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Structural isomer

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1103: 1096: 1089: 983: 976: 990: 383: 390: 376: 1342: 1168: 1148: 1309: 1413: 1182: 1175: 1141: 1134: 496: 489: 482: 1288: 1387: 770:) are structurally equivalent to each other, as are the two carbons; because any hydrogen can be switched with any other, either by a permutation that swaps just those two atoms, or by a permutation that swaps the two carbons and each hydrogen in one methyl group with a different hydrogen on the other methyl. Either operation preserves the structure of the molecule. That is the case also for the hydrogen atoms 1266: 36: 1365: 932:. However, with that replacement, the atom permutations that moved that hydrogen are no longer valid. Only one permutation remains, that corresponds to flipping the molecule over while keeping the chlorine fixed. The five remaining hydrogens then fall into three different equivalence classes: the one opposite to the chlorine is a class by itself (called the 637:. The infrared spectrum is largely determined by the vibration modes of the molecule, and functional groups like hydroxyl and esters have very different vibration modes. Thus 1-propanol and 2-propanol have relatively similar infrared spectra because of the hydroxyl group, which are fairly different from that of methyl ethyl ether. 928:. Its six hydrogens are all structurally equivalent, and so are the six carbons; because the structure is not changed if the atoms are permuted in ways that correspond to flipping the molecule over or rotating it by multiples of 60 degrees. Therefore, replacing any hydrogen by chlorine yields only one 682:
atoms (H) may yield any of two structural isotopomers (1,1-dideuteroethene and 1,2-dideuteroethene), if both carbon atoms are the same isotope. If, in addition, the two carbons are different isotopes (say, C and C), there would be three distinct structural isotopomers, since 1-C-1,1-dideuteroethene
1206:
Enumerating or counting structural isomers in general is a difficult problem, since one must take into account several bond types (including delocalized ones), cyclic structures, and structures that cannot possibly be realized due to valence or geometric constraints, and non-separable tautomers.
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if each atom of A can be paired with an atom of B of the same element, in a one-to-one way, so that for every bond in A there is a bond in B, of the same type, between corresponding atoms; and vice versa. This requirement applies also to complex bonds that involve three or more atoms, such as the
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Once a substitution is made on a parent molecule, its structural symmetry is usually reduced, meaning that atoms that were formerly equivalent may no longer be so. Thus substitution of two or more equivalent atoms by the same element may generate more than one positional isomer.
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On the other hand, the second replacement (by the same substituent) may preserve or even increase the symmetry of the molecule, and thus may preserve or reduce the number of equivalence classes for the next replacement. Thus, the four remaining hydrogens in
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Structural equivalences between atoms of a parent molecule reduce the number of positional isomers that can be obtained by replacing those atoms for a different element or group. Thus, for example, the structural equivalence between the six hydrogens of
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are not all structurally equivalent. The six hydrogens attached to the first and third carbons are equivalent, as in ethane, and the two attached to the middle carbon are equivalent to each other; but there is no equivalence between these two
667:) one may treat different isotopes of the same element as different elements. In the second case, two molecules with the same number of atoms of each isotope but distinct bonding schemes are said to be 892:
are partitioned into two structural equivalence classes (the six on the methyl groups, and the two on the central carbon); therefore there are only two positional isomers of propanol (
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Two molecules then can be said to be structural isomers (or, if isotopes matter, structural isotopomers) if they have the same molecular formula but do not have the same structure.
1065:- are all equivalent again. Still, some of these 3 + 2 + 1 = 6 substitutions end up yielding the same structure, so there are only three structurally distinct 281:, in which the atoms and bonding scheme are the same, but only the relative spatial arrangement of the atoms is different. Examples of the latter are the 338:
of a compound is a structural isomer that differs from it in the atoms and bonds that are considered to comprise the "skeleton" of the molecule. For
683:
would be different from 1-C-2,2-dideuteroethene. And, in both cases, the 1,2-dideutero structural isotopomer would occur as two stereoisotopomers,
731:
of the atoms that exchanges at least two atoms but does not change the molecule's structure. Two atoms then can be said to be structurally
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Depending on the context, one may require that each atom be paired with an atom of the same isotope, not just of the same element.
