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Rearrangement reaction

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370: 278: 341: 262: 327: 298: 178: 206:, explanation by orbital interactions give a better picture than simple discrete electron transfers. It is, nevertheless, possible to draw the curved arrows for a sequence of discrete electron transfers that give the same result as a rearrangement reaction, although these are not necessarily realistic. In 235:
A 1,2-rearrangement is an organic reaction where a substituent moves from one atom to another atom in a chemical compound. In a 1,2 shift the movement involves two adjacent atoms but moves over larger distances are possible. Skeletal isomerization is not normally encountered in the laboratory, but is
53: 173:{\displaystyle {-}{\underset {| \atop \displaystyle \color {Blue}{\ce {R}}}{{\ce {C}}}}{\ce {-C-C{-}-> {-C-}}}{\underset {| \atop \displaystyle \color {Blue}{\ce {R}}}{{\ce {C}}}}{\ce {-C}}{-}} 47:
moves from one atom to another atom in the same molecule, hence these reactions are usually intramolecular. In the example below, the substituent R moves from carbon atom 1 to carbon atom 2:
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Karl Griesbaum; Arno Behr; Dieter Biedenkapp; Heinz-Werner Voges; Dorothea Garbe; Christian Paetz; Gerd Collin; Dieter Mayer; Hartmut Höke (2002). "Hydrocarbons".
2934: 2879: 240:. In general, straight-chain alkanes are converted to branched isomers by heating in the presence of a catalyst. Examples include isomerisation of 3647: 2989: 3139: 1773: 467: 3868: 3642: 1468: 2744: 665: 3314: 2514: 1258: 3479: 3409: 3389: 2884: 2051: 1513: 1932: 1488: 701: 3234: 3712: 3662: 2066: 3169: 3808: 3617: 3274: 3254: 3214: 2021: 964: 571: 3803: 3733: 3632: 3289: 3144: 2774: 2619: 2229: 1856: 1633: 369: 3883: 3667: 2979: 2469: 2144: 2689: 3878: 3592: 3454: 3244: 3209: 462: 3768: 3707: 3239: 3154: 3124: 3104: 2969: 2964: 2339: 2264: 1907: 1861: 1728: 989: 546: 506: 269: 195: 3962: 3873: 3833: 3783: 3459: 3259: 3009: 2939: 1428: 999: 362: 357:
Olefin metathesis is a formal exchange of the alkylidene fragments in two alkenes. It is a catalytic reaction with
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A pericyclic reaction is a type of reaction with multiple carbon–carbon bond making and breaking wherein the
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of the molecule has a cyclic geometry, and the reaction progresses in a concerted fashion. Examples are
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Ziegler, Frederick E. (December 1988). "The thermal, aliphatic Claisen rearrangement".
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Chemical reaction where a molecule is turned into a structural isomer of itself
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Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 3rd edition
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A rearrangement is not well represented by simple and discrete
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1,3-rearrangements take place over 3 carbon atoms. Examples:
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compounds form a new symmetrical alkene with expulsion of
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Clayden, Jonathan; Greeves, Nick; Warren, Stuart (2012).
566:(2nd ed.). Oxford University Press. p. 958. 143: 75: 56: 3819:
Erlenmeyer–Plöchl azlactone and amino-acid synthesis
589:"Ring-Opening Polymerization—An Introductory Review" 561: 172: 2880:Divinylcyclopropane-cycloheptadiene rearrangement 288:, which is relevant to the production of certain 3954: 183:Intermolecular rearrangements also take place. 673: 390: 3140:Thermal rearrangement of aromatic hydrocarbons 1774:Thermal rearrangement of aromatic hydrocarbons 587:Nuyken, Oskar; Pask, Stephen (25 April 2013). 531:Ullmann's Encyclopedia of Industrial Chemistry 468:Thermal rearrangement of aromatic hydrocarbons 3869:Lectka enantioselective beta-lactam synthesis 1129: 659: 3648:Inverse electron-demand Diels–Alder reaction 1469:Heterogeneous metal catalyzed cross-coupling 491: 2990:Lobry de Bruyn–Van Ekenstein transformation 613: 555: 666: 652: 586: 3480:Petrenko-Kritschenko piperidone synthesis 2935:Fritsch–Buttenberg–Wiechell rearrangement 604: 3643:Intramolecular Diels–Alder cycloaddition 580: 619: 522: 304: 3955: 3663:Metal-centered cycloaddition reactions 3315:Debus–Radziszewski imidazole synthesis 1259:Bodroux–Chichibabin aldehyde synthesis 213:Three key rearrangement reactions are 3809:Diazoalkane 1,3-dipolar cycloaddition 3713:Vinylcyclopropane (5+2) cycloaddition 3618:Diazoalkane 1,3-dipolar cycloaddition 3390:Hurd–Mori 1,2,3-thiadiazole synthesis 2885:Dowd–Beckwith ring-expansion reaction 