32:
395:
254:
684:
41:
679:
674:
879:
1076:
884:
883:
882:
692:
654:
1344:(BHT). The monoalkylated derivatives undergo coupling to give an extensive family of diphenol antioxidants. These antioxidants are valued because they are relatively low in toxicity and nonstaining.
810:
1495:
1473:
969:
1089:
802:
1516:
885:
444:
1588:
806:
907:
1024:
1858:
31:
900:
1880:
Rasmussen LE, Perrin TE (October 1999). "Physiological correlates of musth: lipid metabolites and chemical composition of exudates".
1580:
1533:
409:
1134:(OH). It is a colourless solid that is widely used intermediate in the production of other chemicals. It is a derivative of
635:
1985:
782:
1096:
762:
1696:
Hallem EA, Nicole Fox A, Zwiebel LJ, Carlson JR (January 2004). "Olfaction: mosquito receptor for human-sweat odorant".
790:
752:
352:
683:
373:
893:
2065:
993:
980:
40:
736:
261:
1341:
732:
826:
794:
591:
818:
673:
249:
1361:
814:
1306:-cresol include chlorination of toluene followed by hydrolysis. In the cymene-cresol process, toluene is
706:
678:
666:
191:
65:
1422:
846:
1705:
822:
53:
774:
390:
139:
105:
1958:"Orchid Floral Fragrances and Male Euglossine Bees: Methods and Advances in the Last Sesquidecade"
2036:
1977:
1905:
1780:
1729:
744:
151:
830:
766:
2028:
1897:
1831:
1772:
1721:
1678:
1529:
1018:
786:
211:
1624:
2060:
2020:
1969:
1936:
1889:
1821:
1811:
1764:
1713:
1668:
1660:
1562:
1521:
1439:
1247:
1119:
610:
535:
467:
1619:
834:
361:
1369:
929:
838:
798:
280:
1850:
1594:
115:
1709:
850:
394:
253:
171:
1826:
1799:
1798:
Talhout R, Schulz T, Florek E, van
Benthem J, Wester P, Opperhuizen A (February 2011).
1768:
1673:
1648:
1322:
1067:
758:
720:
580:
1893:
2054:
1387:
1213:
568:
524:
514:
242:
2040:
1909:
858:
1784:
1733:
770:
1941:
1924:
1957:
778:
325:
2011:-Cresol: a sex pheromone component identified from the estrous urine of mares".
1337:
1189:
1173:
953:
919:
712:
2024:
1469:
1418:
1405:
odor. Temporal glands secretion examination showed the presence of phenol and
564:
548:
486:
202:
1664:
1566:
1525:
1487:
1307:
1251:
1188:-cresol is currently prepared mainly by a two-step route beginning with the
2032:
1901:
1835:
1725:
1682:
724:
1816:
1776:
1649:"Functional analysis of colonic bacterial metabolism: relevant to health?"
716:
1414:
1377:
1315:
1165:
1146:
1139:
1051:
1044:
906:
899:
892:
865:
573:
557:
222:
231:
1981:
1365:
1311:
1193:
728:
552:
504:
312:
262:
1653:
American
Journal of Physiology. Gastrointestinal and Liver Physiology
1435:
1181:
1177:
1135:
1058:
1038:
740:
182:
1973:
1751:-cresol and 4-methylcyclohexanol on oviposition by three species of
1717:
1066:
Except where otherwise noted, data are given for materials in their
300:
1431:
1410:
1373:
1321:, which can be oxidatively dealkylated in a manner similar to the
336:
162:
138:
128:
1804:
International
Journal of Environmental Research and Public Health
1372:. It is excreted in feces and urine, and is a component of human
1169:
1006:
854:
291:
1747:
Linley JR (October 1989). "Laboratory tests of the effects of
1627:: Information on Hazardous Chemicals and Occupational Diseases
1402:
649:
May be fatal if swallowed, inhaled, or absorbed through skin.
2007:
Būda V, Mozūraitis R, Kutra J, Borg-Karlson AK (July 2012). "
1492:
Immediately
Dangerous to Life or Health Concentrations (IDLH)
842:
378:
1647:
Hamer HM, De Preter V, Windey K, Verbeke K (January 2012).
