809:
31:
114:
928:
Sulfenyl iodides can be isolated as stable compounds if they bear alkyl steric protecting groups as part of a cavity-shaped framework, illustrating the technique of kinetic stabilization of a reactive functionality, as in the case of
760:
366:
495:
677:
923:
209:
590:
1205:
Brintzinger, H.; Langheck, M., "Synthesen mit
Alkylschwefelchloriden (X. Mitteil. über organische Schwefelchloride)", Chemische Berichte 1954, volume 87, 325-330.
1400:
1326:
Sase, S.; Aoki, Y.; Abe, N.; Goto, K. (2009). "Stable
Sulfenyl Iodide Bearing a Primary Alkyl Steric Protection Group with a Cavity-shaped Framework".
2319:
2324:
1112:
808:
135:
1366:
1282:
984:
117:
1224:"Phenylsulfenylation of Nonactivated Carbon Atom by Photolysiis of Alkyl Benzenesulfenated: Preparation of 2-Phenylthio-5-heptanol"
227:
282:
2347:
1393:
683:
396:
2223:
613:
954:, are more commonly encountered in the laboratory. Sulfenyl chlorides are used in the production of agents used in the
846:
2352:
1796:
1386:
514:
257:
1833:
2306:
802:
936:
A related class of compounds are the alkylsulfur trichlorides, as exemplified by methylsulfur trichloride,
2206:
43:
774:(RS(O)Cl). In one approach, the sulfinyl chloride is generated in two steps starting with reaction of a
2313:
2201:
501:
125:
805:
oxidation then provides a general approach to formation of sulfinyl chlorides from sulfenyl chlorides:
30:
2282:
1727:
797:). In some cases the sulfenyl chloride results instead, as happens with 2,2,2-trifluoro-1,1-diphenyl
1588:
1072:
35:
1274:
1264:
975:
Drabowicz, J.; Kiełbasiński, P.; Łyżwa, P.; Zając, A.; Mikołajczyk, M. (2008). Kambe, N. (ed.).
2242:
2000:
1622:
1362:
1304:
1278:
1256:
1041:
1010:
980:
783:
771:
242:
1977:
1471:
1409:
1335:
1235:
1206:
1175:
1148:
1121:
1081:
102:
51:
113:
2196:
1955:
1950:
1933:
1916:
1717:
1466:
90:
2267:
2262:
2138:
2133:
2128:
1921:
1888:
1672:
1654:
1644:
1099:
1063:
600:
212:
2341:
2287:
2235:
2166:
2052:
2042:
2037:
2027:
2022:
1972:
1967:
1883:
1878:
1868:
1722:
1677:
1639:
1627:
1598:
1476:
1260:
955:
930:
238:
2218:
2105:
2100:
2077:
1828:
1667:
1593:
1530:
1525:
1503:
1459:
1444:
1434:
1166:
Norman
Kharasch, Robert B. Langford (1964). "2,4-Dinitrobenzenesulfenyl Chloride".
211:
This reaction is sometimes called the Zincke disulfide reaction, in recognition of
2277:
2230:
2191:
2072:
1960:
1945:
1940:
1928:
1493:
1488:
1454:
1449:
1439:
1417:
1299:
1036:
1001:
798:
505:
273:
17:
2186:
2177:
2057:
2012:
1908:
1873:
1863:
1803:
1739:
1662:
1610:
1353:
Braverman, S.; Cherkinsky, M.; Levinger, S. (2008). "Alkylsulfur
Trihalides".
1085:
1240:
1223:
1210:
1179:
1152:
1125:
2153:
2067:
2032:
2017:
2005:
1848:
1823:
1632:
833:
219:
129:
2161:
2115:
2082:
1778:
1684:
1558:
1513:
1498:
1339:
1270:
821:
596:
387:
246:
2123:
2047:
1898:
1893:
1858:
1843:
1838:
1808:
1791:
1615:
1542:
1508:
825:
807:
66:. Sulfenyl chlorides are reactive compounds that behave as sources of
2211:
2143:
1987:
1696:
1689:
1583:
1564:
1553:
1537:
1483:
837:
829:
383:
376:
372:
1378:
1103:
1067:
2092:
2062:
1995:
1853:
1818:
1813:
1786:
1734:
1701:
1605:
1429:
775:
112:
83:
79:
59:
29:
1520:
63:
1382:
1266:
Synthesis: Carbon with One
Heteroatom Attached by a Single Bond
1222:
Petrovic, Goran; Saicic, Radomir N.; Cekovic, Zivorad (2005).