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having different bond connectivities. Seven of them are air-stable at room temperature, and these are given in the table below.
1751: 1608: 17: 1560: 1740: 1720: 1700: 1680: 1632: 1570: 1545: 1522: 678:
would have no structural isomers under the first interpretation; but replacing two of the hydrogen atoms (H) by
626:
are structural isomers, but not functional isomers, since they have the same significant functional group (the
101:
is another compound whose molecule has the same number of atoms of each element, but with logically distinct
742:
are structurally equivalent, because any permutation of them will preserve all the bonds of the molecule.
1460: 1126:, which is benzene with one hydroxyl substituent and two methyl substituents, has a total of 6 isomers: 190:
The concept applies also to polyatomic ions with the same total charge. A classical example is the
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If the substituents at each step are different, there will usually be more structural isomers.
1078: 1074: 1070: 783: 664: 233: 634: 530: 46: 732: 53: 944:). Thus a second substitution of hydrogen by chlorine can yield three positional isomers: 8: 1233: 961: 953: 945: 599: 464: 132: 1599:
Poppe, Laszlo; Nagy, Jozsef; Hornyanszky, Gabor; Boros, Zoltan; Mihaly, Nogradi (2016).
526: 522: 1769: 1406: 656: 1513:
Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell (2009):
1736: 1716: 1696: 1676: 1628: 1604: 1566: 1541: 1518: 1228: 807: 173: 98: 533:, each of which has three double bonds, but on different positions along the chain. 1649: 1487: 1066: 710: 545: 453: 452:) are structural isomers that can be viewed as differing only on the position of a 339: 252: 207: 633:
Besides the different chemistry, functional isomers typically have very different
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of the carbonyl isomers (propionaldehyde and acetone), but these are not stable.
1380: 1302: 420: 61: 1479: 603: 57: 1763: 1281: 1259: 1246: 1238: 989: 982: 975: 929: 795: 154: 102: 27:
Chemical compounds with the same atoms but arranged and connected differently
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Among the structural isomers, one can distinguish several classes including
1455: 771: 278: 1102: 1095: 1088: 1034: 728: 548:, resulting in significantly different chemical and physical properties. 513: 508: 503: 457: 389: 382: 1399: 897: 893: 646: 623: 619: 411: 406: 362: 358: 282: 1341: 1210:
For example, there are nine structural isomers with molecular formula
375: 1167: 1147: 727:
Structural symmetry of a molecule can be defined mathematically as a
679: 199: 82: 1308: 437:
Arene substitution pattern § Ortho, meta, and para substitution
1538:
Useful Principles in Chemistry for Agriculture and Nursing Students
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of the same element. However, in some situations (for instance in
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parent molecule can give any of three different position isomers:
346:, that usually means the carbon atoms and the bonds between them. 1386: 1358: 1335: 1123: 1038: 925: 909: 901: 869: 844: 802: 739: 652: 587: 564: 468: 401: 350: 343: 191: 113: 1287: 1265: 206:. It is also extended to ionic compounds, so that (for example) 1057:-dichlorobenzene still fall into three classes, while those of 1046: 1042: 1030: 936:
position), the two closest to the chlorine form another class (
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if there is a structural symmetry that takes one to the other.
675: 580: 274: 1601:
Stereochemistry and Stereoselective Synthesis: An Introduction
1181: 1174: 1140: 1133: 575:: the first has a –C(=O)H functional group, which makes it an 1211: 615: 94: 579:, whereas the second has a C–C(=O)–C group, that makes it a 463:
For example, replacing one of the 12 hydrogen atoms –H by a
1430: 722: 285:, whose molecules are mirror images of each other, and the 218: 1364: 1598: 460:, or some other feature on the same "parent" structure. 651:
In chemistry, one usually ignores distinctions between
1559:
William F. Bynum, E. Janet Browne, Roy Porter (2014):
713:
in the benzene molecule and other aromatic compounds.