2052:Hurd–Mori 1,2,3-thiadiazole synthesis 1128: 965:LFER solvent coefficients (data page) 647: 395: 224: 144: 76: 2620:Sharpless asymmetric dihydroxylation 1857:Methoxymethylenetriphenylphosphorane 346: 2745:Allen–Millar–Trippett rearrangement 236:the basis of large applications in 13: 3884:Nitrone-olefin (3+2) cycloaddition 3879:Niementowski quinazoline synthesis 3668:Nitrone-olefin (3+2) cycloaddition 3593:Azide-alkyne Huisgen cycloaddition 3455:Niementowski quinazoline synthesis 3210:Azide-alkyne Huisgen cycloaddition 2515:Meerwein–Ponndorf–Verley reduction 2067:Leimgruber–Batcho indole synthesis 137: 69: 43:of the original molecule. Often a 14: 3974: 3708:Trimethylenemethane cycloaddition 3410:Johnson–Corey–Chaykovsky reaction 3275:Cadogan–Sundberg indole synthesis 3255:Bohlmann–Rahtz pyridine synthesis 3215:Baeyer–Emmerling indole synthesis 2022:Cadogan–Sundberg indole synthesis 1514:Johnson–Corey–Chaykovsky reaction 3804:Cook–Heilbron thiazole synthesis 3633:Hexadehydro Diels–Alder reaction 3460:Niementowski quinoline synthesis 3290:Cook–Heilbron thiazole synthesis 3235:Bischler–Möhlau indole synthesis 3145:Tiffeneau–Demjanov rearrangement 2775:Baker–Venkataraman rearrangement 1933:Horner–Wadsworth–Emmons reaction 1604:Mizoroki-Heck vs. Reductive Heck 1489:Horner–Wadsworth–Emmons reaction 1000:Neighbouring group participation 368: 363:transition metal carbene complex 339: 325: 296: 276: 260: 210:, the reaction is indeed ionic. 3340:Fiesselmann thiophene synthesis 3170:Westphalen–LettrĂ© rearrangement 3150:Vinylcyclopropane rearrangement 2980:Kornblum–DeLaMare rearrangement 2625:Epoxidation of allylic alcohols 2535:Noyori asymmetric hydrogenation 2470:Kornblum–DeLaMare rearrangement 2145:Gallagher–Hollander degradation 3799:Chichibabin pyridine synthesis 3285:Chichibabin pyridine synthesis 3245:Blum–Ittah aziridine synthesis 3080:Ring expansion and contraction 1349:Cross dehydrogenative coupling 485: 139: 111: 71: 1: 3769:Bischler–Napieralski reaction 3727:Heterocycle forming reactions 3380:Hemetsberger indole synthesis 3240:Bischler–Napieralski reaction 3155:Wagner–Meerwein rearrangement 3125:Sommelet–Hauser rearrangement 3105:Seyferth–Gilbert homologation 2970:Ireland–Claisen rearrangement 2965:Hofmann–Martius rearrangement 2725:2,3-sigmatropic rearrangement 2340:Corey–Winter olefin synthesis 2265:Barton–McCombie deoxygenation 1908:Corey–Winter olefin synthesis 1862:Seyferth–Gilbert homologation 1729:Seyferth–Gilbert homologation 478: 270:Wagner–Meerwein rearrangement 196:Wagner–Meerwein rearrangement 3874:Lehmstedt–Tanasescu reaction 3834:Gabriel–Colman rearrangement 3789:Bucherer carbazole synthesis 3784:Borsche–Drechsel cyclization 3764:Bernthsen acridine synthesis 3749:Bamberger triazine synthesis 3734:Algar–Flynn–Oyamada reaction 3445:Nazarov cyclization reaction 3310:De Kimpe aziridine synthesis 3265:Bucherer carbazole synthesis 3260:Borsche–Drechsel cyclization 3030:Nazarov cyclization reaction 3010:Meyer–Schuster rearrangement 2940:Gabriel–Colman rearrangement 2690:Wolffenstein–Böters reaction 2575:Reduction of nitro compounds 2425:Grundmann aldehyde synthesis 2230:Algar–Flynn–Oyamada reaction 1639:Olefin conversion technology 1634:Nozaki–Hiyama–Kishi reaction 1429:Gabriel–Colman rearrangement 1319:Claisen-Schmidt condensation 1264:Bouveault aldehyde synthesis 463:Photochemical rearrangements 391:Other rearragement reactions 7: 3849:Hantzsch pyridine synthesis 3628:Enone–alkene cycloadditions 3450:Nenitzescu indole synthesis 3370:Hantzsch pyridine synthesis 3335:Ferrario–Ackermann reaction 2985:Kowalski ester homologation 2950:Halogen dance rearrangement 2795:Benzilic acid rearrangement 2220:Akabori amino-acid reaction 2180:Von Braun amide degradation 2125:Barbier–Wieland degradation 2077:Nenitzescu indole synthesis 2057:Kharasch–Sosnovsky reaction 1948:Julia–Kocienski olefination 1852:Kowalski ester homologation 1549:Kowalski ester homologation 1524:Julia–Kocienski olefination 1279:Cadiot–Chodkiewicz coupling 1204:Aza-Baylis–Hillman reaction 1149:Acetoacetic ester synthesis 860:Dynamic binding (chemistry) 850:Conrotatory and disrotatory 825:Charge remote fragmentation 421: 217:, pericyclic reactions and 10: 3979: 3914:Robinson–Gabriel synthesis 3864:Kröhnke pyridine synthesis 3698:Retro-Diels–Alder reaction 3638:Imine Diels–Alder reaction 3425:Kröhnke pyridine synthesis 3040:Newman–Kwart rearrangement 3015:Mislow–Evans rearrangement 2925:Fischer–Hepp rearrangement 2870:Di-Ď€-methane rearrangement 2650:Stephen aldehyde synthesis 2385:Eschweiler–Clarke reaction 2102:Williamson ether synthesis 1419:Fujiwara–Moritani reaction 1324:Combes quinoline synthesis 1289:Carbonyl olefin metathesis 990:More O'Ferrall–Jencks plot 915:Grunwald–Winstein equation 