93:
substituents. This trend is illustrated by the stability of
82:
nomenclature they are named as alkyl thiohypochlorites, i.e.
361:{\displaystyle {\ce {CCl3SCl + R2NH -> CCl3SNR2 + HCl}}}
1269:. Comprehensive Organic Functional Group Transformations.
1139:
F. B. Wells, C. F. H. Allen (1935). "2,4-Dinitroaniline".
832:
are unknown because they are unstable with respect to the
911:
895:
755:{\displaystyle {\ce {R-SCl + R'-OH -> R-SO-R' + HCl}}}
642:
571:
543:
480:
467:
429:
411:
348:
335:
316:
297:
179:
163:
150:
1068:"Über eine neue Reihe aromatischer Schwefelverbindungen"
979:. Science of Synthesis. Vol. 39. pp. 544–550.
371:
This method is used in the production of the fungicides
490:{\displaystyle {\ce {CH2=CH2 + R-SCl -> R-SC2H4Cl}}}
1257:"Alkyl Chalcogenides: Sulfur-based Functional Groups"
849:
686:
672:{\displaystyle {\ce {R-SCl + H2O -> R-SOH + HCl}}}
616:
517:
399:
285:
138:
1255:
Page, P. C. B.; Wilkes, R. D.; Reynolds, D. (1995).
1108:-Nitrophenylschwefelchlorid und Umwandlungsprodukte"
2255:
2175:
2152:
2114:
2091:
1986:
1907:
1777:
1754:
1710:
1653:
1576:
1551:
1416:
917:
754:
671:
584:
489:
360:
203:
918:{\displaystyle {\ce {2 R-SI -> (R-S)2 + I2}}}
204:{\displaystyle {\ce {R2S2 + Cl2 -> 2 R-SCl}}}
1035:Douglass, Irwin B.; Norton, Richard V. (1973).
89:Typically, sulfenyl halides are stabilized by
1394:
124:Sulfenyl chlorides are typically prepared by
8:
1298:Reno, Daniel S.; Pariza, Richard J. (1998).
585:{\displaystyle {\ce {R-SCl + Cl2 -> Cl}}}
1774:
1573:
1401:
1387:
1379:
272:bonds in the presence of base to give the
1239:
910:
905:
894:
889:
877:
870:
858:
854:
850:
848:
732:
724:
710:
691:
687:
685:
654:
641:
636:
621:
617:
615:
570:
565:
556:
549:
542:
537:
522:
518:
516:
479:
474:
466:
461:
452:
438:
428:
423:
414:
410:
405:
400:
398:
347:
342:
334:
329:
315:
310:
296:
291:
286:
284:
192:
188:
178:
173:
162:
157:
149:
144:
139:
137:
943:
939:
793:
789:
595:Sulfenyl chlorides react with water and
263:
96:
1030:
1028:
967:
770:Sulfenyl chlorides can be converted to
118:Trichloromethanesulfenyl chloride
234:bond to afford the sulfenyl chloride.
950:The corresponding selenenyl halides,
70:. They are used in the formation of
7:
1113:Justus Liebig's Annalen der Chemie
25:
828:are also known. Simple sulfenyl
228:electron-withdrawing substituents
1051:, vol. 5, pp. 709–715
885:
871:
866:
718:
648:
574:
550:
546:
446:
382:Sulfenyl chlorides add across
322:
182:
1:
120:is a stable sulfenyl chloride
1006:-Nitrophenylsulfur chloride"
101:obtained by chlorination of
86:of thiohypochlorous acid.
230:undergo chlorinolysis of a
38:of sulfenyl chlorides, RSCl
2369:
1314:, vol. 9, p. 662
1037:"Methanesulfinyl Chloride"
1020:, vol. 2, p. 455
2296:
1194:March's Organic Chemistry
1086:10.1002/cber.191104401109
1000:Hubacher, Max H. (1943).