694: 430: 915: 900:). Likewise there are only two positional isomers of 813: 1201: 843:means that there is just one structural isomer of 704:Two molecules (including polyatomic ions) A and B 423:, as in the above example, one may use the term 349:For example, there are three skeletal isomers of 273:Structural isomerism is the most radical type of 1761: 1713:A Textbook of Science for the Health Professions 1603:. Weinheim, Germany: Wiley-VCH. pp. 26–27. 1320:Tautomeric with prop-1-en-1-ol, which has both 940:), and the remaining two are the third class ( 738:Thus, for example, all four hydrogen atoms of 232:are considered structural isomers, and so are 924:The classical example is the derivatives of 544:are structural isomers which have different 1555: 1553: 187:but are three distinct structural isomers. 1693:General, Organic, and Biological Chemistry 1532: 1530: 357:-pentane (often called simply "pentane"), 1731:Jean-Loup Faulon, Andreas Bender (2010): 1672:Contemporary Theory of Chemical Isomerism 1653: 1491: 801:On the other hand, the hydrogen atoms of 699: 640: 1725: 1705: 1685: 1646:IUPAC Compendium of Chemical Terminology 1637: 1592: 1575: 1550: 1515:Introduction to Organic and Biochemistry 1472: 723:Structural symmetry and equivalent atoms 109:was formerly used for the same concept. 1733:Handbook of Chemoinformatics Algorithms 1663: 1617: 1527: 1507: 1029:For the same reason, there is only one 536: 14: 1762: 1752:CRC Handbook of Chemistry and Physics 1623:D. Brynn Hibbert, A.M. James (1987): 329: 1562:Dictionary of the History of Science 521:Another example of regioisomers are 29: 695:Structural equivalence and symmetry 431:Position isomerism (regioisomerism) 24: 916:Symmetry breaking by substitutions 25: 1781: 1625:Macmillan Dictionary of Chemistry 814:Symmetry and positional isomerism 1411: 1385: 1363: 1340: 1307: 1286: 1264: 1180: 1173: 1166: 1146: 1139: 1132: 1101: 1094: 1087: 988: 981: 974: 868:, not 6. The eight hydrogens of 494: 487: 480: 388: 381: 374: 34: 1745: 1429:Two structural isomers are the 1202:Isomer enumeration and counting 1128: 1083: 970: 745:Likewise, all six hydrogens of 476: 367: 1061:- fall into two, and those of 13: 1: 1466: 60:in tone and meet Knowledge's 1353:Tautomeric with propen-2-ol 1033:(hydroxybenzene), but three 630:–OH) and are both alcohols. 586:Another example is the pair 369:Skeletal isomers of pentane 7: 1695:, 7th edition. 1232 pages. 1461:Metamerism (disambiguation) 1439: 1041:(methylbenzene), but three 10: 1786: 1691:H. Stephen Stoker (2015): 1540:, 2nd Edition. 281 pages. 1480:"Constitutional isomerism" 1423: 1420: 1417: 1410: 1405: 1397: 1394: 1391: 1384: 1379: 1375: 1372: 1369: 1362: 1357: 1352: 1349: 1346: 1339: 1334: 1319: 1316: 1313: 1306: 1301: 1297: 1294: 1292: 1285: 1280: 1276: 1273: 1270: 1263: 1258: 644: 434: 1711:Barry G. Hinwood (1997): 1669:Zdenek Slanina (1986): 1660:online ver. 3.0.1 2019. 