885:Electron-withdrawing group 820:Catalytic resonance theory 350: 308: 228: 202:-breaking and forming. In 3924:Urech hydantoin synthesis 3904:Pomeranz–Fritsch reaction 3829:Fischer oxazole synthesis 3726: 3563:1,3-Dipolar cycloaddition 3553: 3535:Urech hydantoin synthesis 3505:Reissert indole synthesis 3490:Pomeranz–Fritsch reaction 3420:Knorr quinoline synthesis 3350:Fischer oxazole synthesis 3280:Camps quinoline synthesis 3200:1,3-Dipolar cycloaddition 3188: 3100:Semipinacol rearrangement 3075:Ramberg–Bäcklund reaction 3060:Piancatelli rearrangement 3000:McFadyen–Stevens reaction 2755:Alpha-ketol rearrangement 2703: 2510:McFadyen–Stevens reaction 2455:Kiliani–Fischer synthesis 2375:Elbs persulfate oxidation 2300:Bouveault–Blanc reduction 2260:Baeyer–Villiger oxidation 2198: 2115: 2092:Schotten–Baumann reaction 1995: 1968:Ramberg–Bäcklund reaction 1875: 1847:Kiliani–Fischer synthesis 1827: 1689:Ramberg–Bäcklund reaction 1674:Pinacol coupling reaction 1669:Piancatelli rearrangement 1564:Liebeskind–Srogl coupling 1414:Fujimoto–Belleau reaction 1137: 1131:List of organic reactions 995:Negative hyperconjugation 740: 682: 268:Further examples are the 3899:Pictet–Spengler reaction 3814:Einhorn–Brunner reaction 3779:Boger pyridine synthesis 3673:Oxo-Diels–Alder reaction 3588:Aza-Diels–Alder reaction 3485:Pictet–Spengler reaction 3385:Hofmann–Löffler reaction 3375:Hegedus indole synthesis 3345:Fischer indole synthesis 3220:Bartoli indole synthesis 3175:Willgerodt rearrangement 3005:McLafferty rearrangement 2915:Ferrier carbocyclization 2730:2,3-Wittig rearrangement 2720:1,2-Wittig rearrangement 2560:Parikh–Doering oxidation 2550:Oxygen rebound mechanism 2215:Adkins–Peterson reaction 2107:Yamaguchi esterification 2047:Hegedus indole synthesis 2012:Bartoli indole synthesis 1883:Bamford–Stevens reaction 1799:Weinreb ketone synthesis 1759:Stork enamine alkylation 1534:Knoevenagel condensation 1404:Ferrier carbocyclization 1294:Castro–Stephens coupling 920:Hammett acidity function 910:Free-energy relationship 855:Curtin–Hammett principle 840:Conformational isomerism 539:10.1002/14356007.a13_227 39:is rearranged to give a 3963:Rearrangement reactions 3859:Knorr pyrrole synthesis 3794:Bucherer–Bergs reaction 3739:Allan–Robinson reaction 3718:Wagner-Jauregg reaction 3510:Ring-closing metathesis 3435:Larock indole synthesis 3415:Knorr pyrrole synthesis 3270:Bucherer–Bergs reaction 3135:Stieglitz rearrangement 3115:Skattebøl rearrangement 3085:Ring-closing metathesis 2945:Group transfer reaction 2910:Favorskii rearrangement 2850:Cornforth rearrangement 2780:Bamberger rearrangement 2685:Wolff–Kishner reduction 2505:Markó–Lam deoxygenation 2400:Fleming–Tamao oxidation 2395:Fischer–Tropsch process 2082:Oxymercuration reaction 2062:Knorr pyrrole synthesis 1888:Barton–Kellogg reaction 1794:Wagner-Jauregg reaction 1714:Ring-closing metathesis 1704:Reimer–Tiemann reaction 1694:Rauhut–Currier reaction 1609:Nef isocyanide reaction 1569:Malonic ester synthesis 1539:Knorr pyrrole synthesis 1474:High dilution principle 1409:Friedel–Crafts reaction 1344:Cross-coupling reaction 1269:Bucherer–Bergs reaction 1254:Blanc chloromethylation 1244:Blaise ketone synthesis 1219:Baylis–Hillman reaction 1214:Barton–Kellogg reaction 1189:Allan–Robinson reaction 1095:Woodward–Hoffmann rules 830:Charge-transfer complex 533:. Weinheim: Wiley-VCH. 3824:Feist–Benary synthesis 3598:Bradsher cycloaddition 3568:4+4 Photocycloaddition 3525:Simmons–Smith reaction 3470:Paternò–BĂĽchi reaction 3330:Feist–Benary synthesis 3320:Dieckmann condensation 3070:Pummerer rearrangement 3050:Oxy-Cope rearrangement 3025:Myers allene synthesis 2975:Jacobsen rearrangement 2890:Electrocyclic reaction 2865:Demjanov rearrangement 2820:Buchner ring expansion 2790:Beckmann rearrangement 2770:Aza-Cope rearrangement 2765:Arndt–Eistert reaction 2740:Alkyne zipper reaction 2660:Transfer hydrogenation 2635:Sharpless oxyamination 2610:Selenoxide elimination 2495:Lombardo methylenation 2420:Griesbaum coozonolysis 2330:Corey–Itsuno reduction 2305:Boyland–Sims oxidation 2245:Angeli–Rimini reaction 1893:Boord olefin synthesis 1837:Arndt–Eistert reaction 1829:Homologation reactions 1629:Nitro-Mannich reaction 1544:Kolbe–Schmitt reaction 1354:Cross-coupling partner 1274:Buchner ring expansion 1194:Arndt–Eistert reaction 960:Kinetic isotope effect 707:Rearrangement reaction 428:Beckmann rearrangement 361:, or more accurately, 286:Beckmann rearrangement 174: 25:rearrangement reaction 3683:Pauson–Khand reaction 3520:Sharpless epoxidation 3475:Pechmann condensation 3355:Friedländer synthesis 3305:Davis–Beirut reaction 3160:Wallach rearrangement 3130:Stevens rearrangement 3065:Pinacol rearrangement 3045:Overman rearrangement 2960:Hofmann rearrangement 2955:Hayashi rearrangement 