766:Route to sulfinyl halides
258:Perchloromethyl mercaptan
1241:10.15227/orgsyn.081.0244
1211:10.1002/cber.19540870306
1180:10.15227/orgsyn.044.0047
1153:10.15227/orgsyn.015.0022
1126:10.1002/jlac.19123910106
2307:chemical classification
803:trifluoroperacetic acid
27:Chemical group (R–S–Cl)
2348:Organosulfur compounds
1300:"Phenyl Vinyl Sulfide"
977:Alkanesulfenyl Halides
919:
812:
756:
673:
586:
491:
362:
237:In a variation on the
205:
121:
54:with the connectivity
44:organosulfur chemistry
39:
2314:chemical nomenclature
920:
811:
757:
674:
587:
492:
363:
206:
116:
33:
1340:10.1246/cl.2009.1188
1102:; Farr, Fr. (1912).
847:
684:
614:
515:
397:
283:
136:
78:bonds. According to
1770:not C, H or O)
913:
897:
644:
573:
545:
482:
469:
431:
413:
350:
337:
318:
299:
181:
165:
152:
2212:Hypervalent iodine
1073:Chemische Berichte
915:
901:
869:
813:
772:sulfinyl chlorides
752:
669:
632:
582:
561:
533:
487:
470:
457:
419:
401:
358:
338:
325:
306:
287:
201:
169:
153:
140:
122:
40:
36:structural formula
2353:Functional groups
2335:
2334:
2273:Sulfenyl chloride
2251:
2250:
1750:
1749:
1569:(only C, H and O)
1410:Functional groups
1334:(12): 1188–1189.
1328:Chemistry Letters
1312:Collected Volumes
1305:Organic Syntheses
1228:Organic Syntheses
1196:, rxn. 14-9.
1168:Organic Syntheses
1141:Organic Syntheses
1049:Collected Volumes
1042:Organic Syntheses
1018:Collected Volumes
1011:Organic Syntheses
904:
884:
876:
865:
857:
816:Related compounds
784:sulfuryl chloride
750:
740:
731:
723:
717:
705:
698:
690:
667:
661:
653:
647:
635:
628:
620:
580:
564:
555:
536:
529:
521:
485:
473:
460:
451:
445:
437:
422:
404:
356:
341:
328:
321:
309:
302:
290:
243:sulfur dichloride
199:
191:
172:
156:
143:
48:sulfenyl chloride
16:(Redirected from
2360:
2302:
2207:Trifluoromethoxy
1775:
1771:
1574:
1570:
1423:
1403:
1396:
1389:
1380:
1373:
1372:
1350:
1344:
1343:
1323:
1317:
1315:
1308:
1295:
1289:
1288:
1252:
1246:
1245:
1243:
1219:
1213:
1203:
1197:
1190:
1184:
1183:
1163:
1157:
1156:
1136:
1130:
1129:
1096:
1090:
1089:
1060:
1054:
1052:
1045:
1032:
1023:
1021:
1014:
997:
991:
990:
972:
953:
946:
924:
922:
921:
916:
914:
912:
909:
902:
896:
893:
888:
882:
881:
874:
863:
862:
855:
796:
781:
761:
759:
758:
753:
751:
748:
744:
738:
736:
729:
728:
721:
715:
714:
709:
703:
696:
695:
688:
678:
676:
675:
670:
668:
665:
659:
658:
651:
645:
643:
640:
633:
626:
625:
618:
606:
591:
589:
588:
583:
581:
578:
577:
572:
569:
562:
560:
553:
544:
541:
534:
527:
526:
519:
496:
494:
493:
488:
486:
483:
481:
478:
471:
468:
465:
458:
456:
449:
443:
442:
435:
430:
427:
420:
418:
412:
409:
402:
367:
365:
364:
359:
357:
354:
349:
346:
339:
336:
333:
326:
319:
317:
314:
307:
300:
298:
295:
288:
271:
267:
249:under UV light.