1655:10.1351/goldbook.I03352 1536:Peter P. Mumba (2018): 1493:10.1351/goldbook.C01285 1116:1,3,5-Trichlorobenzene 1113:1,2,4-Trichlorobenzene 1110:1,2,3-Trichlorobenzene 706:have the same structure 551:An example is the pair 105:between them. The term 1648:(3rd ed.). 2006. 1583:"Structural isomerism" 1451:Descriptor (chemistry) 1446:Coordination isomerism 784:hexamethylenetetramine 700:Structural equivalence 669:structural isotopomers 665:microwave spectroscopy 641:Structural isotopomers 531:octadecatrienoic acids 324:structural isotopomers 234:methylammonium formate 361:(2-methylbutane) and 91:constitutional isomer 18:Constitutional isomer 1329:stereoisomeric forms 1023:1,4-Dichlorobenzene 1020:1,3-Dichlorobenzene 1017:1,2-Dichlorobenzene 537:Functional isomerism 277:. It is opposed to 54:improve this article 1234:Molecular structure 808:equivalence classes 711:delocalized bonding 674:Thus, for example, 419:If the skeleton is 370: 365:(dimethylpropane). 306:positional isomers 133:methyl propyl ether 97:nomenclature) of a 1581:Jim Clark (2000). 1407:Methyl vinyl ether 1400:enantiomeric forms 542:Functional isomers 446:positional isomers 368: 330:Skeletal isomerism 314:functional isomers 1610:978-3-527-33901-3 1427: 1426: 1229:Chemical compound 1199: 1198: 1120: 1119: 1067:trichlorobenzenes 1027: 1026: 1012:-Dichlorobenzene 1006:-Dichlorobenzene 1000:-Dichlorobenzene 546:functional groups 527:γ-linolenic acids 519: 518: 467:group –OH on the 417: 416: 340:organic compounds 174:molecular formula 87:structural isomer 79: 78: 62:quality standards 16:(Redirected from 1777: 1755: 1749: 1743: 1729: 1723: 1709: 1703: 1689: 1683: 1667: 1661: 1659: 1657: 1641: 1635: 1621: 1615: 1614: 1596: 1590: 1579: 1573: 1557: 1548: 1534: 1525: 1511: 1505: 1504: 1502: 1500: 1495: 1476: 1415: 1389: 1367: 1344: 1311: 1290: 1268: 1225: 1224: 1184: 1177: 1170: 1150: 1143: 1136: 1129: 1105: 1098: 1091: 1084: 992: 985: 978: 971: 966:-dichlorobenzene 891: 890: 889: 881: 880: 867: 865: 864: 856: 855: 842: 841: 840: 832: 831: 769: 768: 767: 759: 758: 635:infrared spectra 618:). In contrast, 498: 491: 484: 477: 454:functional group 442:Position isomers 392: 385: 378: 371: 302:skeletal isomers 269: 253:ammonium acetate 250: 231: 216: 208:ammonium cyanate 205: 197: 186: 171: 152: 130: 74: 71: 65: 38: 37: 30: 21: 1785: 1784: 1780: 1779: 1778: 1776: 1775: 1774: 1760: 1759: 1758: 1750: 1746: 1730: 1726: 1710: 1706: 1690: 1686: 1668: 1664: 1643: 1642: 1638: 1622: 1618: 1611: 1597: 1593: 1580: 1576: 1558: 1551: 1535: 1528: 1512: 1508: 1498: 1496: 1486:. IUPAC. 2014. 