865:
239:
164:
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468:
473:
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458:
27:
580:
585:
654:
583:
636:
481:
433:
601:
555:
667:
586:
1171:
288:
608:
1102:
864:
1039:
Cumene hydroperoxide, like all organic peroxides, is potentially explosive. It is also toxic, corrosive and flammable as well as a skin-irritant.
1241:
1098:
1090:
1057:
253:
1175:
551:
1114:
533:
196:
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101:
457:
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539:
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445:
1024:
559:
39:
892:
722:
234:
67:
543:
525:
1094:
1086:
630:
1150:
891:
The oxidation by cumene hydroperoxide of propylene affords propylene oxide and the byproduct
1132:
826:
710:
690:
395:
311:
205:
881:
141:
1061:
238:
163:
121:
77:
1224:
838:
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410:
1251:
1028:
714:
384:
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152:
26:
733:
718:
1197:
547:
185:
880:
Cumene hydroperoxide is involved as an organic peroxide in the manufacturing of
620:
1136:
339:
132:
885:
736:. At temperatures >100 °C, oxygen is passed through liquid cumene:
509:
874:
607:
600:
593:
566:
501:
854:
850:
846:
360:
172:
842:
729:
644:
Except where otherwise noted, data are given for materials in their
505:
1056:
University, Safety
Officer in Physical Chemistry at Oxford (2005).
873:
Cumene hydroperoxide is a free radical initiator for production of
112:
100:
90:
1131:. PATAI'S Chemistry of Functional Groups. John Wiley & Sons.
517:
888:. This technology was commercialized by Sumitomo Chemical.
222:
262:
InChI=1S/C9H12O2/c1-9(2,11-10)8-6-4-3-5-7-8/h3-7,10H,1-2H3
1129:
713:. Products of decomposition of cumene hydroperoxide are
578:
272:
InChI=1/C9H12O2/c1-9(2,11-10)8-6-4-3-5-7-8/h3-7,10H,1-2H3
662:
1151:"Hazardous substance fact sheet: Cumene Hydroperoxide"
1172:"Summary of Sumitomo process from Nexant Reports"
184:
837:Cumene hydroperoxide is an intermediate in the
582:
76:
1058:"Safety (MSDS) data for cumene hydroperoxide"
8:
1127:Roger A. Sheldon (1983). Patai, Saul (ed.).
709:OOH. An oily liquid, it is classified as an
895:. The reaction follows this stoichiometry:
1081:Richard J. Lewis, Richard J. Lewis (Sr.),
237:
162:
140:
18:
204:
1048:
293:
258:
233:
1244:at International Chemical Safety Cards
1085:, Publisher Wiley-Interscience, 2008,
389:153 °C (307 °F; 426 K)
153:
625:57 °C (135 °F; 330 K)
265:Key: YQHLDYVWEZKEOX-UHFFFAOYSA-N
120:
7:
379:−9 °C (16 °F; 264 K)
1031:cumyl alcohol recycles the cumene.
275:Key: YQHLDYVWEZKEOX-UHFFFAOYAJ
175:
1083:Hazardous chemicals desk reference
16:Aromatic organic chemical compound
14:
863:
652:
471:
466:
461:
456:
451:
355:Colorless to pale yellow liquid
323:
25:
1230:2-hydroperoxypropan-2-ylbenzene
1117:at the Organic Chemistry Portal
728:It is produced by treatment of
648:(at 25 °C , 100 kPa).
329:
317:
1:
1274:
1137:10.1002/9780470771730.ch6
642:
432:
427:
304:
284:
249:
60:
50:
44:2-Phenylpropane-2-peroxol
38:
33:
24:
1202:pubchem.ncbi.nlm.nih.gov
534:Precautionary statements
1198:"Cumene hydroperoxide"
589:
1158:New Jersey Government
711:organic hydroperoxide
588:
20:Cumene hydroperoxide
1242:Cumene hydroperoxide
1115:Cumene Hydroperoxide
884:by the oxidation of
687:Cumene hydroperoxide
571:(fire diamond)
40:Preferred IUPAC name
893:2-phenyl-2-propanol
829:is a side product.
723:2-phenyl-2-propanol
396:Solubility in water
347: g·mol
53:Cumyl hydroperoxide
21:
693:with the formula C
675:Infobox references
590:
19:
1099:978-0-470-18024-2
683:Chemical compound
681:
680:
631:Safety data sheet
496:Hazard statements
296:OOC(c1ccccc1)(C)C
218:CompTox Dashboard
102:Interactive image
1265:
1212:
1211:
1209:
1208:
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1187:
1186:
1184:
1183:
1174:. Archived from
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1155:
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1141:
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1124:
1118:
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1106:
1079:
1073:
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1070:
1069:
1060:. Archived from
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827:Dicumyl peroxide
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732:with oxygen, an
691:organic compound
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312:Chemical formula
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80:
29:
22:
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927:
924:
923:
922:
920:
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912:
911:
910:
906:
903:
902:
901:
899:
882:propylene oxide
835:
818:
815:
814:
813:
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806:
805:
804:
800:
797:
796:
795:
791:
788:
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751:
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743:
742:
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708:
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684:
677:
672:
671:
670: ?)