233:
225:
210:
208:
207:
202:
200:
197:
196:
189:
180:
177:
170:
164:
161:
154:
151:
148:
141:
103:carbon disulfide
100:
77:
73:
69:
57:
52:functional group
21:
2368:
2367:
2363:
2362:
2361:
2359:
2358:
2357:
2338:
2337:
2336:
2331:
2300:
2292:
2247:
2202:Trichloromethyl
2197:Trifluoromethyl
2171:
2148:
2110:
2087:
1982:
1951:Phosphine oxide
1903:
1769:
1767:
1766:
1764:
1762:
1760:
1758:
1756:
1746:
1706:
1649:
1568:
1567:
1562:
1557:
1547:
1421:
1420:
1412:
1407:
1377:
1376:
1369:
1352:
1351:
1347:
1325:
1324:
1320:
1310:
1297:
1296:
1292:
1285:
1254:
1253:
1249:
1221:
1220:
1216:
1204:
1200:
1191:
1187:
1165:
1164:
1160:
1138:
1137:
1133:
1098:
1097:
1093:
1062:
1061:
1057:
1047:
1034:
1033:
1026:
1016:
999:
998:
994:
987:
974:
973:
969:
964:
951:
945:
941:
937:
845:
844:
818:
795:
791:
787:
779:
768:
737:
702:
682:
681:
612:
611:
604:
601:sulfenyl esters
513:
512:
395:
394:
281:
280:
269:
265:
261:
255:
231:
223:
134:
133:
111:
98:
94:
91:electronegative
75:
71:
67:
55:
28:
23:
22:
18:Sulfenyl halide
15:
12:
11:
5:
2366:
2364:
2356:
2355:
2350:
2340:
2339:
2333:
2332:
2330:
2329:
2328:
2327:
2322:
2310:
2303:
2297:
2294:
2293:
2291:
2290:
2288:Sulfinylamines
2285:
2280:
2275:
2270:
2268:Phosphoramides
2265:
2263:Isothiocyanate
2259:
2257:
2253:
2252:
2249:
2248:
2246:
2245:
2240:
2239:
2238:
2228:
2227:
2226:
2216:
2215:
2214:
2209:
2204:
2199:
2194:
2183:
2181:
2173:
2172:
2170:
2169:
2164:
2158:
2156:
2150:
2149:
2147:
2146:
2141:
2139:Selenenic acid
2136:
2134:Seleninic acid
2131:
2129:Selenonic acid
2126:
2120:
2118:
2112:
2111:
2109:
2108:
2103:
2097:
2095:
2089:
2088:
2086:
2085:
2080:
2075:
2070:
2065:
2060:
2055:
2050:
2045:
2040:
2035:
2030:
2025:
2020:
2015:
2010:
2009:
2008:
1998:
1992:
1990:
1984:
1983:
1981:
1980:
1975:
1970:
1965:
1964:
1963:
1953:
1948:
1943:
1938:
1937:
1936:
1926:
1925:
1924:
1922:Phosphodiester
1913:
1911:
1905:
1904:
1902:
1901:
1896:
1891:
1886:
1881:
1876:
1871:
1866:
1861:
1856:
1851:
1846:
1841:
1836:
1831:
1826:
1821:
1816:
1811:
1806:
1801:
1800:
1799:
1794:
1783:
1781:
1772:
1768:(one element,
1752:
1751:
1748:
1747:
1745:
1744:
1743:
1742:
1732:
1731:
1730:
1725:
1714:
1712:
1708:
1707:
1705:
1704:
1699:
1694:
1693:
1692:
1682:
1681:
1680:
1675:
1670:
1659:
1657:
1651:
1650:
1648:
1647:
1645:Methylenedioxy
1642:
1637:
1636:
1635:
1630:
1620:
1619:
1618:
1613:
1603:
1602:
1601:
1591:
1586:
1580:
1578:
1571:
1549:
1548:
1546:
1545:
1540:
1535:
1534:
1533:
1528:
1518:
1517:
1516:
1511:
1506:
1501:
1496:
1491:
1481:
1480:
1479:
1474:
1464:
1463:
1462:
1457:
1452:
1447:
1442:
1437:
1426:
1424:
1422:(only C and H)
1414:
1413:
1408:
1406:
1405:
1398:
1391:
1383:
1375:
1374:
1367:
1345:
1318:
1290:
1283:
1261:Ley, Steven V.
1247:
1214:
1198:
1192:Smith (2020),
1185:
1158:
1131:
1091:
1080:(1): 769–771.