1484:IUPAC Gold Book 1478: 1477: 1473: 1469: 1442: 1381:Propylene oxide 1303:Propionaldehyde 1248: 1240: 1219: 1215: 1204: 918: 904:, and three of 888: 885: 884: 883: 879: 876: 875: 874: 872: 863: 860: 859: 858: 854: 851: 850: 849: 847: 839: 836: 835: 834: 830: 827: 826: 825: 823: 816: 766: 763: 762: 761: 757: 754: 753: 752: 750: 725: 702: 697: 649: 643: 613: 609: 597: 593: 574: 570: 562: 558: 539: 439: 433: 425:chain isomerism 336:skeletal isomer 332: 279:stereoisomerism 267: 263: 259: 255: 248: 244: 240: 236: 229: 225: 221: 214: 210: 203: 195: 184: 180: 176: 169: 165: 161: 157: 151: 147: 143: 139: 135: 128: 124: 120: 116: 75: 69: 66: 51: 39: 35: 28: 23: 22: 15: 12: 11: 5: 1783: 1773: 1772: 1757: 1756: 1744: 1724: 1704: 1684: 1662: 1644:"Isotopomer". 1636: 1616: 1609: 1591: 1574: 1549: 1526: 1506: 1470: 1468: 1465: 1464: 1463: 1458: 1453: 1448: 1441: 1438: 1425: 1424: 1422: 1419: 1416: 1409: 1403: 1402: 1396: 1393: 1390: 1383: 1377: 1376: 1374: 1371: 1368: 1361: 1355: 1354: 1351: 1348: 1345: 1338: 1332: 1331: 1318: 1315: 1312: 1305: 1299: 1298: 1296: 1293: 1291: 1284: 1278: 1277: 1275: 1272: 1269: 1262: 1256: 1255: 1252: 1244: 1236: 1231: 1217: 1213: 1203: 1200: 1197: 1196: 1193: 1190: 1186: 1185: 1178: 1171: 1163: 1162: 1159: 1156: 1152: 1151: 1144: 1137: 1118: 1117: 1114: 1111: 1107: 1106: 1099: 1092: 1025: 1024: 1021: 1018: 1014: 1013: 1007: 1001: 994: 993: 986: 979: 917: 914: 886: 877: 861: 852: 837: 828: 815: 812: 764: 755: 724: 721: 701: 698: 696: 693: 645:Main article: 642: 639: 611: 607: 604:dimethyl ether 595: 591: 572: 568: 560: 556: 538: 535: 517: 516: 511: 506: 500: 499: 492: 485: 432: 429: 415: 414: 409: 404: 394: 393: 386: 379: 331: 328: 265: 261: 257: 246: 242: 238: 227: 223: 212: 182: 178: 172:have the same 167: 163: 159: 149: 145: 141: 137: 126: 122: 118: 77: 76: 42: 40: 33: 26: 9: 6: 4: 3: 2: 1782: 1771: 1768: 1767: 1765: 1753: 1748: 1742: 1741:9781420082999 1738: 1735:. 454 pages. 1734: 1728: 1722: 1721:9780748733774 1718: 1715:. 489 pages. 1714: 1708: 1702: 1701:9781305686182 1698: 1694: 1688: 1682: 1681:9789027717078 1678: 1675:. 254 pages. 1674: 1673: 1666: 1656: 1651: 1647: 1640: 1634: 1633:9781349188178 1630: 1626: 1620: 1612: 1606: 1602: 1595: 1588: 1584: 1578: 1572: 1571:9781400853410 1568: 1564: 1563: 1556: 1554: 1547: 1546:9781618965288 1543: 1539: 1533: 1531: 1524: 1523:9780495391166 1520: 1517:. 752 pages. 1516: 1510: 1494: 1489: 1485: 1481: 1475: 1471: 1462: 1459: 1457: 1454: 1452: 1449: 1447: 1444: 1443: 1437: 1435: 1432: 1414: 1408: 1404: 1401: 1388: 1382: 1378: 1366: 1360: 1356: 1343: 1337: 1333: 1330: 1328: 1324: 1310: 1304: 1300: 1289: 1283: 1282:Cyclopropanol 1279: 1267: 1261: 1260:Allyl alcohol 1257: 1253: 1250: 1245: 1242: 1237: 1235: 1232: 1230: 1227: 1226: 1223: 1221: 1208: 1194: 1191: 1188: 1187: 1183: 