 1875: 1870: 1865: 1860: 1855: 1850: 1845: 1840: 1835: 1830: 1825: 1820: 1815: 1810: 1808:Prins reaction 1805: 1800: 1795: 1790: 1785: 1780: 1775: 1770: 1765: 1760: 1755: 1750: 1745: 1740: 1735: 1730: 1725: 1720: 1715: 1710: 1705: 1700: 1695: 1690: 1685: 1680: 1675: 1670: 1665: 1660: 1655: 1650: 1645: 1640: 1635: 1630: 1625: 1623:Hydrocyanation 1620: 1615: 1610: 1605: 1600: 1595: 1593:Henry reaction 1590: 1585: 1580: 1575: 1570: 1565: 1560: 1555: 1550: 1545: 1540: 1535: 1530: 1525: 1520: 1515: 1510: 1505: 1500: 1495: 1490: 1485: 1480: 1475: 1470: 1465: 1460: 1455: 1450: 1445: 1440: 1435: 1430: 1425: 1420: 1415: 1410: 1405: 1400: 1395: 1390: 1385: 1380: 1375: 1370: 1365: 1360: 1355: 1350: 1345: 1340: 1335: 1330: 1325: 1320: 1315: 1310: 1305: 1300: 1295: 1293:Aldol reaction 1290: 1285: 1280: 1274: 1272: 1267:Carbon-carbon 1264: 1263: 1252: 1251: 1246: 1244:Zaitsev's rule 1241: 1236: 1231: 1226: 1221: 1216: 1211: 1206: 1201: 1196: 1191: 1189:Steric effects 1186: 1181: 1176: 1171: 1166: 1161: 1156: 1151: 1146: 1141: 1136: 1131: 1126: 1121: 1116: 1111: 1106: 1101: 1096: 1091: 1086: 1081: 1076: 1071: 1066: 1061: 1056: 1051: 1046: 1041: 1036: 1031: 1026: 1021: 1016: 1011: 1006: 1001: 996: 991: 986: 981: 976: 971: 966: 961: 956: 951: 946: 941: 936: 931: 926: 921: 916: 911: 906: 901: 896: 891: 886: 881: 876: 870: 867: 866: 864: 863: 858: 853: 848: 843: 841:Redox reaction 838: 833: 828: 826:Polymerization 823: 818: 812: 809: 808: 800: 799: 792: 785: 777: 769: 768: 762: 738: 699: 678: 666: 646: 645: 643: 640: 639: 638: 633: 628: 623: 618: 613: 606: 603: 602: 601: 596: 591: 586: 581: 576: 571: 566: 559: 556: 555: 554: 549: 544: 542:Reducing agent 539: 532: 529: 513:hydrogenolysis 504: 501: 497: 496: 493: 485: 484: 479: 475: 470: 466: 462: 457: 456:+ O → RCH 453: 449: 444: 440: 436: 432: 427: 423: 419: 415: 410: 406: 401: 400: 391: 390: 387: 381: 380: 377: 371: 370: 367: 361: 360: 357: 351: 350: 347: 341: 340: 337: 330: 329: 326: 305: 302: 222:carbon dioxide 212: 211: 205:carbon dioxide 202: 198: 197: 183: 179: 178: 165: 161: 160: 155: 151: 150: 141: 137: 136: 115: 111: 110: 105: 101: 100: 95: 91: 90: 87: 26: 9: 6: 4: 3: 2: 4109: 4098: 4095: 4093: 4090: 4089: 4087: 4064: 4061: 4059: 4056: 4054: 4051: 4049: 4046: 4044: 4041: 4039: 4036: 4034: 4031: 4029: 4026: 4024: 4021: 4019: 4016: 4014: 4011: 4009: 4006: 4004: 4001: 3999: 3996: 3994: 3991: 3989: 3986: 3984: 3983:Herz reaction 3981: 3979: 3976: 3974: 3971: 3969: 3966: 3964: 3961: 3959: 3956: 3954: 3951: 3949: 3946: 3944: 3941: 3939: 3936: 3934: 3931: 3929: 3926: 3924: 3921: 3919: 3916: 3914: 3911: 3909: 3906: 3904: 3901: 3899: 3896: 3894: 3891: 3889: 3886: 3884: 3881: 3879: 3876: 3874: 3871: 3869: 3866: 3864: 3861: 3860: 3858: 3854: 