185:
42:
387:
383:
structure: Later, researchers from Spain have used computational techniques to probe the structural and electronic properties of the molecule, and have discovered it to be an electron acceptor.
28:
685:
224:
1092:
614:
Stasyuk, Anton J.; Stasyuk, Olga A.; Solà, Miquel; Voityuk, Alexander A. (29 Nov 2019). "Cyclocarbon: the smallest all-carbon electron acceptor".
678:
199:
106:
1077:
462:; Yi Li (8 September 1989). "All-Carbon Molecules: Evidence for the Generation of Cyclocarbon from a Stable Organic Precursor".
435:
George A. Adamson; Charles W. Rees (1996). "Towards the total synthesis of cyclocarbons and the generation of cyclocarbon".
671:
284:
1072:
163:
1051:
817:
514:
386:
877:
1097:
1087:
704:
1008:
1003:
755:
694:
471:
395:
369:
304:
180:
54:
72:
792:
774:
649:
552:
526:
495:
350:
1082:
641:
596:
544:
487:
308:
126:
1031:
961:
867:
631:
623:
586:
536:
479:
458:
François
Diederich; Yves Rubin; Carolyn B. Knobler; Robert L. Whetten; Kenneth E. Schriver;
440:
323:
247:
82:
916:
872:
780:
376:
373:
184:
475:
1013:
822:
786:
278:
357:
of 72 kilocalories per mole. Above 122 K, it explosively decomposes to amorphous
1066:
1046:
900:
799:
765:
653:
556:
513:
Kaiser, Katharina; Scriven, Lorel M.; Schulz, Fabian; Gawel, Przemyslaw; Gross, Leo;
415:
380:
151:
499:
41:
1036:
459:
483:
998:
977:
720:
411:
403:
399:
354:
343:
335:
331:
591:
574:
263:
117:
932:
750:
540:
645:
600:
548:
517:(15 Aug 2019). "An sp-hybridized molecular carbon allotrope, cyclocarbon".
491:
1041:
882:
745:
739:
444:
407:
358:
993:
714:
663:
636:
627:
339:
138:
24:
327:
277:
Except where otherwise noted, data are given for materials in their
531:
105:
95:
667:
365:
385:
208:
InChI=1S/C18/c1-2-4-6-8-10-12-14-16-18-17-15-13-11-9-7-5-3-1
168:
372:
team claimed to synthesize it in solid state in 2019 by
349:
Cyclocarbon is the smallest cyclocarbon predicted to be
1022:
952:
891:
858:
808:
729:
701:
150:
81:
575:"Chemists make first-ever ring of pure carbon"
568:
566:
679:
8:
16:Ring molecule made of 18 linked carbon atoms
297:Cyclooctadeca-1,3,5,7,9,11,13,15,17-nonayne
59:Cyclooctadeca-1,3,5,7,9,11,13,15,17-nonayne
686:
672:
664:
183:
125:
33:
635:
590:
530:
398:of their product consists of alternating
414:. This supposedly makes this molecule a
394:According to these IBM researchers, the
573:Castelvecchi, Davide (15 August 2019).
427:
229:
204:
179:
211:Key: GPWDPLKISXZVIE-UHFFFAOYSA-N
19:The correct title of this article is
7:
141:
1093:Substances discovered in the 2010s
14:
330:atoms, connected by alternating
40:
721:Lonsdaleite (hexagonal diamond)
410:-type structure of consecutive
281:(at 25 °C , 100 kPa).
437:J. Chem. Soc., Perkin Trans. 1
253:
1:
484:10.1126/science.245.4922.1088
232:C1#CC#CC#CC#CC#CC#CC#CC#CC#C1
364:A collaboration of teams at
1114:
1052:Aggregated diamond nanorod
592:10.1038/d41586-019-02473-z
23:. The substitution of any
18:
850:(cyclo[18]carbon)
275:
240:
220:
195:
65:
53:
48:
39:
834:(cyclo[6]carbon)
818:Linear acetylenic carbon
390:Synthesis of cyclocarbon
351:thermodynamically stable
1078:Group IV semiconductors
616:Chemical Communications
541:10.1126/science.aay1914
878:Carbide-derived carbon
760:(buckminsterfullerene)
391:
379:of several sites of a
29:technical restrictions
389:
322:. The molecule is a
695:Allotropes of carbon
445:10.1039/P19960001535
396:electronic structure
370:University of Oxford
55:Preferred IUPAC name
525:(6459): 1299–1301.
