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Germabenzene: Difference between revisions

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1333:<ref>{{Cite journal|last1=Nakata|first1=Norio|last2=Takeda|first2=Nobuhiro|last3=Tokitoh|first3=Norihiro|date=2002-06-01|title=Synthesis and Properties of the First Stable Germabenzene|journal=Journal of the American Chemical Society|volume=124|issue=24|pages=6914–6920|doi=10.1021/ja0262941|pmid=12059214 |issn=0002-7863}}</ref> 1121:'''Germabenzene''' (C<sub>5</sub>H<sub>6</sub>Ge) is the parent representative of a group of ]s containing in their molecular structure a ] ring with a ] atom replaced by a ] atom. Germabenzene itself has been studied theoretically,<ref>{{cite journal | doi = 10.1016/j.theochem.2009.10.038 | 200:
Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per [[Knowledge:WikiProject Chemicals/Chembox
1247:'''Germabenzene''' (C<sub>5</sub>H<sub>6</sub>Ge) is the parent representative of a group of ]s containing in their molecular structure a ] ring with a ] atom replaced by a ] atom. Germabenzene itself has been studied theoretically,<ref>{{ 222: 78: 35: 86: 92: 49: 11: 43: 1427:}}</ref> The germanium to carbon bond in this compound is shielded from potential reactants by a Tbt group. This compound is ] just as the other ] representatives ] and ]. 57: 1203:, stable ] derivatives do exist in the laboratory such as the 2-germanaphthalene-containing substance represented below.<ref>{{cite journal | last1=Nakata | first1= 205: 100: 116: 1338:, stable ] derivatives do exist in the laboratory such as the 2-germanaphthalene-containing substance represented below.<ref>{{ 270: 1386:
Synthesis and Structure of a Kinetically Stabilized 2-Germanaphthalene: The First Stable Neutral Germaaromatic Compound | journal
161: 1234:| doi=10.1021/om010881y}}</ref> The germanium to carbon bond in this compound is shielded from potential reactants by a 24: 240: 229: 213: 179: 157: 87: 217: 168: 261:
Add: pmid, authors 1-1. Removed parameters. Some additions/deletions were parameter name changes. |
58: 963: 936: 909: 846: 832: 811: 797: 776: 762: 735: 714: 697: 676: 662: 641: 611: 597: 576: 562: 541: 527: 500: 470: 440: 44: 236: 1311:| journal = Journal of Molecular Structure: THEOCHEM | year = 2010 | volume = 941 | issue = 1179:| journal = Journal of Molecular Structure: THEOCHEM | year = 2010 | volume = 941 | issue = 101: 8: 1503:
6-membered aromatic rings with one carbon replaced by another group: ], ], ], ], ], ], ]
1218:
The First Stable Neutral Germaaromatic Compound | journal=Organometallics | volume=20 |
175: 12: 1215:| title=Synthesis and Structure of a Kinetically Stabilized 2-Germanaphthalene: 266: 247: 186: 262: 132: 1510:* 6-membered aromatic rings with one carbon replaced by another group: ], ] 1238:
Tbt group. This compound is ] just as the other ] representatives ] and ].