1055:
1024:
992:
985:
966:
965:
963:
960:
931:sulfenic acids
926:
925:
908:
900:
892:
887:
880:
873:
868:
861:
853:
817:
814:
767:
764:
763:
762:
747:
743:
735:
727:
720:
713:
708:
701:
694:
679:
664:
657:
650:
639:
631:
624:
593:
592:
576:
568:
559:
552:
548:
540:
532:
525:
498:
497:
477:
464:
455:
448:
441:
434:
426:
417:
408:
386:, for example
369:
368:
353:
345:
332:
324:
313:
305:
294:
268:) reacts with
254:
251:
213:Theodor Zincke
195:
187:
184:
176:
168:
160:
147:
110:
107:
26:
24:
14:
13:
10:
9:
6:
4:
3:
2:
2365:
2354:
2351:
2349:
2346:
2345:
2343:
2326:
2323:
2321:
2318:
2317:
2316:
2315:
2311:
2309:
2308:
2304:
2299:
2298:
2295:
2289:
2286:
2284:
2281:
2279:
2276:
2274:
2271:
2269:
2266:
2264:
2261:
2260:
2258:
2254:
2244:
2241:
2237:
2234:
2233:
2232:
2229:
2225:
2222:
2221:
2220:
2217:
2213:
2210:
2208:
2205:
2203:
2200:
2198:
2195:
2193:
2190:
2189:
2188:
2185:
2184:
2182:
2180:
2179:
2174:
2168:
2167:Telluroketone
2165:
2163:
2160:
2159:
2157:
2155:
2151:
2145:
2142:
2140:
2137:
2135:
2132:
2130:
2127:
2125:
2122:
2121:
2119:
2117:
2113:
2107:
2104:
2102:
2099:
2098:
2096:
2094:
2090:
2084:
2081:
2079:
2076:
2074:
2071:
2069:
2066:
2064:
2061:
2059:
2056:
2054:
2053:Sulfonic acid
2051:
2049:
2046:
2044:
2043:Sulfinic acid
2041:
2039:
2038:Thiosulfonate
2036:
2034:
2031:
2029:
2028:Thiosulfinate
2026:
2024:
2023:Sulfenic acid
2021:
2019:
2016:
2014:
2011:
2007:
2004:
2003:
2002:
1999:
1997:
1994:
1993:
1991:
1989:
1985:
1979:
1978:Phosphaallene
1976:
1974:
1973:Phosphaalkyne
1971:
1969:
1968:Phosphaalkene
1966:
1962:
1959:
1958:
1957:
1954:
1952:
1949:
1947:
1944:
1942:
1939:
1935:
1932:
1931:
1930:
1927:
1923:
1920:
1919:
1918:
1915:
1914:
1912:
1910:
1906:
1900:
1897:
1895:
1892:
1890:
1887:
1885:
1882:
1880:
1877:
1875:
1872:
1870:
1867:
1865:
1862:
1860:
1857:
1855:
1852:
1850:
1847:
1845:
1842:
1840:
1837:
1835:
1832:
1830:
1827:
1825:
1822:
1820:
1817:
1815:
1812:
1810:
1807:
1805:
1802:
1798:
1795:
1793:
1790:
1789:
1788:
1785:
1784:
1782:
1780:
1776:
1773:
1753:
1741:
1738:
1737:
1736:
1733:
1729:
1726:
1724:
1721:
1720:
1719:
1716:
1715:
1713:
1709:
1703:
1700:
1698:
1695:
1691:
1688:
1687:
1686:
1683:
1679:
1676:
1674:
1671:
1669:
1666:
1665:
1664:
1661:
1660:
1658:
1656:
1652:
1646:
1643:
1641:
1640:Ethylenedioxy
1638:
1634:
1631:
1629:
1626:
1625:
1624:
1621:
1617:
1614:
1612:
1609:
1608:
1607:
1604:
1600:
1597:
1596:
1595:
1592:
1590:
1587:
1585:
1582:
1581:
1579:
1575:
1572:
1566:
1560:
1555:
1550:
1544:
1541:
1539:
1536:
1532:
1529:
1527:
1524:
1523:
1522:
1519:
1515:
1512:
1510:
1507:
1505:
1502:
1500:
1497:
1495:
1492:
1490:
1487:
1486:
1485:
1482:
1478:
1475:
1473:
1470:
1469:
1468:
1465:
1461:
1458:
1456:
1453:
1451:
1448:
1446:
1443:
1441:
1438:
1436:
1433:
1432:
1431:
1428:
1427:
1425:
1419:
1415:
1411:
1404:
1399:
1397:
1392:
1390:
1385:
1384:
1381:
1370:
1368:9781588905307
1364:
1360:
1356:
1349:
1346:
1341:
1337:
1333:
1329:
1322:
1319:
1313:
1307:
1306:
1301:
1294:
1291:
1286:
1284:9780080423234
1280:
1276:
1272:
1268:
1267:
1262:
1258:
1251:
1248:
1242:
1237:
1233:
1229:
1225:
1218:
1215:
1212:
1208:
1202:
1199:
1195:
1189:
1186:
1181:
1177:
1173:
1169:
1162:
1159:
1154:
1150:
1146:
1142:
1135:
1132:
1127:
1123:
1119:
1116:(in German).