3848: 3845: 3843: 3840: 3838: 3835: 3833: 3830: 3828: 3825: 3823: 3820: 3818: 3815: 3813: 3810: 3808: 3805: 3803: 3800: 3798: 3795: 3793: 3790: 3788: 3785: 3783: 3780: 3778: 3775: 3773: 3770: 3768: 3765: 3763: 3760: 3758: 3755: 3753: 3750: 3748: 3745: 3743: 3740: 3738: 3735: 3733: 3730: 3728: 3725: 3723: 3720: 3718: 3715: 3713: 3710: 3708: 3705: 3703: 3700: 3698: 3695: 3693: 3690: 3689: 3687: 3685: 3684:Cycloaddition 3681: 3675: 3672: 3670: 3667: 3665: 3662: 3660: 3657: 3655: 3652: 3650: 3647: 3645: 3642: 3640: 3637: 3635: 3632: 3630: 3627: 3625: 3622: 3620: 3617: 3615: 3612: 3610: 3607: 3605: 3602: 3600: 3597: 3595: 3592: 3590: 3587: 3585: 3582: 3580: 3577: 3575: 3572: 3570: 3567: 3565: 3562: 3560: 3557: 3555: 3552: 3550: 3547: 3545: 3542: 3540: 3537: 3535: 3532: 3530: 3529:Isay reaction 3527: 3525: 3522: 3520: 3517: 3515: 3512: 3510: 3507: 3505: 3502: 3500: 3497: 3495: 3492: 3490: 3487: 3485: 3482: 3480: 3477: 3475: 3472: 3470: 3467: 3465: 3462: 3460: 3457: 3455: 3452: 3450: 3447: 3445: 3442: 3440: 3437: 3435: 3432: 3430: 3427: 3425: 3424:Cycloaddition 3422: 3420: 3417: 3415: 3412: 3410: 3407: 3405: 3402: 3400: 3397: 3395: 3392: 3390: 3387: 3385: 3382: 3380: 3377: 3375: 3372: 3370: 3367: 3365: 3362: 3360: 3357: 3355: 3352: 3350: 3347: 3345: 3342: 3340: 3337: 3335: 3332: 3330: 3327: 3326: 3324: 3322: 3319:Ring forming 3316: 3310: 3307: 3305: 3302: 3300: 3297: 3295: 3292: 3290: 3287: 3285: 3282: 3280: 3277: 3275: 3272: 3270: 3267: 3265: 3262: 3260: 3257: 3255: 3252: 3250: 3247: 3245: 3242: 3240: 3237: 3235: 3232: 3230: 3227: 3225: 3222: 3220: 3219:Rupe reaction 3217: 3215: 3212: 3210: 3207: 3205: 3202: 3200: 3197: 3195: 3192: 3190: 3187: 3185: 3182: 3180: 3177: 3175: 3172: 3170: 3167: 3165: 3162: 3160: 3157: 3155: 3152: 3150: 3147: 3145: 3142: 3140: 3137: 3135: 3132: 3130: 3127: 3125: 3122: 3120: 3117: 3115: 3112: 3110: 3107: 3105: 3102: 3100: 3097: 3095: 3092: 3090: 3087: 3085: 3082: 3080: 3077: 3075: 3072: 3070: 3067: 3065: 3062: 3060: 3057: 3055: 3052: 3050: 3047: 3045: 3042: 3040: 3037: 3035: 3032: 3030: 3027: 3025: 3022: 3020: 3017: 3015: 3012: 3010: 3007: 3005: 3002: 3000: 2997: 2995: 2992: 2990: 2987: 2985: 2982: 2980: 2977: 2975: 2972: 2970: 2967: 2965: 2962: 2960: 2957: 2955: 2952: 2950: 2947: 2945: 2942: 2940: 2937: 2935: 2932: 2930: 2927: 2925: 2922: 2920: 2917: 2915: 2912: 2910: 2907: 2905: 2902: 2900: 2897: 2895: 2892: 2890: 2887: 2885: 2882: 2880: 2877: 2875: 2872: 2870: 2867: 2865: 2862: 2860: 2857: 2855: 2852: 2850: 2847: 2845: 2842: 2841: 2839: 2837: 2831: 2825: 2822: 2820: 2817: 2815: 2812: 2810: 2807: 2805: 2802: 2800: 2797: 2795: 2792: 2790: 2787: 2785: 2782: 2780: 2777: 2775: 2772: 2770: 2767: 2765: 2762: 2760: 2757: 2755: 2752: 2750: 2747: 2745: 