112: 111: 494:|ImageAltR1 = Ball-and-stick model of the germabenzene molecule 743:|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} 622:
ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
805:|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} 139: 1250:
cite journal | doi = 10.1016/j.theochem.2009.10.038 |
687:
StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
917:|StdInChI_Ref = {{stdinchicite|correct|chemspider}} 787:StdInChI_Ref = {{stdinchicite|correct|chemspider}} 280:(23 intermediate revisions by 19 users not shown) 570:|OtherNames = Germanabenzene; Germin; Germanin 412:|ImageAltL1 = Skeletal formula of germabenzene 214:Latest revision as of 23:06, 23 September 2023 481:OtherNames = Germanabenzene; Germin; Germanin 944:|StdInChI = 1S/C5H6Ge/c1-2-4-6-5-3-1/h1-6H}} 822:StdInChI = 1S/C5H6Ge/c1-2-4-6-5-3-1/h1-6H}} 840:|StdInChIKey = ISOSVXOWIXXPIQ-UHFFFAOYSA-N 725:StdInChIKey = ISOSVXOWIXXPIQ-UHFFFAOYSA-N 434:|ImageFileR1 = Germabenzene-3D-balls.png 271:Category:Hypothetical chemical compounds 269:. | Suggested by Whoop whoop pull up | 969: 942: 915: 852: 838: 817: 803: 782: 768: 741: 720: 703: 682: 668: 647: 617: 603: 582: 568: 547: 533: 506: 476: 446: 77: 34: 148: 131: 1329:bulky 2,4,6-trisphenyl or Tbt group 635:|CASNo_Ref = {{cascite|correct|??}} 279: 259: 228: 211: 204: 198: 167: 158:Revision as of 08:41, 9 August 2011 155: 9: 120: 1689: 95: 81: 52: 38: 201:validation|Chem/Drugbox validati 605:|Section1={{Chembox Identifiers 1315:| pages = 47–52}}</ref> 1183:| pages = 47–52}}</ref> 1049:| Section3 = {{Chembox Hazards 971:|Section2={{Chembox Properties 1: 1672: 1661: 1650: 1641: 1632: 1621: 1614: 1605: 1598: 1589: 1580: 1506: 1495: 1455: 1444: 1243: 1117: 1078: 1067: 1056: 1045: 1034: 1025: 998: 987: 976: 949: 922: 889: 870: 748: 631: 490: 460: 430: 417: 408: 390: 379: 368: 355: 344: 332: 319: 310: 14:Browse history interactively 7: 1694: 1679: 1668: 1657: 1646: 1630: 1594: 1578: 1211:| last3=Tokitoh | first3= 1085: 1074: 1063: 1052: 1041: 1023: 983: 960: 956: 933: 929: 906: 866: 829: 825: 794: 790: 759: 755: 732: 728: 694: 690: 659: 655: 629: 625: 594: 590: 559: 555: 524: 520: 488: 484: 458: 454: 428: 424: 406: 375: 308: 287: 284: 210: 154: 1207:| last2=Takeda | first2= 770:|ChemSpiderID = 16739132 314:|Watchedfields = changed 652:ChemSpiderID = 16739132 153: 1275:| title = Topological 1143:| title = Topological 517:{{Chembox Identifiers 273:| #UCB_Category 29/88 1341:cite journal | last1 1082:| Autoignition = }} 863:{{Chembox Properties 372:| ImageSize = 100px 363:= germanabenzene.svg 352:= germanabenzene.svg 109: 66: 1514:, ], ], ], ], ], ], 1236:2,4,6-trisphenyl or 670:|CASNo = 75920-32-0 69: 26: 1038:| Solubility = }} 752:| SMILES = c1cccc1 552:CASNo = 75920-32-0 464:|ImageSizeR1 = 145 226: 165: 74: 31: 1682: 1424:10.1021/om010881y 1060:| MainHazards = 336:|verifiedrevid = 212: 156: 97: 83: 70: 54: 40: 27: 1685: 1545:== References == 1538:== References == 