877:
1168:, the volatilized materials obtained in the roasting of
1084:
1496:
National
Institute for Occupational Safety and Health
1474:
National
Institute for Occupational Safety and Health
1417:. It is one of the very few compounds to attract the
1426:
and has been used to capture and study the species.
1176:. This residue contains a few percent by weight of
1336:-Cresol is consumed mainly in the production of
324:
881:
114:
1517:Ullmann's Encyclopedia of Industrial Chemistry
418:InChI=1S/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3
8:
529:201.8 °C (395.2 °F; 474.9 K)
428:InChI=1/C7H8O/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3
924:86.1 °C (187.0 °F; 359.2 K)
1589:International Programme on Chemical Safety
1254:salt gives the sodium salt of the cresol:
519:35.5 °C (95.9 °F; 308.6 K)
393:
252:
210:
20:
1940:
1825:
1815:
1672:
1509:
1507:
1505:
1164:-cresol is conventionally extracted from
360:
1514:Fiege H (2000). "Cresols and Xylenols".
1468:NIOSH Pocket Guide to Chemical Hazards.
1451:
449:
414:
389:
230:
1800:"Hazardous compounds in tobacco smoke"
1463:
1461:
1459:
1457:
1455:
243:
1956:Williams NH, Whitten WM (June 1983).
421:Key: IWDCLRJOBJJRNH-UHFFFAOYSA-N
190:
170:
7:
1302:Other methods for the production of
1160:Together with many other compounds,
431:Key: IWDCLRJOBJJRNH-UHFFFAOYAN
315:
299:
1861:from the original on 20 March 2021
1769:10.1111/j.1365-2915.1989.tb00241.x
14:
1849:Borrell, Brendan (5 March 2009).
1757:Medical and Veterinary Entomology
1988:from the original on 5 June 2020
1430:-Cresol is a component found in
1401:-Cresol is a major component in
1074:
682:
677:
672:
39:
30:
1070:(at 25 °C , 100 kPa).
636:Occupational safety and health
1:
1942:10.11609/jott.zpj.14.4.259-62
1894:10.1016/S0031-9384(99)00114-6
1620:"p-Cresol - Hazardous Agents"
974:(US health exposure limits):
499:colorless prismatic crystals
1593:. April 2005. Archived from
1386:-Cresol is a constituent of
962:1800 mg/kg (oral, rat, 1944)
543:5.3 g/100 ml at 100 °C
2013:Journal of Chemical Ecology
960:207 mg/kg (oral, rat, 1969)
942:or concentration (LD, LC):
2082:
1488:"Cresol (o, m, p isomers)"
541:2.4 g/100 ml at 40 °C
2025:10.1007/s10886-012-0138-2
1882:Physiology & Behavior
1064:
1030:
968:
938:
653:
633:
628:
460:
440:
405:
98:
93:1-Hydroxy-4-methylbenzene
76:
64:
52:
47:
38:
29:
1665:10.1152/ajpgi.00048.2011
1581:"meta- and para-Cresols"
1567:10.15227/orgsyn.003.0037
1526:10.1002/14356007.a08_025
1342:butylated hydroxytoluene
964:344 mg/kg (oral, mouse)
753:Precautionary statements
1549:W. W. Hartman (1923). "
1520:. Weinheim: Wiley-VCH.
1360:-Cresol is produced by
592:Magnetic susceptibility
585:0.11 mmHg (25 °C)
1362:bacterial fermentation
1000:TWA 2.3 ppm (10 mg/m)
888:
1923:Ananth D (May 2000).
1851:"Why study pig odor?"
1817:10.3390/ijerph8020613
1376:that attracts female
987:TWA 5 ppm (22 mg/m)
887:
66:Systematic IUPAC name
1925:"Musth in elephants"
1438:that can elicit the
1138:and is an isomer of
870:(fire diamond)
491:108.13
54:Preferred IUPAC name
1962:Biological Bulletin
1929:Zoos' Print Journal
1855:Scientific American
1710:2004Natur.427..212H
1348:Natural occurrences
1122:with the formula CH
536:Solubility in water
152:Beilstein Reference
26:
1600:on 8 December 2017
1250:hydrolysis of the
1097:Infobox references
1031:Related compounds
1009:(Immediate danger)
889:
21:
2066:4-Tolyl compounds
1704:(6971): 212–213.