2920:Ferrier rearrangement 2875:Dimroth rearrangement 2860:Curtius rearrangement 2855:Criegee rearrangement 2835:Claisen rearrangement 2825:Carroll rearrangement 2760:Amadori rearrangement 2750:Allylic rearrangement 2630:Sharpless epoxidation 2365:Dess–Martin oxidation 2290:Bohn–Schmidt reaction 2150:Hofmann rearrangement 1953:Kauffmann olefination 1876:Olefination reactions 1814:Wurtz–Fittig reaction 1649:Palladium–NHC complex 1529:Kauffmann olefination 1484:Homologation reaction 1334:Corey–House synthesis 1314:Claisen rearrangement 1110:Yukawa–Tsuno equation 1070:Swain–Lupton equation 1050:Spherical aromaticity 985:Möbius–HĂĽckel concept 770:Aromatic ring current 732:Substitution reaction 453:Tiemann rearrangement 438:Hofmann rearrangement 433:Curtius rearrangement 410:a 1,3-alkyl shift of 334:Claisen rearrangement 208:allylic rearrangement 175: 3889:Paal–Knorr synthesis 3759:Barton–Zard reaction 3703:Staudinger synthesis 3653:Ketene cycloaddition 3623:Diels–Alder reaction 3603:Cheletropic reaction 3583:Alkyne trimerisation 3465:Paal–Knorr synthesis 3430:Kulinkovich reaction 3405:Jacobsen epoxidation 3325:Diels–Alder reaction 3120:Smiles rearrangement 3110:Sigmatropic reaction 2995:Lossen rearrangement 2845:Corey–Fuchs reaction 2810:Boekelheide reaction 2805:Bergmann degradation 2735:Achmatowicz reaction 2520:Methionine sulfoxide 2320:Clemmensen reduction 2280:Bergmann degradation 2210:Acyloin condensation 2175:Strecker degradation 2130:Bergmann degradation 2097:Ullmann condensation 1963:Peterson olefination 1938:Hydrazone iodination 1918:Elimination reaction 1819:Zincke–Suhl reaction 1739:Sonogashira coupling 1699:Reformatsky reaction 1659:Peterson olefination 1624:Nierenstein reaction 1554:Kulinkovich reaction 1369:Diels–Alder reaction 1329:Corey–Fuchs reaction 1309:Claisen condensation 1179:Alkyne trimerisation 1154:Acyloin condensation 1120:ÎŁ-bishomoaromaticity 1080:Thorpe–Ingold effect 692:Elimination reaction 606:10.3390/polym5020361 443:Lossen rearrangement 311:pericyclic reactions 305:Pericyclic reactions 204:pericyclic reactions 54: 27:is a broad class of 3909:Prilezhaev reaction 3894:Pellizzari reaction 3573:(4+3) cycloaddition 3540:Van Leusen reaction 3515:Robinson annulation 3500:Pschorr cyclization 3495:Prilezhaev reaction 3225:Bergman cyclization 3180:Wolff rearrangement 3165:Weerman degradation 3055:Pericyclic reaction 3035:Neber rearrangement 2930:Fries rearrangement 2815:Brook rearrangement 2800:Bergman cyclization 2645:Staudinger reaction 2590:Rosenmund reduction 2580:Reductive amination 2545:Oppenauer oxidation 2335:Corey–Kim oxidation 2310:Cannizzaro reaction 2185:Weerman degradation 2160:Isosaccharinic acid 2072:Mukaiyama hydration 1928:Hofmann elimination 1913:Dehydrohalogenation 1898:Chugaev elimination 1719:Robinson annulation 1664:Pfitzinger reaction 1434:Gattermann reaction 1379:Wulff–Dötz reaction 1359:Dakin–West reaction 1284:Carbonyl allylation 1229:Bergman cyclization 1015:Kennedy J. P. Orton 935:Hammond's postulate 905:Flippin–Lodge angle 875:Electromeric effect 800:Beta-silicon effect 785:Baker–Nathan effect 634:10.1021/cr00090a001 501:, New York: Wiley, 458:Wolff rearrangement 406:Fries rearrangement 3658:McCormack reaction 3608:Conia-ene reaction 3440:Madelung synthesis 3230:Biginelli reaction 3020:Mumm rearrangement 2905:Favorskii reaction 2840:Cope rearrangement 2830:Chan rearrangement 2595:Rubottom oxidation 2525:Miyaura borylation 2490:Lipid peroxidation 2485:Lindgren oxidation 2465:Kornblum oxidation 2460:Kolbe electrolysis 2405:Fukuyama reduction 2315:Carbonyl reduction 2165:Marker degradation 2027:Diazonium compound 2017:Boudouard reaction 1996:Carbon-heteroatom 1923:Grieco elimination 1709:Rieche formylation 1654:Passerini reaction 1584:Meerwein arylation 1504:Hydroxymethylation 1399:Favorskii reaction 1299:Chan rearrangement 1234:Biginelli reaction 1159:Aldol condensation 1005:2-Norbornyl cation 980:Möbius aromaticity 975:Markovnikov's rule 870:Effective molarity 815:BĂĽrgi–Dunitz angle 805:Bicycloaromaticity 473:Mumm rearrangement 396:1,3-rearrangements 225:1,2-rearrangements 215:1,2-rearrangements 188:electron transfers 170: 153: 151: 150: 85: 83: 82: 3950: 3949: 3946: 3945: 3942: 3941: 3934:Wohl–Aue reaction 3578:6+4 Cycloaddition 3395:Iodolactonization 2715:1,2-rearrangement 2680:Wohl–Aue reaction 2600:Sabatier reaction 2565:Pinnick oxidation 2530:Mozingo reduction 2475:Leuckart reaction 2430:Haloform reaction 2345:Criegee oxidation 2325:Collins oxidation 2275:Benkeser reaction 2270:Bechamp reduction 2240:Andrussow process 2225:Alcohol oxidation 2135:Edman degradation 2042:Haloform reaction 1991: 1990: 1978:Takai olefination 1943:Julia olefination 1769:Takai olefination 1644:Olefin metathesis 1519:Julia olefination 