2742: 2740: 2737: 2735: 2732: 2730: 2727: 2725: 2722: 2720: 2717: 2715: 2712: 2710: 2707: 2705: 2702: 2700: 2697: 2695: 2692: 2690: 2687: 2685: 2682: 2680: 2677: 2675: 2672: 2670: 2667: 2665: 2662: 2660: 2657: 2655: 2652: 2650: 2647: 2645: 2642: 2640: 2637: 2635: 2632: 2630: 2627: 2625: 2622: 2620: 2617: 2615: 2612: 2610: 2609:Ley oxidation 2607: 2605: 2602: 2600: 2597: 2595: 2592: 2590: 2587: 2585: 2582: 2580: 2577: 2575: 2574:Hydroxylation 2572: 2570: 2567: 2565: 2564:Hydrogenation 2562: 2560: 2557: 2555: 2552: 2550: 2547: 2545: 2542: 2540: 2537: 2535: 2532: 2530: 2527: 2525: 2522: 2520: 2517: 2515: 2512: 2510: 2507: 2505: 2502: 2500: 2499:DNA oxidation 2497: 2495: 2492: 2490: 2489:Deoxygenation 2487: 2485: 2482: 2480: 2477: 2475: 2472: 2470: 2467: 2465: 2462: 2460: 2457: 2455: 2452: 2450: 2447: 2445: 2442: 2440: 2437: 2435: 2432: 2430: 2427: 2425: 2422: 2420: 2417: 2415: 2412: 2410: 2407: 2405: 2402: 2400: 2397: 2395: 2392: 2390: 2387: 2385: 2382: 2380: 2379:Aromatization 2377: 2375: 2372: 2370: 2367: 2365: 2362: 2360: 2357: 2355: 2352: 2350: 2347: 2345: 2342: 2340: 2337: 2336: 2334: 2332: 2326: 2320: 2317: 2315: 2312: 2310: 2307: 2305: 2302: 2300: 2297: 2295: 2292: 2290: 2287: 2285: 2282: 2280: 2277: 2275: 2272: 2270: 2267: 2265: 2262: 2260: 2257: 2255: 2252: 2251: 2249: 2243: 2237: 2234: 2232: 2229: 2227: 2224: 2222: 2219: 2217: 2216:Reed reaction 2214: 2212: 2209: 2207: 2204: 2202: 2199: 2197: 2194: 2192: 2189: 2187: 2184: 2182: 2179: 2177: 2174: 2172: 2169: 2167: 2164: 2162: 2159: 2157: 2154: 2152: 2149: 2147: 2144: 2142: 2139: 2137: 2134: 2133: 2131: 2127:bond forming 2123: 2113: 2110: 2108: 2105: 2103: 2100: 2098: 2095: 2093: 2090: 2088: 2085: 2083: 2080: 2078: 2075: 2073: 2070: 2068: 2065: 2063: 2060: 2058: 2055: 2053: 2050: 2048: 2045: 2043: 2040: 2038: 2035: 2033: 2032:Cope reaction 2030: 2028: 2025: 2023: 2020: 2018: 2015: 2013: 2010: 2009: 2007: 2003: 1997: 1994: 1992: 1989: 1987: 1984: 1982: 1979: 1977: 1974: 1972: 1969: 1967: 1964: 1963: 1961: 1959: 1955: 1949: 1946: 1944: 1941: 1939: 1936: 1934: 1931: 1929: 1926: 1924: 1921: 1919: 1916: 1914: 1911: 1909: 1906: 1904: 1901: 1899: 1896: 1894: 1891: 1889: 1886: 1884: 1881: 1879: 1876: 1874: 1871: 1869: 1866: 1864: 1861: 1859: 1856: 1854: 1851: 1849: 1846: 1844: 1841: 1839: 1836: 1834: 1831: 1829: 1826: 1824: 1821: 1819: 1816: 1814: 1811: 1809: 1806: 1804: 1801: 1799: 1796: 1794: 1791: 1789: 1786: 1784: 1781: 1779: 1776: 1774: 1771: 1769: 1766: 1764: 1761: 1759: 1756: 1754: 1751: 1749: 1746: 1744: 1743:Nef synthesis 1741: 1739: 1736: 1734: 1731: 1729: 1726: 1724: 1721: 1719: 1718:Methylenation 1716: 1714: 1711: 1709: 1706: 1704: 1701: 1699: 1696: 1694: 1691: 1689: 1686: 1684: 1681: 1679: 1676: 1674: 1671: 1669: 