1373:Tokitoh | first3 1271:Foroutan-Nejad, 1139:Foroutan-Nejad, 926:| Appearance = 326:verifiedrevid = 274: 254: 244: 225: 220: 202: 193: 183: 164: 145: 144: 142: 137: 135: 127: 124: 113: 98: 84: 73: 55: 41: 30: 17: 15: 1693: 1692: 1688: 1687: 1686: 1684: 1683: 1677: 1666: 1655: 1644: 1637: 1626: 1619: 1610: 1603: 1592: 1585: 1574: 1569: 1562: 1555: 1546: 1539: 1530: 1525: 1518: 1515: 1513: 1504: 1502: 1491: 1484: 1475: 1470: 1463: 1461: 1453: 1451: 1440: 1435: 1428: 1426: 1423: 1420: 1417: 1413: 1409: 1405: 1401: 1398: 1395: 1392:Organometallics 1391: 1388: 1385: 1382: 1379: 1375: 1372: 1369: 1366: 1362: 1360:Takeda | first2 1359: 1356: 1353: 1349: 1347:Nakata | first1 1346: 1343: 1340: 1337: 1334: 1330: 1327: 1324: 1321: 1318: 1314: 1310: 1306: 1303: 1299: 1296: 1292: 1288: 1285: 1282: 1278: 1277:Characteristics 1274: 1270: 1267: 1263: 1260: 1257: 1253: 1249: 1241: 1240: 1237: 1233: 1229: 1225: 1221: 1217: 1214: 1210: 1206: 1202: 1198: 1195: 1192: 1189: 1186: 1182: 1178: 1174: 1171: 1167: 1164: 1160: 1156: 1153: 1150: 1146: 1145:characteristics 1142: 1138: 1134: 1131: 1127: 1124: 1113: 1108: 1101: 1094: 1083: 1072: 1061: 1050: 1039: 1030: 1019: 1018: 1015: 1011: 1008: 1005: 996: 994: 981: 980:| MeltingPt = 972: 954: 945: 927: 918: 902: 900: 896: 887: 885: 881: 877: 864: 862: 859: 856: 841: 823: 821: 806: 788: 786: 771: 753: 744: 726: 724: 709: 708: 688: 686: 671: 653: 651: 636: 623: 621: 606: 588: 586: 571: 553: 551: 536: 518: 516: 513: 510: 495: 482: 480: 465: 452: 450: 435: 422: 413: 402: 401: 397: 388: 386: 373: 364: 362: 353: 351: 340: 339: 330: 329: 325: 315: 304: 297: 275: 260: 258: 257: 256: 252: 250: 234: 232: 227: 221: 216: 208: 206:← Previous edit 203: 199: 197: 196: 195: 191: 189: 173: 171: 166: 160: 152: 151: 150: 149: 147: 146: 140: 138: 133: 130: 128: 125: 123:Content deleted 122: 119: 117:← Previous edit 114: 110: 108: 107: 106: 105: 104: 103: 102: 94: 91: 90: 89: 88: 80: 71: 67: 65: 64: 63: 62: 61: 60: 59: 51: 48: 47: 46: 45: 37: 28: 22: 21: 20: 13: 5: 1691: 1681: 1680: 1678: 1675: 1673: 1670: 1669: 1667: 1664: 1662: 1659: 1658: 1656: 1653: 1651: 1648: 1647: 1645: 1642: 1639: 1638: 1635: 1633: 1631: 1628: 1627: 1624: 1622: 1620: 1617: 1615: 1612: 1611: 1608: 1606: 1604: 1601: 1599: 1596: 1595: 1593: 1590: 1587: 1586: 1583: 1581: 1579: 1576: 1575: 1572: 1570: 1567: 1564: 1563: 1560: 1558: 1556: 1553: 1551: 1548: 1547: 1544: 1542: 1540: 1537: 1535: 1532: 1531: 1528: 1526: 1523: 1520: 1519: 1516: 1512:, germabenzene 1511: 1509: 1507: 1505: 1500: 1498: 1496: 1493: 1492: 1490:== See also == 1489: 1487: 1485: 1483:== See also == 1482: 1480: 1477: 1476: 1473: 1471: 1468: 1465: 1464: 1460: 1458: 1456: 1454: 1449: 1447: 1445: 1442: 1441: 1438: 1436: 1433: 1430: 1429: 1425: 1422: 1419: 1415: 1411: 1407: 1403: 1400: 1397: 1393: 1390: 1387: 1384: 1381: 1377: 1374: 1371: 1368: 1364: 1361: 1358: 1355: 1351: 1348: 1345: 1342: 1339: 1335: 1332: 1328: 1325: 1322: 1319: 1316: 1312: 1308: 1304: 