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:
1603:
3818:
529:
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
3074:
1967:
1688:
3627:
3469:
3339:
3334:
3149:
2624:
2534:
2124:
2056:
1947:
1523:
1278:
1203:
658:
3384:
3913:
3798:
3697:
3637:
3284:
3079:
3039:
3014:
2924:
2384:
1418:
1348:
984:
914:
2504:
326:
3903:
3489:
3379:
2999:
2724:
2509:
2454:
2299:
2259:
2091:
1846:
1563:
1413:
340:
315:
A pericyclic reaction is a type of reaction with multiple carbon–carbon bond making and breaking wherein the
3863:
3424:
2869:
3898:
3813:
3788:
3763:
3748:
3672:
3587:
3484:
3444:
3309:
3264:
3029:
2574:
2559:
2424:
2214:
1882:
1638:
1318:
1293:
1263:
854:
261:
3848:
3793:
3738:
3449:
3369:
3269:
2984:
2949:
2794:
2684:
2399:
2394:
2219:
2179:
2076:
1887:
1851:
1703:
1693:
1548:
1408:
1268:
1218:
1213:
1188:
1148:
1094:
859:
849:
824:
319:
of the molecule has a cyclic geometry, and the reaction progresses in a concerted fashion. Examples are
297:
277:
3823:
3524:
3329:
2764:
2649:
2329:
2304:
2244:
2101:
1836:
1543:
1323:
1288:
1193:
884:
819:
651:
256:. Highly branched alkanes have favorable combustion characteristics for internal combustion engines.
3114:
1378:
3923:
3828:
3682:
3562:
3534:
3504:
3419:
3349:
3304:
3279:
3199:
3099:
3059:
2754:
2374:
2364:
2289:
1813:
1673:
1668:
1648:
1333:
1130:
1109:
1069:
994:
814:
3888:
3778:
3758:
3622:
3464:
3374:
3344:
3324:
3219:
3174:
3004:
2914:
2844:
2729:
2719:
2549:
2106:
2046:
2011:
1818:
1798:
1758:
1533:
1403:
1368:
1328:
1079:
919:
909:
839:
3354:
3858:
3717:
3567:
3509:
3434:
3414:
3134:
3084:
2944:
2909:
2849:
2779:
2334:
2081:
2061:
1793:
1713:
1608:
1568:
1538:
1473:
1358:
1343:
1253:
1243:
904:
829:
784:
1119:
3597:
3319:
3069:
3049:
3024:
2974:
2889:
2864:
2819:
2789:
2769:
2739:
2659:
2634:
2609:
2494:
2419:
2199:
1892:
1828:
1628:
1353:
1273:
959:
934:
711:
427:
285:
496:
3933:
3519:
3474:
3189:
3159:
3129:
3064:
3044:
2959:
2954:
2919:
2874:
2859:
2854:
2834:
2824:
2759:
2749:
2679:
2629:
2149:
1952:
1528:
1483:
1313:
1303:
1049:
974:
769:
731:
452:
437:
432:
333:
207:
979:
3702:
3652:
3602:
3582:
3572:
3429:
3404:
3119:
3109:
2994:
2809:
2804:
2734:
2519:
2319:
2279:
2209:
2174:
2129:
2096:
1962:
1937:
1917:
1738:
1698:
1658:
1623:
1553:
1308:
1178:
1153:
691:
442:
310:
528:
8:
3908:
3893:
3539:
3514:
3499:
3494:
3224:
3179:
3164:
3054:
3034:
2929:
2814:
2799:
2644:
2589:
2579:
2544:
2309:
2184:
2159:
2071:
1927:
1912:
1897:
1718:
1663:
1433:
1283:
1228:
1099:
1014:
874:
799:
457:
405:
203:
3918:
2569:
1753:
944:
3657:
3607:
3577:
3439:
3229:
3019:
2904:
2839:
2829:
2594:
2524:
2489:
2484:
2464:
2459:
2404:
2314:
2164:
2026:
2016:
1922:
1708:
1653:
1583:
1503:
1398:
1298:
1233:
1158:
1004:
869:
804:
789:
620:
Ziegler, Frederick E. (December 1988). "The thermal, aliphatic
Claisen rearrangement".
472:
3394:
2714:
2599:
2564:
2529:
2474:
2429:
2344:
2324:
2274:
2269:
2239:
2224:
2134:
2041:
1977:
1942:
1768:
1643:
1518:
1443:
1423:
1338:
1173:
1168:
1114:
1024:
929:
889:
844:
726:
721:
686:
567:
542:
512:
502:
352:
230:
218:
214:
187:
40:
20:
2389:
3928:
3773:
3743:
3687:
3612:
3544:
3299:
3249:
3094:
2899:
2674:
2669:
2614:
2604:
2379:
2189:
2169:
2139:
2036:
1972:
1957:
1788:
1743:
1733:
1723:
1618:
1598:
1593:
1578:
1573:
1453:
1448:
1388:
1373:
1363:
1208:
1198:
1064:
1054:
954:
949:
924:
864:
716:
675:
629:
600:
534:
447:
316:
190:(represented by curved arrows in organic chemistry texts). The actual mechanism of
28:
1044:
3838:
3529:
3364:
3359:
2654:
2639:
2584:
2539:
2499:
2449:
2414:
2409:
2354:
2349:
2284:
2234:
2154:
1982:
1866:
1841:
1803:
1778:
1763:
1748:
1683:
1558:
1508:
1498:
1478:
1438:
1248:
1238:
1223:
1019:
939:
809:
779:
764:
759:
198:, probably involves transfer of the moving alkyl group fluidly along a bond, not
32:
3843:
3753:
3692:
2784:
2694:
2664:
2439:
2294:
2031:
1808:
1678:
1493:
1463:
1163:
1059:
834:
696:
415:
16:
Chemical reaction where a molecule is turned into a structural isomer of itself
643:
3956:
3853:
3554:
3399:
3294:
3089:
2479:
2444:
2434:
2369:
2359:
2249:
2086:
1902:
1613:
1588:
1458:
1104:
1089:
1074:
969:
899:
879:
794:
538:
516:
498:
Advanced
Organic Chemistry: Reactions, Mechanisms, and Structure, 3rd edition
320:
2894:
2254:
2006:
1783:
1383:
1183:
1034:
1029:
894:
749:
237:
1393:
1039:
1009:
774:
605:
588:
492:
380:
376:
191:
44:
633:
3677:
3204:
2554:
253:
199:
411:
245:
1084:
754:
384:
241:
36:
744:
358:
249:
186:
A rearrangement is not well represented by simple and discrete
400:
1,3-rearrangements take place over 3 carbon atoms. Examples:
289:
383:
compounds form a new symmetrical alkene with expulsion of
562:
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–Lettré 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–Büchi 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–Hückel 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:Bürgi–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:Stollé 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:Prévost 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:Stollé 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
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.