1666: 1664: 1661: 1659: 1656: 1654: 1651: 1649: 1646: 1644: 1641: 1639: 1636: 1634: 1631: 1629: 1626: 1624: 1621: 1619: 1616: 1614: 1611: 1609: 1606: 1604: 1601: 1599: 1596: 1594: 1591: 1589: 1588:Heck reaction 1586: 1584: 1581: 1579: 1576: 1574: 1571: 1569: 1566: 1564: 1561: 1559: 1556: 1554: 1551: 1549: 1546: 1544: 1541: 1539: 1536: 1534: 1531: 1529: 1526: 1524: 1521: 1519: 1516: 1514: 1511: 1509: 1506: 1504: 1501: 1499: 1496: 1494: 1491: 1489: 1486: 1484: 1481: 1479: 1476: 1474: 1471: 1469: 1466: 1464: 1461: 1459: 1456: 1454: 1451: 1449: 1446: 1444: 1441: 1439: 1436: 1434: 1431: 1429: 1426: 1424: 1421: 1419: 1416: 1414: 1411: 1409: 1406: 1404: 1401: 1399: 1396: 1394: 1391: 1389: 1386: 1384: 1381: 1379: 1376: 1374: 1371: 1369: 1366: 1364: 1361: 1359: 1356: 1354: 1351: 1349: 1346: 1344: 1341: 1339: 1336: 1334: 1331: 1329: 1326: 1324: 1321: 1319: 1316: 1314: 1311: 1309: 1306: 1304: 1301: 1299: 1296: 1294: 1291: 1289: 1286: 1284: 1281: 1279: 1276: 1275: 1273: 1269:bond forming 1265: 1261: 1256: 1250: 1247: 1245: 1242: 1240: 1237: 1235: 1234:Y-aromaticity 1232: 1230: 1227: 1225: 1222: 1220: 1219:Walsh diagram 1217: 1215: 1212: 1210: 1207: 1205: 1204:Taft equation 1202: 1200: 1197: 1195: 1192: 1190: 1187: 1185: 1182: 1180: 1177: 1175: 1174:ÎŁ-aromaticity 1172: 1170: 1167: 1165: 1162: 1160: 1157: 1155: 1152: 1150: 1147: 1145: 1142: 1140: 1137: 1135: 1132: 1130: 1127: 1125: 1122: 1120: 1117: 1115: 1112: 1110: 1107: 1105: 1102: 1100: 1099:Marcus theory 1097: 1095: 1092: 1090: 1087: 1085: 1082: 1080: 1077: 1075: 1074:HĂŒckel's rule 1072: 1070: 1067: 1065: 1062: 1060: 1057: 1055: 1052: 1050: 1047: 1045: 1042: 1040: 1037: 1035: 1032: 1030: 1029:Evelyn effect 1027: 1025: 1022: 1020: 1017: 1015: 1012: 1010: 1009:Electron-rich 1007: 1005: 1002: 1000: 997: 995: 992: 990: 987: 985: 982: 980: 977: 975: 972: 970: 967: 965: 962: 960: 957: 955: 952: 950: 947: 945: 942: 940: 937: 935: 932: 930: 927: 925: 924:Bema Hapothle 922: 920: 917: 915: 912: 910: 907: 905: 902: 900: 897: 895: 892: 890: 887: 885: 882: 880: 877: 875: 872: 871: 868: 862: 859: 857: 854: 852: 849: 847: 844: 842: 839: 837: 834: 832: 829: 827: 824: 822: 819: 817: 814: 813: 810: 806: 798: 793: 791: 786: 784: 779: 778: 775: 765: 759: 755: 754: 749: 742: 734: 730: 726: 722: 718: 714: 710: 703: 697: 693: 690: 687: 682: 675: 670: 664: 663:0-471-85472-7 660: 654: 652: 647: 637: 634: 632: 629: 627: 624: 622: 619: 617: 614: 612: 609: 608: 600: 597: 595: 592: 590: 587: 585: 582: 580: 577: 575: 572: 570: 567: 565: 562: 561: 553: 550: 548: 545: 543: 540: 538: 535: 534: 528: 526: 522: 518: 514: 510: 509:hydrogenation 500: 494: 487: 486: 476: 463: 450: 433: 416: 403: 402: 398: 397: 396: 388: 386: 383: 382: 378: 376: 373: 372: 368: 366: 