1301: 1297: 1294: 1290: 1286: 1283: 1280: 1276: 1272: 1268: 1265: 1261: 1258: 1255: 1251: 1248: 1246: 1244: 1242: 1239: 1235: 1231: 1227: 1223: 1219: 1216: 1212: 1208: 1204: 1200: 1196: 1193: 1190: 1187: 1184: 1180: 1176: 1172: 1169: 1165: 1162: 1158: 1154: 1151: 1148: 1144: 1140: 1136: 1132: 1129: 1126: 1122: 1120: 1118: 1115: 1114: 1111: 1109: 1106: 1103: 1102: 1099: 1097: 1095: 1092: 1090: 1087: 1086: 1084: 1081: 1079: 1076: 1075: 1073: 1070: 1068: 1065: 1064: 1062: 1059: 1057: 1054: 1053: 1051: 1048: 1046: 1043: 1042: 1040: 1037: 1035: 1032: 1031: 1028: 1026: 1024: 1021: 1020: 1016: 1013: 1009: 1006: 1003: 1001: 999: 997: 992: 990: 988: 985: 984: 982: 979: 977: 974: 973: 968: 966: 961: 958: 957: 955: 952: 950: 947: 946: 941: 939: 934: 931: 930: 928: 925: 923: 920: 919: 914: 912: 907: 904: 903: 898: 894: 892: 890: 888: 883: 879: 875: 873: 871: 868: 867: 865: 861: 858: 855: 851: 849: 843: 842: 837: 835: 830: 827: 826: 824: 820: 816: 814: 808: 807: 802: 800: 795: 792: 791: 789: 785: 781: 779: 773: 772: 767: 765: 760: 757: 756: 754: 751: 749: 746: 745: 740: 738: 733: 730: 729: 727: 723: 719: 717: 711: 710: 706: 702: 700: 695: 692: 691: 689: 685: 681: 679: 673: 672: 667: 665: 660: 657: 656: 654: 650: 646: 644: 638: 637: 634: 632: 630: 627: 626: 624: 620: 616: 614: 608: 607: 602: 600: 595: 592: 591: 589: 585: 581: 579: 573: 572: 567: 565: 560: 557: 556: 554: 550: 546: 544: 538: 537: 535:|PIN = Germine 532: 530: 525: 522: 521: 519: 515: 512: 509: 505: 503: 497: 496: 493: 491: 489: 486: 485: 483: 479: 475: 473: 467: 466: 463: 461: 459: 456: 455: 453: 449: 445: 443: 437: 436: 433: 431: 429: 426: 425: 423: 421:| IUPACName = 420: 418: 415: 414: 411: 409: 407: 404: 403: 399: 395: 393: 391: 389: 384: 382: 380: 377: 376: 374: 371: 369: 366: 365: 360: 358: 356: 354: 349: 347: 345: 342: 341: 337: 335: 333: 331: 327: 324: 322: 320: 317: 316: 313: 311: 309: 306: 305: 302: 300: 298: 295: 293: 290: 289: 286: 282: 281: 277: 276: 251: 246: 245: 230: 209: 190: 185: 184: 169: 129: 121: 115: 99: 93: 85: 79: 76: 75: 68: 56: 50: 42: 36: 33: 32: 25: 23: 19: 18: 10: 6: 4: 3: 2: 1690: 1674: 1671: 1663: 1660: 1652: 1649: 1643: 1640: 1634: 1629: 1623: 1616: 1613: 1607: 1600: 1597: 1591: 1588: 1582: 1577: 1573: 1571: 1568: 1566: 1565: 1559: 1557: 1552: 1550: 1549: 1543: 1541: 1536: 1534: 1533: 1529: 1527: 1524: 1522: 1521: 1508: 1497: 1494: 1488: 1486: 1481: 1479: 1478: 1474: 1472: 1469: 1467: 1466: 1457: 1446: 1443: 1439: 1437: 1434: 1432: 1431: 1394:| year = 2001 1245: 1119: 1116: 1112: 1110: 1107: 1105: 1104: 1098: 1096: 1091: 1089: 1088: 1080: 1077: 1071:| FlashPt = 1069: 1066: 1058: 1055: 1047: 1044: 1036: 1033: 1027: 1022: 1000: 989: 986: 978: 975: 970: 967: 965: 962: 959: 953:| Density = 951: 948: 943: 940: 938: 935: 932: 924: 921: 916: 913: 911: 908: 905: 891: 872: 869: 853: 850: 848: 845: 844: 839: 836: 834: 831: 828: 818: 815: 813: 810: 809: 804: 801: 799: 796: 793: 783: 780: 778: 775: 774: 769: 766: 764: 761: 