1555:Organic Syntheses
1105:Chemical compound
1103:
1102:
1019:Safety data sheet
707:Hazard statements
374:CompTox Dashboard
140:Interactive image
16:Chemical compound
2073:
2045:
2044:
2004:
1998:
1997:
1995:
1993:
1953:
1947:
1946:
1944:
1920:
1914:
1913:
1877:
1871:
1870:
1868:
1866:
1846:
1840:
1839:
1829:
1819:
1795:
1789:
1788:
1744:
1738:
1737:
1693:
1687:
1686:
1676:
1644:
1638:
1637:
1635:
1633:
1616:
1610:
1609:
1607:
1605:
1599:
1585:
1577:
1571:
1570:
1546:
1540:
1539:
1511:
1500:
1499:
1484:
1478:
1477:
1465:
1440:Flehmen response
1423:Euglossa cyanura
1394:In other species
1184:. Industrially,
1120:organic compound
1087:
1081:
1078:
1077:
930:Explosive limits
909:
902:
895:
880:
860:
856:
852:
848:
844:
840:
836:
832:
828:
824:
820:
816:
812:
808:
804:
800:
796:
792:
788:
784:
780:
776:
772:
768:
764:
760:
746:
742:
738:
734:
730:
726:
722:
718:
714:
686:
681:
676:
611:Refractive index
604:
602:
468:Chemical formula
398:
397:
382:
380:
364:
328:
317:
303:
281:Gmelin Reference
264:
256:
245:
234:
214:
194:
174:
142:
118:
86:4-Hydroxytoluene
70:4-Methylbenzenol
43:
34:
27:
2081:
2080:
2076:
2075:
2074:
2072:
2071:
2070:
2051:
2050:
2049:
2048:
2006:
2005:
2001:
1991:
1989:
1974:10.2307/1541248
1955:
1954:
1950:
1922:
1921:
1917:
1879:
1878:
1874:
1864:
1862:
1848:
1847:
1843:
1797:
1796:
1792:
1746:
1745:
1741:
1718:10.1038/427212a
1695:
1694:
1690:
1646:
1645:
1641:
1631:
1629:
1618:
1617:
1613:
1603:
1601:
1597:
1583:
1579:
1578:
1574:
1548:
1547:
1543:
1536:
1513:
1512:
1503:
1486:
1485:
1481:
1467:
1466:
1453:
1448:
1409:-cresol during
1396:
1370:large intestine
1355:
1350:
1331:
1297:
1293:
1289:
1285:
1281:
1277:
1274:H + 2 NaOH → CH
1273:
1269:
1265:
1261:
1242:
1238:
1234:
1230:
1226:
1221:
1217:
1211:
1207:
1203:
1158:
1133:
1129:
1125:
1106:
1099:
1094:
1093:
1092: ?)
1083:
1079:
1075:
1071:
1041:
1010:
997:
984:
963:
961:
957:
951:
914:
913:
912:
911:
904:
897:
890:
886:
878:
755:
709:
695:
669:
646:
621:
619:
600:
598:
595:
542:
538:
480:
476:
470:
456:
453:
448:
447:
436:
433:
432:
429:
423:
422:
419:
413:
412:
401:
383:
376:
367:
347:
331:
318:
306:
283:
274:
237:
217:
197:
177:
154:
145:
132:
121:
108:
94:
92:
87:
85:
80:
72:
71:
60:
59:
17:
12:
11:
5:
2079:
2077:
2069:
2068:
2063:
2053:
2052:
2047:
2046:
1999:
1948:
1915:
1872:
1841:
1790:
1753:Toxorhynchites
1739:
1688:
1639:
1611:
1572:
1541:
1534:
1501:
1479:
1450:
1449:
1447:
1444:
1395:
1392:
1354:
1351:
1349:
1346:
1330:
1327:
1323:cumene process
1300:
1299:
1295:
1291:
1287:
1283:
1279:
1275:
1271:
1267:
1263:
1259:
1245:
1244:
1240:
1236:
1232:
1228:
1224:
1219:
1215:
1209:
1205:
1201:
1157:
1154:
1131:
1127:
1123:
1116:4-methylphenol
1104:
1101:
1100:
1095:
1073:
1072:
1068:standard state
1065:
1062:
1061:
1042:
1036:
1033:
1032:
1028:
1027:
1022:
1015:
1014:
1011:
1005:
1002:
1001:
998:
992:
989:
988:
985:
979:
976:
975:
966:
965:
958:
949:
947:
944:
943:
936:
935:
932:
926:
925:
922:
916:
915:
905:
898:
891:
876:
875:
874:
873:
871:
862:
861:
811:P305+P351+P338
803:P303+P361+P353
795:P301+P330+P331
756:
751:
748:
747:
710:
705:
702:
701:
696:
691:
688:
687:
670:
665:
662:
661:
651:
650:
647:
644:
641:
640:
631:
630:
626:
625:
622:
617:
609:
606:
605:
603:10 cm/mol
596:
590:
587:
586:
583:
581:Vapor pressure
577:
576:
571:
561:
560:
555:
545:
544:
539:
534:
531:
530:
527:
521:
520:
517:
511:
510:
507:
501:
500:
497:
493:
492:
489:
483:
482:
478:
474:
471:
466:
463:
462:
458:
457:
455:
454:
451:
443:
442:
441:
438:
437:
435:
434:
430:
427:
426:
424:
420:
417:
416:
408:
407:
406:
403:
402:
400:
399:
386:
384:
372:
369:
368:
366:
365:
357:
355:
349:
348:
346:
345:
341:
339:
333:
332:
330:
329:
321:
319:
311:
308:
307:
305:
304:
296:
294:
288:
287:
284:
279:
276:
275:
273:
272:
268:
266:
258:
257:
247:
239:
238:
236:
235:
227:
225:
219:
218:
216:
215:
207:
205:
199:
198:
196:
195:
187:
185:
179:
178:
176:
175:
167:
165:
159:
158:
155:
150:
147:
146:
144:
143:
135:
133:
126:
123:
122:
120:
119:
111:
109:
104:
101:
100:
96:
95:
91:-Cresylic acid
78:
74:
73:
69:
68:
62:
61:
58:4-Methylphenol
57:
56:
50:
49:
45:
44:
36:
35:
15:
13:
10:
9:
6:
4:
3:
2:
2078:
2067:
2064:
2062:
2059:
2058:
2056:
2042:
2038:
2034:
2030:
2026:
2022:
2018:
2014:
2010:
2003:
2000:
1987:
1983:
1979:
1975:
1971:
1968:(3): 355–95.
1967:
1963:
1959:
1952:
1949:
1943:
1938:
1935:(5): 259–62.
1934:
1930:
1926:
1919:
1916:
1911:
1907:
1903:
1899:
1895:
1891:
1888:(4): 539–49.
1887:
1883:
1876:
1873:
1860:
1856:
1852:
1845:
1842:
1837:
1833:
1828:
1823:
1818:
1813:
1810:(2): 613–28.
1809:
1805:
1801:
1794:
1791:
1786:
1782:
1778:
1774:
1770:
1766:
1763:(4): 347–52.
1762:
1758:
1755:mosquitoes".