1444:Grignard reaction 1424:Fukuyama coupling 1339:Coupling reaction 1304:Chan–Lam coupling 1174:Alkyne metathesis 1169:Alkane metathesis 1025:Phosphaethynolate 930:George S. Hammond 890:Electronic effect 845:Conjugated system 727:Stereospecificity 722:Stereoselectivity 687:Addition reaction 676:organic reactions 573:978-0-19-927029-3 564:Organic chemistry 375:In this example ( 353:Olefin metathesis 347:Olefin metathesis 231:1,2-rearrangement 219:olefin metathesis 163: 152: 148: 135: 131: 122: 103: 95: 84: 80: 67: 63: 41:structural isomer 29:organic reactions 21:organic chemistry 3970: 3929:Wenker synthesis 3919:StollĂ© synthesis 3774:Bobbitt reaction 3744:Auwers synthesis 3688:Povarov reaction 3613:Cyclopropanation 3551: 3550: 3545:Wenker synthesis 3300:Darzens reaction 3250:Bobbitt reaction 3095:Schmidt reaction 2900:Enyne metathesis 2675:Whiting reaction 2670:Wharton reaction 2615:Shapiro reaction 2605:Sarett oxidation 2570:PrĂ©vost reaction 2380:Emde degradation 2190:Wohl degradation 2170:Ruff degradation 2140:Emde degradation 2037:Grignard reagent 1973:Shapiro reaction 1958:McMurry reaction 1825: 1824: 1789:Ullmann reaction 1754:StollĂ© synthesis 1744:Stetter reaction 1734:Shapiro reaction 1724:Sakurai reaction 1619:Negishi coupling 1599:Minisci reaction 1594:Michael reaction 1579:McMurry reaction 1574:Mannich reaction 1454:Hammick reaction 1449:Grignard reagent 1389:Enyne metathesis 1374:Doebner reaction 1364:Darzens reaction 1209:Barbier reaction 1199:Auwers synthesis 1126: 1125: 1100:Woodward's rules 1065:Superaromaticity 1055:Spiroaromaticity 955:Inductive effect 950:Hyperconjugation 925:Hammett equation 865:Edwards equation 717:Regioselectivity 668: 661: 654: 645: 644: 638: 637: 628:(8): 1423–1452. 622:Chemical Reviews 617: 611: 610: 608: 584: 578: 577: 559: 553: 552: 526: 520: 519: 489: 448:Schmidt reaction 372: 343: 329: 317:transition state 300: 280: 264: 179: 177: 176: 171: 169: 164: 161: 160: 154: 149: 146: 142: 136: 133: 129: 128: 127: 120: 119: 110: 109: 101: 100: 93: 92: 86: 81: 78: 74: 68: 65: 61: 3978: 3977: 3973: 3972: 3971: 3969: 3968: 3967: 3953: 3952: 3951: 3938: 3839:Gewald reaction 3722: 3549: 3530:Skraup reaction 3365:Graham reaction 3360:Gewald reaction 3191: 3184: 2706: 2699: 2655:Swern oxidation 2640:Stahl oxidation 2585:Riley oxidation 2540:Omega oxidation 2500:Luche reduction 2450:Jones oxidation 2415:Glycol cleavage 2410:Ganem oxidation 2355:Davis oxidation 2350:Dakin oxidation 2285:Birch reduction 2235:Amide reduction 2201: 2194: 2155:Hooker reaction 2117: 2111: 1999: 1997: 1987: 1983:Wittig reaction 1871: 1867:Wittig reaction 1842:Hooker reaction 1823: 1804:Wittig reaction 1779:Thorpe reaction 1764:Suzuki reaction 1749:Stille reaction 1684:Quelet reaction 1559:Kumada coupling 1509:Ivanov reaction 1499:Hydrovinylation 1479:Hiyama coupling 1439:Glaser coupling 1249:Blaise reaction 1239:Bingel reaction 1224:Benary reaction 1141: 1139: 1133: 1124: 1020:Passive binding 940:Homoaromaticity 790:Baldwin's rules 765:Antiaromaticity 760:Anomeric effect 736: 678: 672: 642: 641: 618: 614: 585: 581: 574: 560: 556: 549: 527: 523: 509: 490: 486: 481: 424: 398: 393: 365:intermediates. 355: 349: 313: 307: 233: 227: 165: 156: 155: 145: 138: 132: 130: 123: 115: 114: 105: 104: 96: 88: 87: 77: 70: 64: 62: 57: 55: 52: 51: 33:carbon skeleton 17: 12: 11: 5: 3976: 3966: 3965: 3948: 3947: 3944: 3943: 3940: 3939: 3937: 3936: 3931: 3926: 3921: 3916: 3911: 3906: 3901: 3896: 3891: 3886: 3881: 3876: 3871: 3866: 3861: 3856: 3851: 3846: 3844:Hantzsch ester 3841: 3836: 3831: 3826: 3821: 3816: 3811: 3806: 3801: 3796: 3791: 3786: 3781: 3776: 3771: 3766: 3761: 3756: 3754:Banert cascade 3751: 3746: 3741: 3736: 3730: 3728: 3724: 3723: 3721: 3720: 3715: 3710: 3705: 3700: 3695: 3693:Prato reaction 3690: 3685: 3680: 3675: 3670: 3665: 3660: 3655: 3650: 3645: 3640: 3635: 3630: 3625: 3620: 3615: 3610: 3605: 3600: 3595: 3590: 3585: 3580: 3575: 3570: 3565: 3559: 3557: 3548: 3547: 3542: 3537: 3532: 3527: 3522: 3517: 3512: 3507: 3502: 3497: 3492: 3487: 3482: 3477: 3472: 3467: 3462: 3457: 3452: 3447: 3442: 3437: 3432: 3427: 3422: 3417: 3412: 3407: 3402: 3397: 3392: 3387: 3382: 3377: 3372: 3367: 3362: 3357: 3352: 3347: 3342: 3337: 3332: 3327: 3322: 3317: 3312: 3307: 3302: 3297: 3292: 3287: 3282: 3277: 3272: 3267: 3262: 3257: 3252: 3247: 3242: 3237: 3232: 3227: 3222: 3217: 3212: 3207: 3202: 3196: 3194: 3186: 3185: 3183: 3182: 3177: 3172: 3167: 3162: 3157: 3152: 3147: 3142: 3137: 3132: 3127: 3122: 3117: 3112: 3107: 3102: 3097: 3092: 3087: 3082: 3077: 3072: 3067: 3062: 3057: 3052: 3047: 3042: 3037: 3032: 3027: 3022: 3017: 3012: 3007: 3002: 2997: 2992: 2987: 2982: 2977: 2972: 2967: 2962: 2957: 2952: 2947: 2942: 2937: 2932: 2927: 2922: 2917: 2912: 2907: 2902: 2897: 2892: 2887: 2882: 2877: 2872: 2867: 