758: 750: 747: 742: 739: 737: 734: 731: 721: 718: 716: 713: 712: 704: 701: 699: 696: 693: 683: 680: 678: 675: 674: 669: 666: 664: 661: 658: 648: 645: 643: 640: 639: 633: 628: 618: 615: 613: 610: 609: 604: 601: 599: 596: 593: 583: 580: 578: 575: 574: 569: 566: 564: 561: 558: 548: 545: 543: 540: 539: 534: 531: 529: 526: 523: 507: 504: 502: 499: 498: 492: 487: 477: 474: 472: 469: 468: 462: 457: 451:PIN = Germine 447: 444: 442: 439: 438: 432: 427: 419: 416: 410: 405: 392: 381: 378: 370: 367: 357: 346: 343: 334: 321: 318: 312: 307: 301: 299: 294: 292: 291: 283: 278: 272: 268: 264: 249: 242: 238: 233: 224: 219: 215: 207: 188: 181: 177: 172: 163: 159: 143: 136: 126:Content added 118: 16: 263:Use this bot 231:Citation bot 1561:{{reflist}} 1554:{{reflist}} 1320:synthesized 1291:Aromaticity 1254:=Ebrahimi, 1197:synthesized 1159:aromaticity 705:|PubChem = 396:ImageSizeL1 361:ImageFileL1 267:Report bugs 1128:Ebrahimi, 587:PubChem = 96:Revision 2 53:Revision 1 1459::]{{clear 1448::]{{clear 1416:5507–5509 1269:|author3= 1262:|author2= 993:BoilingPt 350:ImageFile 338:443835894 328:443834768 303:{{Chembox 296:{{Chembox 253:5,221,373 1396:| volume 1309:Benzenes 1289:and the 1284:Critical 1264:Ghiasi, 1213:Norihiro 1209:Nobuhiro 1177:benzenes 1157:and the 1152:critical 1135:Ghiasi, 964:⚫ 937:⚫ 910:⚫ 899:1C=CC=CC 857:Section2 847:⚫ 833:⚫ 812:⚫ 798:⚫ 777:⚫ 763:⚫ 736:⚫ 715:⚫ 707:20056561 698:⚫ 677:⚫ 663:⚫ 642:⚫ 612:⚫ 598:⚫ 577:⚫ 563:⚫ 542:⚫ 528:⚫ 511:Section1 501:⚫ 471:⚫ 441:⚫ 385:ImageAlt 241:contribs 180:contribs 170:CheMoBot 141:Wikitext 1517:], ], ] 1380:| title 1367:| last3 1354:| last2 1279:of the 1252:author1 1201:However 1147:of the 1133:Afshar; 1123:author 288:Line 1: 285:Line 1: 192:141,565 1462:left}} 1452:left}} 1412:pages 1404:issue 1305:Hetero 1295:Groups 1287:Points 1173:hetero 1163:groups 1155:points 1017:| Ge=1 895:SMILES 134:Visual 82:Page 2 72:Page 2 39:Page 1 29:Page 1 1501:Other 1418:| doi 1402:20 | 1220:pages 1205:Norio 1137:Reza; 1130:Arash 255:edits 194:edits 1336:Also 1323:with 1298:IIIa 1281:Ring 1232:2001 1228:year 1224:5507 1194:been 1166:IIIA 1149:ring 1141:Cina 886:Ge=1 248:Bots 237:talk 223:undo 218:edit 187:Bots 176:talk 162:edit 1317:and 1313:1–3 1302:VIa 1300:to 1293:of 1199:. 1191:not 1188:has 1185:but 1181:1-3 1170:VIA 1168:to 1161:of 1004:C=5 991:| 884:=6| 1410:| 1408:26 1378:N. 1365:N. 1352:N. 1273:C. 1266:R. 1259:A. 1256:A. 1226:| 1100:}} 1093:}} 1029:}} 1002:| 995:= 901:=1 880:5| 874:| 400:85 398:= 387:= 265:. 239:| 178:| 1676:] 1665:] 1654:] 1636:] 1625:] 1618:] 1609:] 1602:] 1584:] 1499:* 1450:- 1421:= 1414:= 1406:= 1399:= 1389:= 1383:= 1376:= 1370:= 1363:= 1357:= 1350:= 1344:= 1331:. 1326:a 1307:- 1230:= 1222:= 1175:- 1125:= 1014:6 1012:= 1010:H 1007:| 897:= 893:| 882:H 878:= 876:C 860:= 854:| 819:| 784:| 722:| 684:| 649:| 619:| 584:| 549:| 514:= 508:| 478:| 448:| 394:| 383:| 359:| 348:| 323:| 243:) 235:( 182:) 174:(

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