1179: 1176: 1172: 1169: 1165: 1164: 1160: 1157: 1154: 1153: 1149: 1145: 1142: 1138: 1135: 1131: 1130: 1127: 1125: 1115: 1112: 1109: 1108: 1104: 1100: 1097: 1093: 1090: 1086: 1085: 1082: 1080: 1076: 1072: 1068: 1064: 1060: 1056: 1050: 1048: 1044: 1040: 1036: 1032: 1022: 1019: 1016: 1015: 1011: 1008: 1005: 1002: 999: 996: 995: 991: 987: 984: 980: 977: 973: 972: 969: 967: 965: 959: 957: 951: 949: 943: 939: 935: 931: 930:chlorobenzene 927: 922: 913: 911: 907: 903: 899: 895: 871: 846: 822: 811: 809: 804: 799: 797: 796:dodecahedrane 793: 789: 785: 781: 777: 773: 748: 743: 741: 736: 734: 730: 720: 717: 714: 712: 707: 692: 690: 686: 681: 677: 672: 670: 666: 662: 658: 654: 648: 638: 636: 631: 629: 625: 621: 617: 605: 601: 589: 584: 582: 578: 566: 563:–C(=O)-H and 554: 549: 547: 543: 534: 532: 528: 524: 515: 512: 510: 507: 505: 502: 501: 497: 493: 490: 486: 483: 479: 478: 475: 473: 471: 466: 461: 459: 455: 451: 447: 443: 438: 428: 426: 422: 413: 410: 408: 405: 403: 399: 396: 395: 391: 387: 384: 380: 377: 373: 372: 366: 364: 360: 356: 352: 347: 345: 341: 337: 327: 325: 321: 320: 315: 311: 307: 303: 298: 296: 292: 288: 284: 280: 276: 271: 254: 235: 220: 209: 201: 193: 188: 175: 156: 155:diethyl ether 134: 115: 112:For example, 110: 108: 104: 100: 96: 92: 88: 84: 73: 63: 59: 55: 49: 48: 45:reads like a 43:This article 41: 32: 31: 19: 1747: 1732: 1727: 1712: 1707: 1692: 1687: 1670: 1665: 1645: 1639: 1627:. page 263. 1624: 1619: 1600: 1594: 1586: 1577: 1565:. page 218. 1561: 1537: 1514: 1509: 1497:. Retrieved 1483: 1474: 1456:Stereoisomer 1428: 1326: 1322: 1209: 1205: 1195:3,5-Xylenol 1192:3,4-Xylenol 1189:2,6-Xylenol 1161:2,5-Xylenol 1158:2,4-Xylenol 1155:2,3-Xylenol 1121: 1062: 1058: 1054: 1051: 1045:, and three 1035:benzenediols 1028: 1009: 1003: 997: 963: 955: 947: 941: 937: 933: 923: 919: 817: 800: 772:cyclopentane 744: 737: 726: 718: 715: 705: 703: 688: 684: 673: 668: 650: 632: 585: 550: 541: 540: 520: 469: 462: 450:regioisomers 449: 445: 441: 440: 424: 418: 397: 354: 348: 335: 333: 323: 317: 313: 310:regioisomers 309: 305: 301: 299: 293:versions of 290: 286: 272: 215:][O=C=N] 189: 111: 106: 90: 86: 80: 67: 44: 729:permutation 523:α-linolenic 514:Pentan-3-ol 509:Pentan-2-ol 504:Pentan-1-ol 458:substituent 283:enantiomers 70:August 2020 56:to make it 1467:References 1037:; and one 898:2-propanol 894:1-propanol 733:equivalent 647:Isotopomer 624:2-propanol 620:1-propanol 571:C–C(=O)–CH 435:See also: 412:Neopentane 407:Isopentane 363:neopentane 359:isopentane 342:, such as 1770:Isomerism 1587:Chemguide 1434:tautomers 680:deuterium 319:tautomers 275:isomerism 245:][HCO 200:fulminate 83:chemistry 1764:Category 1754:65th ed. 1440:See also 1398:Has two 1295:101–102 1254:Comment 962:1,4- or 954:1,3- or 946:1,2- or 906:pentanol 