1754:
1750:
1743:
1740:
1735:
1731:
1727:
1723:
1719:
1715:
1711:
1707:
1703:
1699:
1692:
1689:
1684:
1680:
1675:
1670:
1666:
1662:
1658:
1654:
1650:
1643:
1640:
1628:
1626:
1621:
1615:
1612:
1596:
1592:
1591:(IPCS INCHEM)
1590:
1582:
1576:
1573:
1568:
1564:
1560:
1556:
1552:
1545:
1542:
1537:
1535:3-527-30673-0
1531:
1527:
1523:
1519:
1518:
1510:
1508:
1506:
1502:
1497:
1493:
1489:
1483:
1480:
1475:
1471:
1464:
1462:
1460:
1458:
1456:
1452:
1445:
1443:
1441:
1437:
1434:urine during
1433:
1429:
1425:
1424:
1420:
1416:
1412:
1408:
1404:
1400:
1393:
1391:
1389:
1388:tobacco smoke
1385:
1381:
1379:
1375:
1371:
1368:in the human
1367:
1363:
1359:
1352:
1347:
1345:
1343:
1339:
1335:
1328:
1326:
1324:
1320:
1318:
1313:
1309:
1305:
1257:
1256:
1255:
1253:
1249:
1222:
1199:
1198:
1197:
1195:
1191:
1187:
1183:
1179:
1175:
1171:
1167:
1163:
1155:
1153:
1151:
1149:
1144:
1142:
1137:
1121:
1117:
1113:
1111:
1098:
1091:
1086:
1069:
1063:
1060:
1056:
1054:
1049:
1047:
1043:
1040:
1035:
1034:
1029:
1026:
1025:External MSDS
1023:
1020:
1017:
1016:
1012:
1008:
1004:
1003:
999:
996:(Recommended)
995:
991:
990:
986:
983:(Permissible)
982:
978:
977:
973:
972:
967:
959:
955:
946:
945:
941:
937:
933:
931:
928:
927:
923:
921:
918:
917:
910:
903:
896:
872:
869:
868:
864:
863:
757:
754:
750:
749:
711:
708:
704:
703:
700:
697:
694:
690:
689:
685:
680:
675:
671:
668:
664:
663:
659:
657:
652:
648:
643:
642:
638:
637:
632:
627:
623:
616:
612:
608:
607:
597:
593:
589:
588:
584:
582:
579:
578:
575:
572:
570:
569:diethyl ether
566:
563:
562:
559:
556:
554:
550:
547:
546:
540:
537:
533:
532:
528:
526:
525:Boiling point
523:
522:
518:
516:
515:Melting point
513:
512:
508:
506:
503:
502:
498:
495:
494:
490:
488:
485:
484:
472:
469:
465:
464:
459:
450:
446:
439:
425:
415:
411:
404:
396:
392:
391:DTXSID7021869
388:
387:
385:
375:
371:
370:
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509:1.0347 g/ml
452:Cc1ccc(O)cc1
337:RTECS number
99:Identifiers
88:
81:
77:Other names
22:
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1992:10 November
1659:(1): G1-9.
1190:sulfonation
1172:to produce
954:median dose
940:Lethal dose
920:Flash point
693:Signal word
639:(OHS/OSH):
496:Appearance
461:Properties
250:100.003.090
192:ChEMBL16645
172:CHEBI:17847
2055:Categories
1632:4 November
1604:4 November
1553:-Cresol".
1446:References
1419:orchid bee
1378:mosquitoes
1340:, such as
1156:Production
667:Pictograms
565:Solubility
549:Solubility
487:Molar mass
362:1MXY2UM8NV
203:ChemSpider
127:3D model (
106:CAS Number
1415:elephants
1353:In humans
1308:alkylated
1252:sulfonate
819:P308+P313
815:P307+P311
807:P304+P340
799:P302+P352
791:P301+P310
658:labelling
344:GO6475000
271:203-398-6
263:EC Number
2041:14558317
2033:22592336
1986:Archived
1910:21368454
1902:10549891
1859:Archived
1836:21556207
1726:14724626
1683:22016433
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1413:in male
1314:to give
1166:coal tar
1118:, is an
1037:Related
1013:250 ppm
867:NFPA 704
629:Hazards
594:(χ)
574:miscible
558:miscible
481:O
223:DrugBank
212:13839082
157:1305151
116:106-44-5
79:4-Cresol
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2061:Cresols
1982:1541248
1865:9 March
1827:3084482
1785:1641506
1777:2577519
1734:4419658
1706:Bibcode
1674:3345969
1625:Haz-Map
1470:"#0156"
1366:protein
1319:-cymene
1312:propene
1286:OH + Na
1194:toluene
1182:cresols
1150:-cresol
1143:-cresol
1114:, also
1112:-Cresol
1090:what is
1088: (
1055:-cresol
1048:-cresol
1039:phenols
934:1.1%–?
624:1.5395
553:ethanol
505:Density
313:PubChem
232:DB01688
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1136:phenol
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1059:phenol
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699:Danger
445:SMILES
301:C01468
183:ChEMBL
48:Names
2037:S2CID
1978:JSTOR
1906:S2CID
1781:S2CID
1730:S2CID
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