35:
57:
349:
220:
48:
649:
644:
732:
736:
793:
735:
737:
34:
867:
1,4-Cyclohexadiene and its derivatives are easily aromatized, the driving force being the formation of an aromatic ring. The conversion to an aromatic system may be used to trigger other reactions, such as the
657:
624:
753:
864:
of related aromatic compounds using an alkali metal dissolved in liquid ammonia and a proton donor such as an alcohol. In this way, over reduction to the fully saturated ring is avoided.
738:
746:
806:
760:
388:
914:
John C. Walton, Fernando
Portela-Cubillo "1,4-Cyclohexadiene" Encyclopedia of Reagents for Organic Synthesis 2007 John Wiley & Sons.
934:
836:. It is a colourless, flammable liquid that is of academic interest as a prototype of a large class of related compounds called
801:
969:
593:
566:
707:
939:
17:
363:
813:
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962:
896:. USA: National Center for Biotechnology Information. 27 March 2005. Identification and Related Records
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208:
1014:
1004:
994:
759:
1029:
1024:
1019:
1009:
999:
978:
935:
The photochemistry of 1,4-cyclohexadiene in solution and in the gas phase
772:
745:
752:
433:
228:
188:
860:
In the laboratory, substituted 1,4-cyclohexadienes are synthesized by
841:
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316:
783:
Except where otherwise noted, data are given for materials in their
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136:
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947:
845:
1039:
168:
126:
332:
681:
1151:
284:
734:
112:
685:
963:
372:InChI=1S/C6H8/c1-2-4-6-5-3-1/h1-2,5-6H,3-4H2
970:
956:
855:
347:
218:
196:
828:is an organic compound with the formula C
304:
890:"1,4-cyclohexadiene - Compound Summary"
343:
262:
14:
1152:
209:
951:
469:−50 °C; −58 °F; 223 K
375:Key: UVJHQYIOXKWHFD-UHFFFAOYSA-N
176:
777:−7 °C (19 °F; 266 K)
479:82 °C; 179 °F; 355 K
275:
24:
730:
55:
46:
25:
1171:
928:
977:
791:
647:
642:
423:
33:
787:(at 25 °C , 100 kPa).
908:
882:
417:
13:
1:
944:Reaction thermochemistry data
875:
7:
42:
10:
1176:
920:10.1002/047084289X.rn00806
1126:
1103:
1038:
985:
781:
623:
618:
516:
404:
384:
359:
96:
86:
74:
69:
41:
32:
698:Precautionary statements
856:Synthesis and reactions
614:-3573.5--3567.5 kJ mol
486:Magnetic susceptibility
941:NIST Chemistry WebBook
741:
60:
51:
840:, an example being γ-
740:
59:
50:
848:of this compound is
723:(fire diamond)
76:Preferred IUPAC name
28:Cyclohexa-1,4-diene
1081:1,4-Cycloheptadiene
1076:1,3-Cycloheptadiene
870:Bergman cyclization
441: g·mol
158:Beilstein Reference
80:Cyclohexa-1,4-diene
29:
1093:1,5-Cyclooctadiene
1066:1,4-Cyclohexadiene
1061:1,3-Cyclohexadiene
850:1,3-cyclohexadiene
826:1,4-Cyclohexadiene
814:Infobox references
742:
264:1,4-cyclohexadiene
91:1,4-Dihydrobenzene
89:1,4-Cyclohexadiene
61:
52:
27:
18:1,4-Cyclohexadiene
1147:
1146:
1139:Cyclononatetraene
1134:Cyclooctatetraene
822:Chemical compound
820:
819:
672:Hazard statements
587:63.0-69.2 kJ mol
449:Colorless liquid
328:CompTox Dashboard
138:Interactive image
65:
64:
16:(Redirected from
1167:
1118:Cycloheptatriene
1072:Cycloheptadiene
972:
965:
958:
949:
948:
922:
912:
906:
905:
903:
901:
894:PubChem Compound
886:
804:
798:
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748:
733:
713:
709:
705:
691:
687:
683:
679:
651:
646:
610:
583:
556:
532:
517:Thermochemistry
499:Refractive index
492:-48.7·10 cm/mol
440:
425:
419:
412:Chemical formula
352:
351:
336:
334:
308:
288:
277:
266:
247:Gmelin Reference
230:
222:
211:
200:
180:
140:
116:
43:
37:
30:
26:
21:
1175:
1174:
1170:
1169:
1168:
1166:
1165:
1164:
1160:Cyclohexadienes
1150:
1149:
1148:
1143:
1122:
1099:
1057:Cyclohexadiene
1053:Cyclopentadiene
1034:
981:
976:
931:
926:
925:
913:
909:
899:
897:
888:
887:
883:
878:
862:Birch reduction
858:
835:
831:
823:
816:
811:
810:
809: ?)