788:prismane 780:2-butyne 653:isotopes 628:hydroxyl 598:–OH (an 577:aldehyde 553:propanal 472:-pentane 465:hydroxyl 295:2-butene 198:and the 99:compound 47:textbook 1499:19 July 1359:Oxetane 1336:Acetone 1247:Boiling 1239:Melting 1124:Xylenol 1047:xylenes 1043:toluols 1039:toluene 926:benzene 910:hexanol 902:butanol 870:propane 845:ethanol 803:propane 798:, etc. 740:methane 600:alcohol 588:ethanol 565:acetone 529:, both 421:acyclic 402:Pentane 351:pentane 344:alkanes 260:][H 256:[NH 211:[NH 192:cyanate 114:butanol 107:metamer 93:in the 58:neutral 52:Please 1739:  1719:  1699:  1679:  1631:  1607:  1589:, n.l. 1569:  1544:  1521:  1350:56.53 1347:–94.9 1079:1,3,5- 1077:, and 1075:1,2,4- 1071:1,2,3- 1031:phenol 960:, and 821:ethane 792:cubane 776:allene 747:ethane 676:ethene 614:H (an 610:C–O–CH 602:) and 581:ketone 444:(also 322:, and 237:[H 153:, and 1418:–122 1392:–112 1327:trans 1271:–129 1249:point 1241:point 1059:ortho 998:ortho 948:ortho 938:ortho 689:trans 663:, or 657:Raman 616:ether 291:trans 204:C≡N−O 196:O=C=N 148:−O−CH 140:C−(CH 121:C−(CH 103:bonds 95:IUPAC 1737:ISBN 1717:ISBN 1697:ISBN 1677:ISBN 1629:ISBN 1605:ISBN 1567:ISBN 1542:ISBN 1519:ISBN 1501:2018 1431:enol 1370:–97 1325:and 1314:–81 1251:(°C) 1243:(°C) 1063:para 1055:meta 1010:para 1004:meta 964:para 956:meta 942:meta 934:para 896:and 687:and 622:and 594:C–CH 559:C–CH 525:and 308:(or 289:and 264:C−CO 251:and 241:C−NH 219:urea 217:and 202:ion 194:ion 89:(or 85:, a 1650:doi 1585:in 1488:doi 1395:34 1373:48 1323:cis 1317:48 1274:97 908:or 685:cis 661:NMR 448:or 312:), 287:cis 230:C=O 226:N−) 162:CCH 129:−OH 81:In 1766:: 1552:^ 1529:^ 1482:. 1421:6 1081:. 1073:, 1069:: 1049:. 968:. 952:, 912:. 866:OH 810:. 794:, 790:, 786:, 782:, 778:, 774:, 691:. 671:. 659:, 583:. 456:, 427:. 353:: 334:A 326:. 316:, 304:, 297:. 270:. 222:(H 183:10 166:−) 158:(H 131:, 1658:. 1652:: 1613:. 1503:. 1490:: 1220:O 1218:6 1216:H 1214:3 1212:C 958:- 950:- 887:8 882:H 878:3 873:C 862:5 857:H 853:2 848:C 838:6 833:H 829:2 824:C 765:6 760:H 756:2 751:C 749:( 612:2 608:3 606:H 596:2 592:3 590:H 573:3 569:3 567:H 561:2 557:3 555:H 470:n 400:- 398:n 355:n 268:] 266:2 262:3 258:4 249:] 247:2 243:3 239:3 228:2 224:2 213:4 185:O 181:H 179:4 177:C 170:O 168:2 164:2 160:3 150:3 146:2 144:) 142:2 138:3 136:H 127:3 125:) 123:2 119:3 117:H 72:) 68:( 64:. 50:. 20:)

Index

Constitutional isomer
textbook
improve this article
neutral
quality standards
chemistry
IUPAC
compound
bonds
butanol
methyl propyl ether
diethyl ether
molecular formula
cyanate
fulminate
ammonium cyanate
urea
methylammonium formate
ammonium acetate
isomerism
stereoisomerism
enantiomers
2-butene
tautomers
organic compounds
alkanes
pentane
isopentane
neopentane

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