2862: 2857: 2852: 2847: 2842: 2837: 2832: 2827: 2822: 2817: 2812: 2807: 2802: 2797: 2792: 2787: 2785:Banert cascade 2782: 2777: 2772: 2767: 2762: 2757: 2752: 2747: 2742: 2737: 2732: 2727: 2722: 2717: 2711: 2709: 2705:Rearrangement 2701: 2700: 2698: 2697: 2695:Zinin reaction 2692: 2687: 2682: 2677: 2672: 2667: 2665:Wacker process 2662: 2657: 2652: 2647: 2642: 2637: 2632: 2627: 2622: 2617: 2612: 2607: 2602: 2597: 2592: 2587: 2582: 2577: 2572: 2567: 2562: 2557: 2552: 2547: 2542: 2537: 2532: 2527: 2522: 2517: 2512: 2507: 2502: 2497: 2492: 2487: 2482: 2477: 2472: 2467: 2462: 2457: 2452: 2447: 2442: 2440:Hydrogenolysis 2437: 2432: 2427: 2422: 2417: 2412: 2407: 2402: 2397: 2392: 2390:Étard reaction 2387: 2382: 2377: 2372: 2367: 2362: 2357: 2352: 2347: 2342: 2337: 2332: 2327: 2322: 2317: 2312: 2307: 2302: 2297: 2295:Bosch reaction 2292: 2287: 2282: 2277: 2272: 2267: 2262: 2257: 2252: 2247: 2242: 2237: 2232: 2227: 2222: 2217: 2212: 2206: 2204: 2200:Organic redox 2196: 2195: 2193: 2192: 2187: 2182: 2177: 2172: 2167: 2162: 2157: 2152: 2147: 2142: 2137: 2132: 2127: 2121: 2119: 2113: 2112: 2110: 2109: 2104: 2099: 2094: 2089: 2084: 2079: 2074: 2069: 2064: 2059: 2054: 2049: 2044: 2039: 2034: 2032:Esterification 2029: 2024: 2019: 2014: 2009: 2003: 2001: 1993: 1992: 1989: 1988: 1986: 1985: 1980: 1975: 1970: 1965: 1960: 1955: 1950: 1945: 1940: 1935: 1930: 1925: 1920: 1915: 1910: 1905: 1900: 1895: 1890: 1885: 1879: 1877: 1873: 1872: 1870: 1869: 1864: 1859: 1854: 1849: 1844: 1839: 1833: 1831: 1822: 1821: 1816: 1811: 1809:Wurtz reaction 1806: 1801: 1796: 1791: 1786: 1781: 1776: 1771: 1766: 1761: 1756: 1751: 1746: 1741: 1736: 1731: 1726: 1721: 1716: 1711: 1706: 1701: 1696: 1691: 1686: 1681: 1679:Prins reaction 1676: 1671: 1666: 1661: 1656: 1651: 1646: 1641: 1636: 1631: 1626: 1621: 1616: 1611: 1606: 1601: 1596: 1591: 1586: 1581: 1576: 1571: 1566: 1561: 1556: 1551: 1546: 1541: 1536: 1531: 1526: 1521: 1516: 1511: 1506: 1501: 1496: 1494:Hydrocyanation 1491: 1486: 1481: 1476: 1471: 1466: 1464:Henry reaction 1461: 1456: 1451: 1446: 1441: 1436: 1431: 1426: 1421: 1416: 1411: 1406: 1401: 1396: 1391: 1386: 1381: 1376: 1371: 1366: 1361: 1356: 1351: 1346: 1341: 1336: 1331: 1326: 1321: 1316: 1311: 1306: 1301: 1296: 1291: 1286: 1281: 1276: 1271: 1266: 1261: 1256: 1251: 1246: 1241: 1236: 1231: 1226: 1221: 1216: 1211: 1206: 1201: 1196: 1191: 1186: 1181: 1176: 1171: 1166: 1164:Aldol reaction 1161: 1156: 1151: 1145: 1143: 1138:Carbon-carbon 1135: 1134: 1123: 1122: 1117: 1115:Zaitsev's rule 1112: 1107: 1102: 1097: 1092: 1087: 1082: 1077: 1072: 1067: 1062: 1060:Steric effects 1057: 1052: 1047: 1042: 1037: 1032: 1027: 1022: 1017: 1012: 1007: 1002: 997: 992: 987: 982: 977: 972: 967: 962: 957: 952: 947: 942: 937: 932: 927: 922: 917: 912: 907: 902: 897: 892: 887: 882: 877: 872: 867: 862: 857: 852: 847: 842: 837: 832: 827: 822: 817: 812: 807: 802: 797: 792: 787: 782: 777: 772: 767: 762: 757: 752: 747: 741: 738: 737: 735: 734: 729: 724: 719: 714: 712:Redox reaction 709: 704: 699: 697:Polymerization 694: 689: 683: 680: 679: 671: 670: 663: 656: 648: 640: 639: 612: 599:(2): 361–403. 579: 572: 554: 547: 521: 507: 483: 482: 480: 477: 476: 475: 470: 465: 460: 455: 450: 445: 440: 435: 430: 423: 420: 419: 418: 416:chrysanthenone 408: 397: 394: 392: 389: 351:Main article: 348: 345: 321:hydride shifts 309:Main article: 306: 303: 302: 301: 282: 281: 266: 265: 238:oil refineries 229:Main article: 226: 223: 194:moving, as in 181: 180: 168: 159: 141: 126: 118: 113: 108: 99: 91: 73: 60: 15: 9: 6: 4: 3: 2: 3975: 3964: 3961: 3960: 3958: 3935: 3932: 3930: 3927: 3925: 3922: 3920: 3917: 3915: 3912: 3910: 3907: 3905: 3902: 3900: 3897: 3895: 3892: 3890: 3887: 3885: 3882: 3880: 3877: 3875: 3872: 3870: 3867: 3865: 3862: 3860: 3857: 3855: 3854:Herz reaction 3852: 3850: 3847: 3845: 3842: 3840: 3837: 3835: 3832: 3830: 3827: 3825: 3822: 3820: 3817: 3815: 3812: 3810: 3807: 3805: 3802: 3800: 3797: 3795: 3792: 3790: 3787: 3785: 3782: 3780: 3777: 3775: 3772: 3770: 3767: 3765: 3762: 3760: 3757: 3755: 3752: 3750: 3747: 3745: 3742: 3740: 3737: 3735: 3732: 3731: 3729: 3725: 3719: 3716: 3714: 3711: 3709: 3706: 3704: 3701: 3699: 3696: 3694: 3691: 3689: 3686: 3684: 3681: 3679: 3676: 3674: 3671: 3669: 3666: 3664: 3661: 3659: 3656: 3654: 3651: 3649: 3646: 3644: 3641: 3639: 3636: 3634: 3631: 3629: 3626: 3624: 3621: 3619: 3616: 3614: 3611: 3609: 3606: 3604: 3601: 3599: 3596: 3594: 3591: 3589: 3586: 3584: 3581: 3579: 3576: 3574: 3571: 3569: 3566: 3564: 3561: 3560: 3558: 3556: 3555:Cycloaddition 3552: 3546: 3543: 3541: 3538: 3536: 3533: 3531: 3528: 3526: 3523: 3521: 3518: 3516: 3513: 3511: 3508: 3506: 3503: 3501: 3498: 3496: 3493: 3491: 3488: 3486: 3483: 3481: 3478: 3476: 3473: 3471: 3468: 3466: 3463: 3461: 3458: 3456: 3453: 3451: 3448: 3446: 3443: 3441: 3438: 3436: 