800:
796:
792:
788:
767:
766:
765:
764:
757:
750:
743:
739:
731:
700:
674:
660:
639:
611:
608:
602:
598:
595:
594:Std enthalpy of
584:
581:
575:
571:
568:
567:Std enthalpy of
560:189.37 J K mol
557:
554:
547:
544:
533:
526:
509:
507:
489:
438:
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422:
414:
400:
397:
392:
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380:
377:
376:
373:
367:
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355:
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311:
291:
278:
249:
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203:
183:
160:
143:
130:
119:
106:
92:
90:
82:
81:
23:
22:
15:
12:
11:
5:
1173:
1163:
1162:
1145:
1144:
1142:
1141:
1136:
1130:
1128:
1124:
1123:
1121:
1120:
1115:
1109:
1107:
1101:
1100:
1098:
1097:
1096:
1095:
1088:Cyclooctadiene
1085:
1084:
1083:
1078:
1070:
1069:
1068:
1063:
1055:
1050:
1048:Cyclobutadiene
1044:
1042:
1036:
1035:
1033:
1032:
1027:
1022:
1017:
1012:
1007:
1002:
997:
991:
989:
983:
982:
975:
974:
967:
960:
952:
946:
945:
937:
930:
929:External links
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785:standard state
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631:
621:
620:
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592:
589:
588:
585:
579:
573:
565:
562:
561:
558:
552:
541:
538:
537:
536:142.2 J K mol
534:
522:
519:
518:
514:
513:
510:
505:
497:
494:
493:
490:
484:
481:
480:
477:
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461:
460:
457:
451:
450:
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436:
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410:
407:
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387:
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326:
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271:
268:
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253:
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224:
223:
213:
205:
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202:
201:
193:
191:
185:
184:
182:
181:
173:
171:
165:
164:
161:
156:
153:
152:
149:
148:Abbreviations
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144:
142:
141:
133:
131:
124:
121:
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118:
117:
109:
107:
102:
99:
98:
94:
93:
88:
84:
83:
79:
78:
72:
71:
67:
66:
63:
62:
53:
39:
38:
9:
6:
4:
3:
2:
1172:
1161:
1158:
1157:
1155:
1140:
1137:
1135:
1132:
1131:
1129:
1125:
1119:
1116:
1114:
1111:
1110:
1108:
1106:
1102:
1094:
1091:
1090:
1089:
1086:
1082:
1079:
1077:
1074:
1073:
1071:
1067:
1064:
1062:
1059:
1058:
1056:
1054:
1051:
1049:
1046:
1045:
1043:
1041:
1037:
1031:
1028:
1026:
1023:
1021:
1018:
1016:
1013:
1011:
1008:
1006:
1003:
1001:
998:
996:
993:
992:
990:
988:
984:
980:
973:
968:
966:
961:
959:
954:
953:
950:
943:
942:
938:
936:
933:
932:
921:
917:
911:
895:
891:
885:
881:
873:
871:
865:
863:
853:
851:
847:
843:
839:
827:
815:
808:
803:
786:
780:
776:
774:
771:
770:
763:
756:
749:
725:
722:
721:
717:
716:
702:
699:
695:
694:
676:
673:
669:
668:
665:
662:
659:
655:
654:
650:
645:
641:
638:
634:
633:
629:
627:
622:
617:
613:
605:
597:
591:
590:
586:
578:
570:
564:
563:
559:
551:
546:
540:
539:
535:
530:
525:
524:Heat capacity
521:
520:
515:
511:
504:
500:
496:
495:
491:
487:
483:
482:
478:
476:
475:Boiling point
473:
472:
468:
466:
465:Melting point
463:
462:
458:
456:
453:
452:
448:
445:
444:
437:
435:
432:
431:
416:
413:
409:
408:
403:
394:
393:
390:
383:
369:
368:
365:
358:
350:
346:
345:DTXSID0060854
342:
341:
339:
329:
325:
324:
320:
318:
315:
314:
307:
303:
302:
300:
298:
295:
294:
287:
283:
282:
280:
274:
270:
269:
265:
261:
259:
256:
255:
251:
248:
244:
243:
236:
235:
233:
231:
226:
225:
221:
217:
214:
212:
210:ECHA InfoCard
207:
206:
199:
195:
194:
192:
190:
187:
186:
179:
175:
174:
172:
170:
167:
166:
162:
159:
155:
154:
150:
147:
146:
139:
135:
134:
132:
128:
123:
122:
115:
111:
110:
108:
105:
101:
100:
95:
85:
77:
73:
68:
58:
54:
49:
45:
44:
40:
36:
31:
19:
1015:Cycloheptene
1005:Cyclopentene
995:Cyclopropene
979:Cycloalkenes
940:
910:
898:. Retrieved
893:
884:
866:
859:
825:
824:
719:
663:
625:
603:
576:
549:
528:
502:
97:Identifiers
87:Other names
1030:Cyclodecene
1025:Cyclononene
1020:Cyclooctene
1010:Cyclohexene
1000:Cyclobutene
773:Flash point
658:Signal word
459:0.847 g cm
446:Appearance
405:Properties
216:100.010.040
178:CHEBI:37611
900:12 October
876:References
838:terpenoids
637:Pictograms
596:combustion
434:Molar mass
396:C1C=CCC=C1
306:0F8Z5909QZ
189:ChemSpider
125:3D model (
104:CAS Number
1127:Tetraenes
842:terpinene
712:P308+P313
628:labelling
569:formation
543:Std molar
317:UN number
237:211-043-1
229:EC Number
151:1,4-CHDN
1154:Category
720:NFPA 704
619:Hazards
488:(χ)
163:1900733
114:628-41-1
1113:Benzene
1105:Trienes
987:Alkenes
807:what is
805: (
545:entropy
455:Density
273:PubChem
1040:Dienes
846:isomer
802:verify
799:
664:Danger
512:1.472
439:80.130
389:SMILES
70:Names
844:. An
364:InChI
321:3295
286:12343
252:1656
198:11838
169:ChEBI
127:JSmol
902:2011
708:P210
704:P201
690:H373
686:H350
682:H340
678:H225
297:UNII
258:MeSH
916:doi
626:GHS
607:298
580:298
553:298
333:EPA
276:CID
1156::
892:.
872:.
852:.
710:,
706:,
688:,
684:,
680:,
630::
599:(Δ
572:(Δ
971:e
964:t
957:v
918::
904:.
834:8
832:H
830:6
797:Y
761:0
754:3
747:2
609:)
604:H
601:c
582:)
577:H
574:f
555:)
550:S
548:(
531:)
529:C
527:(
508:)
506:D
503:n
501:(
427:8
424:H
421:6
418:C
335:)
331:(
129:)
20:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