476:1989Sci...245.1088D
470:(4922): 1088–1090.
305:allotrope of carbon
271: g·mol
36:
1073:Aromatic compounds
973:(cyclopropatriene)
954:hypothetical forms
775:Fullerene whiskers
628:10.1039/c9cc08399e
515:Anderson, Harry L.
392:
353:, with a computed
285:Infobox references
34:
1060:
1059:
928:(diatomic carbon)
860:mixed sp/sp forms
439:(13): 1535–1543.
309:molecular formula
293:Chemical compound
291:
290:
164:CompTox Dashboard
107:Interactive image
1105:
1032:Activated carbon
988:
987:
986:
972:
971:
970:
943:
942:
941:
927:
926:
925:
911:
910:
909:
868:Amorphous carbon
849:
848:
847:
833:
832:
831:
688:
681:
674:
665:
658:
657:
639:
611:
605:
604:
594:
570:
561:
560:
534:
510:
504:
503:
455:
449:
448:
432:
406:, rather than a
338:; thus, it is a
321:
320:
319:
270:
255:
248:Chemical formula
188:
187:
172:
170:
154:
143:
129:
109:
85:
44:
37:
1113:
1112:
1108:
1107:
1106:
1104:
1103:
1102:
1063:
1062:
1061:
1056:
1018:
1009:Metallic carbon
985:
982:
981:
980:
978:
969:
966:
965:
964:
962:
948:
940:
937:
936:
935:
933:
924:
921:
920:
919:
917:
912:(atomic carbon)
908:
905:
904:
903:
901:
887:
873:Carbon nanofoam
854:
846:
843:
842:
841:
839:
830:
827:
826:
825:
823:
804:
769:
759:
725:
715:Diamond (cubic)
697:
692:
662:
661:
613:
612:
608:
572:
571:
564:
512:
511:
507:
460:Kendall N. Houk
457:
456:
452:
434:
433:
429:
424:
377:decarbonylation
374:electrochemical
318:
315:
314:
313:
311:
294:
287:
282:
268:
258:
250:
236:
233:
228:
227:
216:
213:
212:
209:
203:
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191:
181:DTXSID801267863
173:
166:
157:
144:
132:
112:
99:
88:
75:
61:
60:
32:
17:
12:
11:
5:
1111:
1109:
1101:
1100:
1095:
1090:
1085:
1080:
1075:
1065:
1064:
1058:
1057:
1055:
1054:
1049:
1044:
1039:
1034:
1028:
1026:
1020:
1019:
1017:
1016:
1014:Penta-graphene
1011:
1006:
1001:
996:
991:
983:
975:
967:
958:
956:
950:
949:
947:
946:
938:
930:
922:
914:
906:
897:
895:
889:
888:
886:
885:
880:
875:
870:
864:
862:
856:
855:
853:
852:
844:
836:
828:
820:
814:
812:
806:
805:
803:
802:
797:
767:
757:
748:
743:
735:
733:
727:
726:
724:
723:
718:
710:
708:
699:
698:
693:
691:
690:
683:
676:
668:
660:
659:
622:(3): 352–355.
606:
562:
505:
450:
426:
425:
423:
420:
316:
292:
289:
288:
283:
279:standard state
276:
273:
272:
266:
260:
259:
256:
251:
246:
243:
242:
238:
237:
235:
234:
231:
223:
222:
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207:
206:
198:
197:
196:
193:
192:
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176:
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162:
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156:
155:
147:
145:
137:
134:
133:
131:
130:
122:
120:
114:
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111:
110:
102:
100:
93:
90:
89:
87:
86:
78:
76:
71:
68:
67:
63:
62:
58:
57:
51:
50:
46:
45:
15:
13:
10:
9:
6:
4:
3:
2:
1110:
1099:
1096:
1094:
1091:
1089:
1086:
1084:
1081:
1079:
1076:
1074:
1071:
1070:
1068:
1053:
1050:
1048:
1045:
1043:
1040:
1038:
1035:
1033:
1030:
1029:
1027:
1025:
1021:
1015:
1012:
1010:
1007:
1005:
1002:
1000:
997:
995:
992:
990:
989:(prismane C8)
976:
974:
960:
959:
957:
955:
951:
945:
931:
929:
915:
913:
899:
898:
896:
894:
890:
884:
881:
879:
876:
874:
871:
869:
866:
865:
863:
861:
857:
851:
837:
835:
821:
819:
816:
815:
813:
811:
807:
801:
800:Glassy carbon
798:
795:
794:
789:
788:
783:
782:
777:
776:
771:
770:
762:
761:
752:
749:
747:
744:
742:
741:
737:
736:
734:
732:
728:
722:
719:
717:
716:
712:
711:
709:
707:
706:
700:
696:
689:
684:
682:
677:
675:
670:
669:
666:
655:
651:
647:
643:
638:
633:
629:
625:
621:
617:
610:
607:
602:
598:
593:
588:
585:(7770): 426.