661:
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653:
649:
615:
614:
613:
612:
605:
598:
591:
587:
579:
536:
498:
484:
448:
420:
416:
405:g/100 mL
402:
398:
366:
344:
334:
328:
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314:
300:
297:
292:
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127:
107:
94:
83:
70:
56:
54:
46:
45:
17:
12:
11:
5:
1271:
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1261:
1260:
1258:Hydroperoxides
1250:
1249:
1246:
1245:
1237:
1236:External links
1234:
1233:
1232:
1227:
1225:Cumene process
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1188:
1163:
1142:
1119:
1107:
1101:, 1953 pages (
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987:
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913:
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871:
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868:
841:for producing
839:cumene process
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780:
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651:
650:
646:standard state
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623:
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556:P305+P351+P338
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411:Vapor pressure
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1219:Related terms
1218:
1203:
1199:
1192:
1189:
1178:on 2006-01-17
1177:
1173:
1167:
1164:
1160:. April 2003.
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1111:
1108:
1104:
1100:
1096:
1092:
1091:0-470-18024-2
1088:
1084:
1078:
1075:
1064:on 2009-02-28
1063:
1059:
1052:
1049:
1042:
1040:
1034:
1032:
1030:
1029:hydrogenating
1026:
898:
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840:
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830:
828:
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737:
735:
731:
726:
724:
720:
716:
715:methylstyrene
712:
692:
688:
676:
669:
664:
647:
641:
638:
635:
632:
629:
628:
624:
622:
619:
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611:
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573:
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569:
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564:
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531:
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409:
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388:
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385:Boiling point
383:
382:
378:
376:
375:Melting point
373:
372:
364:
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235:DTXSID3024869
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154:ECHA InfoCard
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23:
1205:. Retrieved
1201:
1191:
1180:. Retrieved
1176:the original
1166:
1157:
1145:
1128:
1122:
1110:
1082:
1077:
1066:. Retrieved
1062:the original
1051:
1038:
1023:
890:
879:
872:
836:
833:Applications
825:
734:autoxidation
727:
719:acetophenone
686:
685:
567:
487:
434:
61:Identifiers
51:Other names
1025:Dehydrating
621:Flash point
482:Signal word
419:mmHg, at 20
352:Appearance
305:Properties
160:100.001.141
122:CHEBI:78673
1207:2022-04-25
1182:2007-09-18
1068:2009-05-13
1043:References
446:Pictograms
340:Molar mass
206:PG7JD54X4I
133:ChemSpider
89:3D model (
68:CAS Number
1196:PubChem.
886:propylene
875:acrylates
437:labelling
1252:Category
1103:page 799
568:NFPA 704
428:Hazards
855:propene
851:benzene
847:acetone
689:is the
668:what is
666: (
361:Density
345:152.193
173:PubChem
78:80-15-9
1097:
1089:
1035:Safety
843:phenol
730:cumene
721:, and
663:verify
660:
633:(SDS)
488:Danger
421:
417:
403:
367:
289:SMILES
34:Names
1154:(PDF)
849:from
369:g/cm
254:InChI
113:ChEBI
91:JSmol
1095:ISBN
1087:ISBN
1027:and
970:CHCH
957:COOH
909:CHCH
853:and
845:and
821:COOH
701:C(CH
560:P310
552:P280
548:P273
544:P261
540:P220
526:H411
522:H373
518:H331
514:H314
510:H312
506:H302
502:H242
365:1.02
197:UNII
186:6629
142:6377
1133:doi
1019:COH
1001:(CH
939:(CH
803:(CH
779:+ O
759:(CH
435:GHS
423:°C
401:1.5
223:EPA
176:CID
55:CHP
1254::
1200:.
1156:.
1093:,
981:+
961:CH
959:→
919:+
900:CH
877:.
857:.
783:→
777:CH
725:.
717:,
558:,
554:,
550:,
546:,
542:,
524:,
520:,
516:,
512:,
508:,
504:,
439::
415:14
327:12
1210:.
1185:.
1139:.
1135::
1105:)
1071:.
1015:2
1010:)
1006:3
997:5
992:H
988:6
983:C
979:O
975:2
966:3
953:2
948:)
944:3
935:5
930:H
926:6
921:C
914:2
905:3
817:2
812:)
808:3
799:5
794:H
790:6
785:C
781:2
773:2
768:)
764:3
755:5
750:H
746:6
741:C
707:2
705:)
703:3
699:5
697:H
695:6
658:N
609:4
602:2
595:1
333:2
330:O
324:H
321:9
318:C
225:)
221:(
93:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
