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Claus' benzene

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in 1867 as a possible structure for benzene at a time when the structure of benzene was still being debated. The molecule can be described as a hexagon with carbon atoms positioned at the corners, with each carbon connected to its two
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Claus, Adolph K. L. (1867) "Theoretische Betrachtungen und deren Anwendungen zur Systematik der organischen Chemie" (Theoretical considerations and their applications to the classification scheme of organic chemistry),
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Warren, D. S.; Gimarc, B. M. (1992). "Valence isomers of benzene and their relationship to isomers of isoelectronic P6".
164: 214: 439: 128: 145: 250: 91: 315:(aromatic compounds), p. 315–347, Claus presents Kekulé's hypothetical structure for benzene ( 419: 67: 39: 427: 8: 305:
Berichte über die Verhandlungen der Naturforschenden Gesellschaft zu Freiburg im Breisgau
149: 57: 472: 23: 388: 116: 380: 353: 307:(Reports of the Proceedings of the Scientific Society of Freiburg in Breisgau), 274:, it is not possible to synthesise it, while Dewar benzene and prismane can be. 423: 208: 466: 267: 263: 392: 384: 266:
makes its synthesis impossible. Although it is often referred to alongside
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Hoffmann, R.; Hopf, H. (2008). "Learning from molecules in distress".
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Except where otherwise noted, data are given for materials in their
271: 90: 246: 103: 319:), presents objections to it, presents an alternative geometry ( 242: 80: 411: 133: 373:Angewandte Chemie International Edition in English 323:), and concludes that his alternative is correct ( 464: 115: 66: 447: 370: 343: 454: 440: 258:carbons (the nearest carbons) and the one 148: 346:Journal of the American Chemical Society 173:InChI=1S/C6H6/c1-2-5-3(1)6(2)4(1)5/h1-6H 144: 465: 291:Organic Reactions And Their Mechanisms 262:carbon connected diametrically. High 176:Key: GXPNORVYYCJOAP-UHFFFAOYSA-N 406: 106: 13: 22: 14: 494: 410: 478:Hypothetical chemical compounds 211:(at 25 °C , 100 kPa). 364: 337: 296: 284: 1: 277: 426:. You can help Knowledge by 311:: 116–381. In the section 7: 483:Theoretical chemistry stubs 10: 499: 405: 313:Aromatischen Verbindungen 205: 185: 160: 50: 38: 33: 21: 327:). See also figures on 251:Adolf Karl Ludwig Claus 385:10.1002/anie.200705775 28: 420:theoretical chemistry 249:. It was proposed by 26: 237:) is a hypothetical 40:Preferred IUPAC name 418:This article about 358:10.1021/ja00039a058 18: 17:Claus' benzene 215:Infobox references 29: 16: 435: 434: 379:(24): 4474–4481. 223:Chemical compound 221: 220: 129:CompTox Dashboard 92:Interactive image 490: 456: 449: 442: 414: 407: 397: 396: 368: 362: 361: 341: 335: 300: 294: 293:P. S. Kalsi 2000 288: 153: 152: 137: 135: 119: 108: 94: 70: 44:Tetracyclohexane 19: 15: 498: 497: 493: 492: 491: 489: 488: 487: 463: 462: 461: 460: 403: 401: 400: 369: 365: 342: 338: 301: 297: 289: 285: 280: 236: 232: 224: 217: 212: 201: 198: 193: 192: 181: 178: 177: 174: 168: 167: 156: 146:DTXSID101336196 138: 131: 122: 109: 97: 84: 73: 60: 46: 45: 12: 11: 5: 496: 486: 485: 480: 475: 459: 458: 451: 444: 436: 433: 432: 415: 399: 398: 363: 336: 295: 282: 281: 279: 276: 234: 230: 227:Claus' benzene 222: 219: 218: 213: 209:standard state 206: 203: 202: 200: 199: 197:C12C3C4C2C3C41 196: 188: 187: 186: 183: 182: 180: 179: 175: 172: 171: 163: 162: 161: 158: 157: 155: 154: 141: 139: 127: 124: 123: 121: 120: 112: 110: 102: 99: 98: 96: 95: 87: 85: 78: 75: 74: 72: 71: 63: 61: 56: 53: 52: 48: 47: 43: 42: 36: 35: 31: 30: 9: 6: 4: 3: 2: 495: 484: 481: 479: 476: 474: 471: 470: 468: 457: 452: 450: 445: 443: 438: 437: 431: 429: 425: 421: 416: 413: 409: 408: 404: 394: 390: 386: 382: 378: 374: 367: 359: 355: 351: 347: 340: 334: 330: 326: 322: 318: 314: 310: 306: 299: 292: 287: 283: 275: 273: 269: 268:Dewar benzene 265: 264:strain energy 261: 257: 252: 248: 244: 240: 228: 216: 210: 204: 195: 194: 191: 184: 170: 169: 166: 159: 151: 147: 143: 142: 140: 130: 126: 125: 118: 114: 113: 111: 105: 101: 100: 93: 89: 88: 86: 82: 77: 76: 69: 65: 64: 62: 59: 55: 54: 49: 41: 37: 32: 27:Claus benzene 25: 20: 428:expanding it 417: 402: 376: 372: 366: 352:(13): 5378. 349: 345: 339: 312: 308: 304: 298: 290: 286: 259: 255: 226: 225: 51:Identifiers 239:hydrocarbon 68:127296-09-7 467:Categories 278:References 79:3D model ( 58:CAS Number 473:Isomerism 393:18418829 272:prismane 117:85607149 333:p. 379. 247:benzene 241:and an 104:PubChem 391:  329:p. 354 325:p. 326 321:p. 320 317:p. 317 243:isomer 190:SMILES 34:Names 422:is a 256:ortho 165:InChI 81:JSmol 424:stub 389:PMID 270:and 260:para 381:doi 354:doi 350:114 331:or 245:of 134:EPA 107:CID 469:: 387:. 377:47 375:. 348:. 229:(C 455:e 448:t 441:v 430:. 395:. 383:: 360:. 356:: 309:4 235:6 233:H 231:6 136:) 132:( 83:)

Index

Claus benzene
Preferred IUPAC name
CAS Number
127296-09-7
JSmol
Interactive image
PubChem
85607149
CompTox Dashboard
DTXSID101336196
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InChI
SMILES
standard state
Infobox references
hydrocarbon
isomer
benzene
Adolf Karl Ludwig Claus
strain energy
Dewar benzene
prismane
p. 317
p. 320
p. 326
p. 354
p. 379.
doi
10.1021/ja00039a058
doi

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