1115:
1114:
1109:
1107:
1101:
1095:
1092:
1087:
1083:
1079:
1076:(in German).
1075:
1074:
1069:
1065:
1059:
1056:
1050:
1044:
1043:
1038:
1031:
1029:
1025:
1019:
1013:
1012:
1007:
1005:
996:
993:
988:
986:9781588905307
982:
978:
971:
968:
961:
959:
957:
956:vulcanization
948:
934:
932:
906:
898:
890:
878:
859:
851:
843:
842:
841:
839:
835:
831:
827:
823:
815:
810:
806:
804:
800:
785:
777:
773:
765:
745:
741:
733:
725:
711:
706:
699:
692:
680:
662:
655:
637:
629:
622:
610:
609:
608:
602:
598:
566:
557:
538:
530:
523:
511:
510:
509:
507:
503:
500:They undergo
475:
462:
453:
439:
432:
424:
415:
406:
393:
392:
391:
389:
385:
380:
378:
374:
351:
343:
330:
311:
303:
292:
279:
278:
277:
275:
259:
252:
250:
248:
244:
240:
239:Reed reaction
235:
229:
221:
216:
214:
193:
185:
174:
166:
158:
145:
131:
127:
119:
115:
108:
106:
104:
92:
87:
85:
81:
65:
61:
58:, where R is
53:
49:
45:
37:
32:
19:
2312:
2305:
2272:
2219:Vinyl halide
2176:
2106:Borinic acid
2101:Boronic acid
2078:Thioxanthate
1418:Hydrocarbons
1358:
1354:
1348:
1331:
1327:
1321:
1311:
1303:
1293:
1265:
1250:
1231:
1227:
1217:
1201:
1193:
1188:
1171:
1167:
1161:
1144:
1140:
1134:
1120:(1): 57–88.
1117:
1111:
1105:
1094:
1077:
1071:
1058:
1048:
1040:
1017:
1009:
1003:
995:
976:
970:
949:
935:
927:
819:
769:
594:
506:trichlorides
502:chlorination
499:
381:
370:
274:sulfenamides
256:
236:
217:
126:chlorination
123:
88:
47:
41:
2283:Thiocyanate
2278:Sulfonamide
2243:Perchlorate
2231:Acyl halide
2192:Fluoroethyl
2073:Thionoester
1961:Phosphonium
1946:Phosphinate
1941:Phosphonous
1929:Phosphonate
1628:Hydroperoxy
1450:Cyclopropyl
1361:: 187–188.
1273:. pp.
1100:Zincke, Th.
1064:Zincke, Th.
958:of rubber.
799:ethanethiol
109:Preparation
2342:Categories
2187:Haloalkane
2058:Thioketone
2013:Persulfide
1909:Phosphorus
1874:Isocyanate
1864:Isonitrile
1765:or oxygen
1763:hydrogen,
1759:not being
1740:Orthoester
1633:Dioxiranes
1611:Enol ether
1499:1-Propenyl
1355:Sci. Synth
962:References
245:displaces
220:thioethers
130:disulfides
2320:inorganic
2154:Tellurium
2068:Thioester
2033:Sulfoxide
2018:Disulfide
2006:Sulfonium
1956:Phosphine
1934:Phosphite
1917:Phosphate
1849:Carbamate
1824:Hydrazone
1757:element,
1755:Only one
1728:Anhydride
1467:Methylene
879:−
867:⟶
860:−
834:disulfide
822:fluorides
820:Sulfenyl
734:−
726:−
719:⟶
712:−
693:−
656:−
649:⟶
623:−
558:−
547:⟶
524:−
454:−
447:⟶
440:−
323:⟶
253:Reactions
194:−
183:⟶
2301:See also
2236:Chloride
2162:Tellurol
2116:Selenium
2083:Xanthate
1797:Ammonium
1779:Nitrogen
1761:carbon,
1718:Carboxyl
1685:Aldehyde
1673:Acryloyl
1655:carbonyl
1559:hydrogen
1514:Cumulene
1271:Elsevier
1066:(1911).
