Knowledge (XXG)

Cyclo(18)carbon

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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.
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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".
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François Diederich; Yves Rubin; Carolyn B. Knobler; Robert L. Whetten; Kenneth E. Schriver;
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of 72 kilocalories per mole. Above 122 K, it explosively decomposes to amorphous
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Kaiser, Katharina; Scriven, Lorel M.; Schulz, Fabian; Gawel, Przemyslaw; Gross, Leo;
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Except where otherwise noted, data are given for materials in their
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InChI=1S/C18/c1-2-4-6-8-10-12-14-16-18-17-15-13-11-9-7-5-3-1
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team claimed to synthesize it in solid state in 2019 by
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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: 202: 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: 221: 218: 217: 215: 214: 210: 207: 206: 198: 197: 196: 193: 192: 190: 189: 176: 174: 162: 159: 158: 156: 155: 147: 145: 137: 134: 133: 131: 130: 122: 120: 114: 113: 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:.

Index

brackets
technical restrictions

Preferred IUPAC name
CAS Number
126487-09-0
JSmol
Interactive image
ChemSpider
74015635
PubChem
14940714
CompTox Dashboard
DTXSID801267863
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
Infobox references
allotrope of carbon
molecular formula
ring
carbon
triple
single bonds
polyyne
cyclocarbon
thermodynamically stable

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