3433: 3431: 3428: 3426: 3423: 3421: 3418: 3416: 3413: 3411: 3408: 3406: 3403: 3401: 3400:Isay reaction 3398: 3396: 3393: 3391: 3388: 3386: 3383: 3381: 3378: 3376: 3373: 3371: 3368: 3366: 3363: 3361: 3358: 3356: 3353: 3351: 3348: 3346: 3343: 3341: 3338: 3336: 3333: 3331: 3328: 3326: 3323: 3321: 3318: 3316: 3313: 3311: 3308: 3306: 3303: 3301: 3298: 3296: 3295:Cycloaddition 3293: 3291: 3288: 3286: 3283: 3281: 3278: 3276: 3273: 3271: 3268: 3266: 3263: 3261: 3258: 3256: 3253: 3251: 3248: 3246: 3243: 3241: 3238: 3236: 3233: 3231: 3228: 3226: 3223: 3221: 3218: 3216: 3213: 3211: 3208: 3206: 3203: 3201: 3198: 3197: 3195: 3193: 3190:Ring forming 3187: 3181: 3178: 3176: 3173: 3171: 3168: 3166: 3163: 3161: 3158: 3156: 3153: 3151: 3148: 3146: 3143: 3141: 3138: 3136: 3133: 3131: 3128: 3126: 3123: 3121: 3118: 3116: 3113: 3111: 3108: 3106: 3103: 3101: 3098: 3096: 3093: 3091: 3090:Rupe reaction 3088: 3086: 3083: 3081: 3078: 3076: 3073: 3071: 3068: 3066: 3063: 3061: 3058: 3056: 3053: 3051: 3048: 3046: 3043: 3041: 3038: 3036: 3033: 3031: 3028: 3026: 3023: 3021: 3018: 3016: 3013: 3011: 3008: 3006: 3003: 3001: 2998: 2996: 2993: 2991: 2988: 2986: 2983: 2981: 2978: 2976: 2973: 2971: 2968: 2966: 2963: 2961: 2958: 2956: 2953: 2951: 2948: 2946: 2943: 2941: 2938: 2936: 2933: 2931: 2928: 2926: 2923: 2921: 2918: 2916: 2913: 2911: 2908: 2906: 2903: 2901: 2898: 2896: 2893: 2891: 2888: 2886: 2883: 2881: 2878: 2876: 2873: 2871: 2868: 2866: 2863: 2861: 2858: 2856: 2853: 2851: 2848: 2846: 2843: 2841: 2838: 2836: 2833: 2831: 2828: 2826: 2823: 2821: 2818: 2816: 2813: 2811: 2808: 2806: 2803: 2801: 2798: 2796: 2793: 2791: 2788: 2786: 2783: 2781: 2778: 2776: 2773: 2771: 2768: 2766: 2763: 2761: 2758: 2756: 2753: 2751: 2748: 2746: 2743: 2741: 2738: 2736: 2733: 2731: 2728: 2726: 2723: 2721: 2718: 2716: 2713: 2712: 2710: 2708: 2702: 2696: 2693: 2691: 2688: 2686: 2683: 2681: 2678: 2676: 2673: 2671: 2668: 2666: 2663: 2661: 2658: 2656: 2653: 2651: 2648: 2646: 2643: 2641: 2638: 2636: 2633: 2631: 2628: 2626: 2623: 2621: 2618: 2616: 2613: 2611: 2608: 2606: 2603: 2601: 2598: 2596: 2593: 2591: 2588: 2586: 2583: 2581: 2578: 2576: 2573: 2571: 2568: 2566: 2563: 2561: 2558: 2556: 2553: 2551: 2548: 2546: 2543: 2541: 2538: 2536: 2533: 2531: 2528: 2526: 2523: 2521: 2518: 2516: 2513: 2511: 2508: 2506: 2503: 2501: 2498: 2496: 2493: 2491: 2488: 2486: 2483: 2481: 2480:Ley oxidation 2478: 2476: 2473: 2471: 2468: 2466: 2463: 2461: 2458: 2456: 2453: 2451: 2448: 2446: 2445:Hydroxylation 2443: 2441: 2438: 2436: 2435:Hydrogenation 2433: 2431: 2428: 2426: 2423: 2421: 2418: 2416: 2413: 2411: 2408: 2406: 2403: 2401: 2398: 2396: 2393: 2391: 2388: 2386: 2383: 2381: 2378: 2376: 2373: 2371: 2370:DNA oxidation 2368: 2366: 2363: 2361: 2360:Deoxygenation 2358: 2356: 2353: 2351: 2348: 2346: 2343: 2341: 2338: 2336: 2333: 2331: 2328: 2326: 2323: 2321: 2318: 2316: 2313: 2311: 2308: 2306: 2303: 2301: 2298: 2296: 2293: 2291: 2288: 2286: 2283: 2281: 2278: 2276: 2273: 2271: 2268: 2266: 2263: 2261: 2258: 2256: 2253: 2251: 2250:Aromatization 2248: 2246: 2243: 2241: 2238: 2236: 2233: 2231: 2228: 2226: 2223: 2221: 2218: 2216: 2213: 2211: 2208: 2207: 2205: 2203: 2197: 2191: 2188: 2186: 2183: 2181: 2178: 2176: 2173: 2171: 2168: 2166: 2163: 2161: 2158: 2156: 2153: 2151: 2148: 2146: 2143: 2141: 2138: 2136: 2133: 2131: 2128: 2126: 2123: 2122: 2120: 2114: 2108: 2105: 2103: 2100: 2098: 2095: 2093: 2090: 2088: 2087:Reed reaction 2085: 2083: 2080: 2078: 2075: 2073: 2070: 2068: 2065: 2063: 2060: 2058: 2055: 2053: 2050: 2048: 2045: 2043: 2040: 2038: 2035: 2033: 2030: 2028: 2025: 2023: 2020: 2018: 2015: 2013: 2010: 2008: 2005: 2004: 2002: 1998:bond forming 1994: 1984: 1981: 1979: 1976: 1974: 1971: 1969: 1966: 1964: 1961: 1959: 1956: 1954: 1951: 1949: 1946: 1944: 1941: 1939: 1936: 1934: 1931: 1929: 1926: 1924: 1921: 1919: 1916: 1914: 1911: 1909: 1906: 1904: 1903:Cope reaction 1901: 1899: 1896: 1894: 1891: 1889: 1886: 1884: 1881: 1880: 1878: 1874: 1868: 1865: 1863: 1860: 1858: 1855: 1853: 1850: 1848: 1845: 1843: 1840: 1838: 1835: 1834: 1832: 1830: 1826: 1820: 1817: 1815: 1812: 1810: 1807: 1805: 1802: 1800: 1797: 1795: 1792: 1790: 1787: 1785: 1782: 1780: 1777: 1775: 1772: 1770: 1767: 1765: 1762: 1760: 1757: 1755: 1752: 1750: 1747: 1745: 1742: 1740: 1737: 1735: 1732: 1730: 1727: 1725: 1722: 1720: 1717: 1715: 1712: 1710: 1707: 1705: 1702: 1700: 1697: 1695: 1692: 1690: 1687: 1685: 1682: 1680: 1677: 1675: 1672: 1670: 1667: 1665: 1662: 1660: 1657: 1655: 1652: 1650: 1647: 1645: 1642: 1640: 1637: 1635: 1632: 1630: 1627: 1625: 1622: 1620: 1617: 1615: 1614:Nef synthesis 1612: 1610: 1607: 1605: 1602: 1600: 1597: 1595: 1592: 1590: 1589:Methylenation 1587: 1585: 1582: 1580: 1577: 1575: 1572: 1570: 1567: 1565: 1562: 1560: 1557: 1555: 1552: 1550: 1547: 1545: 1542: 1540: 1537: 1535: 1532: 1530: 