826:bromides
742:′
707:′
605:R−S−O−R′
599:to give
597:alcohols
388:ethylene
247:hydrogen
34:General
2325:organic
2124:Selenol
2048:Sulfone
2001:Sulfide
1899:NONOate
1894:Nitroso
1884:Nitrite
1879:Nitrate
1869:Cyanate
1859:Nitrile
1844:Amidine
1839:Imidate
1809:Nitrene
1804:Hydrazo
1792:Enamine
1723:Acetoxy
1711:carboxy
1678:Benzoyl
1616:Epoxide
1599:Methoxy
1589:Alcohol
1543:Carbene
1477:Methine
1275:113–276
1263:(ed.).
1234:: 244.
830:iodides
782:) with
504:to the
384:alkenes
226:) with
2224:Iodide
2144:Selone
1988:Sulfur
1697:Ketone
1690:Ketene
1668:Acetyl
1623:Peroxy
1594:Alkoxy
1584:Acetal
1565:oxygen
1554:carbon
1538:Alkyne
1531:Benzyl
1526:Phenyl
1509:Allene
1504:Crotyl
1484:Alkene
1472:Bridge
1460:Pentyl
1445:Propyl
1435:Methyl
1365:
1281:
1174:: 47.
1147:: 22.
1104:"Über
983:
952:R−SeCl
838:iodine
377:Folpet
373:Captan
224:R−S−R’
84:esters
56:R−S−Cl
2256:Other
2093:Boron
2063:Thial
1996:Thiol
1889:Nitro
1854:Imide
1834:Amide
1819:Oxime
1814:Imine
1787:Amine
1735:Ester
1702:Ynone
1606:Ether
1577:R-O-R
1552:Only
1494:Allyl
1489:Vinyl
1455:Butyl
1440:Ethyl
1430:Alkyl
1259:. In
801:. A
776:thiol
218:Some
80:IUPAC
60:alkyl
50:is a
2178:Halo
1663:Acyl
1563:and
1521:Aryl
1363:ISBN
1279:ISBN
981:ISBN
836:and
824:and
375:and
76:RS−O
74:and
72:RS−N
64:aryl
46:, a
1829:Azo
1336:doi
1236:doi
1207:doi
1176:doi
1149:doi
1122:doi
1118:391
1082:doi
942:SCl
780:−SH
749:HCl
697:SCl
666:HCl
660:SOH
627:SCl
607:):
563:SCl
528:SCl
444:SCl
355:HCl
340:SNR
327:CCl
301:SCl
289:CCl
270:N−H
266:SCl
262:CCl
232:C−S
215:.
198:SCl
128:of
99:SCl
95:CCl
62:or
42:In
2344::
1561:,
1556:,
1359:39
1357:.
1332:38
1330:.
1309:;
1302:.
1277:.
1232:81
1230:.
1226:.
1172:44
1170:.
1145:15
1143:.
1110:.
1078:44
1070:.
1046:;
1039:.
1027:^
1015:;
1008:.
947:.
938:CH
933:.
864:SI
840::
792:Cl
788:SO
730:SO
716:OH
579:Cl
535:Cl
508::
484:Cl
459:SC
421:CH
403:CH
390::
379:.
320:NH
276::
241:,
171:Cl
132::
105:.
68:RS
1402:e
1395:t
1388:v
1371:.
1342:.
1338::
1316:.
1287:.
1244:.
1238::
1209::
1182:.
1178::
1155:.
1151::
1128:.
1124::
1106:o
1088:.
1084::
1053:.
1022:.
1004:o
1002:"
989:.
944:3
940:3
907:2
903:I
899:+
891:2
886:)
883:S
875:R
872:(
856:R
852:2
794:2
790:2
786:(
778:(
746:+
739:R
722:R
704:R
700:+
689:R
663:+
652:R
646:O
638:2
634:H
630:+
619:R
603:(
575:]
567:2
554:R
551:[
539:2
531:+
520:R
476:4
472:H
463:2
450:R
436:R
433:+
425:2
416:=
407:2
352:+
344:2
331:3
312:2
308:R
304:+
293:3
264:3
260:(
222:(
190:R
186:2
175:2
167:+
159:2
155:S
146:2
142:R
97:3
20:)
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