584:
580:
576:
569:
567:
563:
558:
554:
550:
546:
542:
538:
533:
528:
524:
520:
516:
509:
506:
501:
497:
493:
489:
485:
481:
477:
473:
469:
465:
461:
454:
451:
446:
442:
438:
431:
428:
421:
419:
417:
416:semiconductor
413:
409:
405:
401:
397:
388:
384:
382:
381:cyclobutanone
378:
375:
371:
367:
362:
360:
356:
355:strain energy
352:
347:
345:
341:
337:
333:
329:
325:
310:
306:
302:
298:
286:
280:
274:
267:
265:
262:
261:
252:
249:
245:
244:
239:
230:
226:
219:
205:
201:
194:
186:
182:
178:
177:
175:
165:
161:
160:
153:
149:
148:
146:
140:
136:
135:
128:
124:
123:
121:
119:
116:
115:
108:
104:
103:
101:
97:
92:
91:
84:
80:
79:
77:
74:
70:
69:
64:
56:
52:
47:
43:
38:
30:
26:
22:
1098:Cycloalkynes
1088:Cyclocarbons
1047:Carbon fiber
1037:Carbon black
1023:
1004:Cubic carbon
953:
892:
859:
838:
809:
791:
785:
779:
773:
764:
754:
753:, including
738:
730:
713:
702:
619:
615:
609:
582:
578:
522:
518:
508:
467:
463:
453:
436:
430:
412:double bonds
404:single bonds
400:triple bonds
393:
363:
348:
336:single bonds
326:of eighteen
300:
296:
295:
66:Identifiers
35:Cyclocarbon
20:
999:Haeckelites
944:(tricarbon)
893:other forms
793:Nanoscrolls
637:10256/17613
344:cyclocarbon
301:cyclocarbon
241:Properties
83:126487-09-0
21:Cyclocarbon
1067:Categories
751:Fullerenes
532:1908.05904
422:References
264:Molar mass
118:ChemSpider
94:3D model (
73:CAS Number
27:is due to
781:Nanotubes
654:209316603
557:201019470
1083:Polyynes
1042:Charcoal
883:Q-carbon
810:sp forms
787:Nanobuds
746:Graphene
740:Graphite
731:sp forms
646:31825030
601:31431741
549:31416933
500:23726682
492:17838807
408:cumulene
368:and the
359:graphite
152:14940714
127:74015635
25:brackets
1024:related
994:Chaoite
519:Science
472:Bibcode
464:Science
340:polyyne
269:216.198
139:PubChem
652:
644:
599:
579:Nature
555:
547:
498:
490:
342:and a
332:triple
328:carbon
303:is an
225:SMILES
49:Names
705:forms
650:S2CID
553:S2CID
527:arXiv
496:S2CID
307:with
200:InChI
96:JSmol
642:PMID
597:PMID
545:PMID
488:PMID
402:and
334:and
324:ring
703:sp
632:hdl
624:doi
587:doi
583:572
537:doi
523:365
480:doi
468:245
441:doi
366:IBM
299:or
169:EPA
142:CID
1069::
845:18
790:,
784:,
778:,
772:,
768:70
763:,
758:60
648:.
640:.
630:.
620:56
618:.
595:.
581:.
577:.
565:^
551:.
543:.
535:.
521:.
494:.
486:.
478:.
466:.
418:.
361:.
346:.
317:18
257:18
984:6
979:C
968:3
963:C
939:3
934:C
923:2
918:C
907:1
902:C
840:C
829:6
824:C
796:)
766:C
756:C
687:e
680:t
673:v
656:.
634::
626::
603:.
589::
559:.
539::
529::
502:.
482::
474::
447:.
443::
312:C
254:C
171:)
167:(
98:)
31:.
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