1527: 1525: 1522: 1520: 1517: 1515: 1512: 1510: 1507: 1505: 1502: 1500: 1497: 1495: 1492: 1490: 1487: 1485: 1482: 1480: 1477: 1475: 1472: 1470: 1467: 1465: 1462: 1460: 1459:Heck reaction 1457: 1455: 1452: 1450: 1447: 1445: 1442: 1440: 1437: 1435: 1432: 1430: 1427: 1425: 1422: 1420: 1417: 1415: 1412: 1410: 1407: 1405: 1402: 1400: 1397: 1395: 1392: 1390: 1387: 1385: 1382: 1380: 1377: 1375: 1372: 1370: 1367: 1365: 1362: 1360: 1357: 1355: 1352: 1350: 1347: 1345: 1342: 1340: 1337: 1335: 1332: 1330: 1327: 1325: 1322: 1320: 1317: 1315: 1312: 1310: 1307: 1305: 1302: 1300: 1297: 1295: 1292: 1290: 1287: 1285: 1282: 1280: 1277: 1275: 1272: 1270: 1267: 1265: 1262: 1260: 1257: 1255: 1252: 1250: 1247: 1245: 1242: 1240: 1237: 1235: 1232: 1230: 1227: 1225: 1222: 1220: 1217: 1215: 1212: 1210: 1207: 1205: 1202: 1200: 1197: 1195: 1192: 1190: 1187: 1185: 1182: 1180: 1177: 1175: 1172: 1170: 1167: 1165: 1162: 1160: 1157: 1155: 1152: 1150: 1147: 1146: 1144: 1140:bond forming 1136: 1132: 1127: 1121: 1118: 1116: 1113: 1111: 1108: 1106: 1105:Y-aromaticity 1103: 1101: 1098: 1096: 1093: 1091: 1090:Walsh diagram 1088: 1086: 1083: 1081: 1078: 1076: 1075:Taft equation 1073: 1071: 1068: 1066: 1063: 1061: 1058: 1056: 1053: 1051: 1048: 1046: 1045:ÎŁ-aromaticity 1043: 1041: 1038: 1036: 1033: 1031: 1028: 1026: 1023: 1021: 1018: 1016: 1013: 1011: 1008: 1006: 1003: 1001: 998: 996: 993: 991: 988: 986: 983: 981: 978: 976: 973: 971: 970:Marcus theory 968: 966: 963: 961: 958: 956: 953: 951: 948: 946: 945:HĂĽckel's rule 943: 941: 938: 936: 933: 931: 928: 926: 923: 921: 918: 916: 913: 911: 908: 906: 903: 901: 900:Evelyn effect 898: 896: 893: 891: 888: 886: 883: 881: 880:Electron-rich 878: 876: 873: 871: 868: 866: 863: 861: 858: 856: 853: 851: 848: 846: 843: 841: 838: 836: 833: 831: 828: 826: 823: 821: 818: 816: 813: 811: 808: 806: 803: 801: 798: 796: 795:Bema Hapothle 793: 791: 788: 786: 783: 781: 778: 776: 773: 771: 768: 766: 763: 761: 758: 756: 753: 751: 748: 746: 743: 742: 739: 733: 730: 728: 725: 723: 720: 718: 715: 713: 710: 708: 705: 703: 700: 698: 695: 693: 690: 688: 685: 684: 681: 677: 669: 664: 662: 657: 655: 650: 649: 646: 635: 631: 627: 623: 616: 607: 602: 598: 594: 590: 583: 575: 569: 565: 558: 550: 548:3-527-30673-0 544: 540: 536: 532: 525: 518: 514: 510: 508:9780471854722 504: 500: 499: 494: 488: 484: 474: 471: 469: 466: 464: 461: 459: 456: 454: 451: 449: 446: 444: 441: 439: 436: 434: 431: 429: 426: 425: 417: 413: 409: 407: 403: 402: 401: 388: 386: 382: 378: 373: 371: 366: 364: 360: 354: 344: 342: 337: 335: 330: 328: 323: 322: 318: 312: 299: 295: 294: 293: 291: 287: 279: 275: 274: 273: 271: 263: 259: 258: 257: 255: 251: 247: 243: 239: 232: 222: 220: 216: 211: 209: 205: 201: 197: 193: 189: 184: 166: 157: 124: 116: 106: 97: 89: 58: 50: 49: 48: 46: 42: 38: 34: 30: 26: 22: 2895:Ene reaction 2704: 2255:Autoxidation 2116:Degradation 2007:Azo coupling 1784:Ugi reaction 1384:Ene reaction 1184:Alkynylation 1035:Polyfluorene 1030:Polar effect 895:Electrophile 810:Bredt's rule 780:Baird's rule 750:Alpha effect 706: 625: 621: 615: 596: 592: 582: 563: 557: 530: 524: 497: 493:March, Jerry 487: 399: 379:, a pair of 374: 367: 356: 338: 331: 324: 314: 283: 267: 234: 212: 192:alkyl groups 185: 182: 24: 18: 1394:Ethenolysis 1040:Ring strain 1010:Nucleophile 835:Clar's rule 775:Aromaticity 377:ethenolysis 45:substituent 3678:Ozonolysis 3205:Annulation 2555:Ozonolysis 674:Topics in 479:References 254:isopentane 200:ionic bond 31:where the 3192:reactions 2707:reactions 2202:reactions 2118:reactions 2000:reactions 1142:reactions 517:642506595 412:verbenone 246:isobutane 167:− 158:− 125:− 117:− 112:⟶ 107:− 98:− 90:− 59:− 3957:Category 1085:Vinylogy 755:Annulene 702:Reagents 593:Polymers 495:(1985), 422:See also 385:ethylene 332:and the 284:and the 242:n-butane 37:molecule 745:A value 359:carbene 250:pentane 570:  545:  515:  505:  290:nylons 381:vinyl 35:of a 568:ISBN 543:ISBN 513:OCLC 503:ISBN 404:the 248:and 23:, a 630:doi 601:doi 535:doi 414:to 292:: 252:to 244:to 19:In 3959:: 626:88 624:. 595:. 591:. 541:. 511:, 387:. 336:: 272:: 221:. 667:e 660:t 653:v 636:. 632:: 609:. 603:: 597:5 576:. 551:. 537:: 162:C 147:R 140:| 134:C 121:C 102:C 94:C 79:R 72:| 66:C

Index

organic chemistry
organic reactions
carbon skeleton
molecule
structural isomer
substituent
electron transfers
alkyl groups
Wagner–Meerwein rearrangement
ionic bond
pericyclic reactions
allylic rearrangement
1,2-rearrangements
olefin metathesis
1,2-rearrangement
oil refineries
n-butane
isobutane
pentane
isopentane
Isomerization of pentane
Wagner–Meerwein rearrangement
Wagner–Meerwein
Beckmann rearrangement
nylons
Beckmann rearrangement
pericyclic reactions
transition state
hydride shifts
Sigmatropic Hydride Shifts

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