363: 362: 358: 356: 353: 352: 348: 346: 343: 342: 338: 335: 332: 331: 327: 324: 323: 317: 315: 311: 301: 299: 295: 291: 287: 284: 282: 278: 274: 270: 266: 263: 259: 255: 249: 247: 243: 239: 235: 231: 228:reduction to 227: 223: 219: 210: 206: 203: 200: 199: 195: 191: 187: 184: 181: 180: 177: 173: 169: 166: 163: 162: 159: 156: 153: 152: 149: 148:geminal diols 145: 142: 139: 138: 135: 131: 130:alkyl halides 127: 123: 119: 116: 113: 112: 109: 106: 103: 102: 99: 96: 93: 92: 88: 85: 84: 81: 79: 75: 71: 67: 63: 59: 55: 51: 47: 43: 37: 32: 19: 3024:Ene reaction 2384:Autoxidation 2328: 2245:Degradation 2136:Azo coupling 1913:Ugi reaction 1513:Ene reaction 1313:Alkynylation 1164:Polyfluorene 1159:Polar effect 1024:Electrophile 939:Bredt's rule 909:Baird's rule 879:Alpha effect 840: 752: 748:March, Jerry 741: 716: 712: 708: 702: 681: 673: 669: 506: 498: 426:+ O → R 394: 355:benzoic acid 307: 288: 285: 269:free radical 250: 215: 49: 45: 41: 40: 1523:Ethenolysis 1169:Ring strain 1139:Nucleophile 964:Clar's rule 904:Aromaticity 385:adipic acid 365:adipic acid 254:nucleophile 4086:Categories 3807:Ozonolysis 3334:Annulation 2684:Ozonolysis 803:Topics in 642:References 336:and esters 314:combustion 267:involving 168:chloroform 89:compounds 3321:reactions 2836:reactions 2331:reactions 2247:reactions 2129:reactions 1271:reactions 238:aldehydes 158:aldehydes 1214:Vinylogy 884:Annulene 831:Reagents 750:(2007), 733:17848093 692:Archived 531:See also 443:CO + H 279:are the 194:nitriles 126:alcohols 874:A value 325:product 230:alkanes 218:methane 176:ketones 144:alkynes 122:alkenes 118:alkanes 114:−2, −1 108:alkanes 98:methane 760:  731:  661:  430:CH(OH) 310:oxygen 242:ketone 226:alkene 190:amides 134:amines 76:. The 4097:Redox 492:bonds 359:0.28 216:When 60:. In 758:ISBN 729:PMID 689:Link 659:ISBN 460:(OH) 389:2.2 369:2.2 349:6.5 292:and 52:are 721:doi 717:107 523:or 490:C≡C 465:RCH 452:RCH 413:COH 339:15 256:in 244:by 236:to 201:+4 182:+3 164:+2 154:+1 120:, 104:−3 94:−4 48:or 44:or 4088:: 727:. 715:. 709:N- 650:^ 527:. 422:CH 379:4 300:. 283:. 207:, 192:, 188:, 174:, 170:, 146:, 140:0 132:, 128:, 124:, 796:e 789:t 782:v 735:. 723:: 482:H 480:2 473:O 471:2 467:2 458:2 454:3 447:O 445:2 441:2 437:2 435:R 428:2 424:2 420:2 418:R 411:3 407:3 405:R 20:)

Index

Organic oxidation reaction

Birch reduction
redox reactions
organic compounds
organic chemistry
electron transfer
functional groups
oxidation state
oxidation numbers
methane
alkanes
alkanes
alkenes
alcohols
alkyl halides
amines
alkynes
geminal diols
aldehydes
chloroform
hydrogen cyanide
ketones
carboxylic acids
amides
nitriles
carbon dioxide
tetrachloromethane
methane
carbon dioxide

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