33:
360:
229:
1077:(PBDEs) are useful flame retardants. Of penta-, octa-, and decaBDE, the three most common PBDEs, only decaBDE is still in widespread use since its ban in the European Union in 2003. DecaBDE, also known as decabromodiphenyl oxide, is a high-volume industrial chemical with over 450,000 kilograms produced annually in the United States. Decabromodiphenyl oxide is sold under the trade name Saytex 102 as a flame retardant in the manufacture of paints and reinforced plastics.
588:
583:
593:
1081:
692:
24:
42:
695:
848:
696:
1020:. Such a mixture is well-suited for heat transfer applications because of the relatively large temperature range of its liquid state. A eutectic mixture (commercially, Dowtherm A) is 73.5% diphenyl ether and 26.5% biphenyl.
601:
563:
659:
1216:
1159:
775:
861:
697:
1237:
698:
706:
1046:, as well as its stability and low price, diphenyl ether is used widely in soap perfumes. Diphenyl ether is also used as a processing aid in the production of
409:
1303:
Fahlbusch, K.-G.; Hammerschmidt, F.-J.; Panten, J.; Pickenhagen, W.; Schatkowski, D.; Bauer, K.; Garbe, D.; Surburg, H. (2003). "Flavor and
Fragrances".
1235:
Fiege, H.; Voges, H.-M.; Hamamoto, T; Umemura, S.; Iwata, T.; Miki, H.; Fujita, Y.; Buysch, H.-J.; Garbe, D.; Paulus, W. (2000). "Phenol
Derivatives".
1276:
1472:
1320:
1127:
1417:
Mitsuru Ueoda; Tatsuo Aizawa; Yoshio Imai (1977). "Preparation and properties of polyamides and polyimides containing phenoxathiin units".
1254:
713:
1504:
374:
1074:
926:
Diphenyl ether and many of its properties were first reported as early as 1901. It is synthesized by a modification of the
655:
868:
1443:
1363:
641:
307:
997:
592:
587:
32:
1499:
338:
582:
1111:
927:
799:
786:
236:
1494:
625:
663:
546:
224:
830:
134:
615:
575:
186:
66:
54:
1173:
Byers, Charles H.; Williams, David F. (July 1987). "Viscosities of pure polyaromatic hydrocarbons".
1108:
Nomenclature of
Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book)
1017:
355:
100:
146:
958:
Involving similar reactions, diphenyl ether is a significant side product in the high-pressure
633:
1468:
1395:
1316:
1250:
1190:
1123:
1028:
824:
1460:
1426:
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1115:
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939:
891:
524:
432:
316:
735:
255:
206:
110:
1080:
359:
228:
166:
839:
535:
1362:
Patent Appeal No. 7555 United States Court of
Customs and Patent Appeals 7 April 1966
1488:
1364:
http://openjurist.org/358/f2d/750/application-of-edward-s-blake-and-william-c-hammann
981:
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511:
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217:
671:
1024:
989:
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280:
1390:
1119:
993:
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457:
197:
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1208:
1194:
621:
1047:
1036:
1032:
985:
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41:
23:
629:
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483:
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491:
267:
237:
977:
947:
931:
911:
895:
177:
1271:
838:
Except where otherwise noted, data are given for materials in their
914:. It is a colorless, low-melting solid. This, the simplest diaryl
1444:
DIRECTIVE 2003/11/EC of the
European Parliament and of the Council
1336:
Ungnade, H. E.; Orwoll, E. F. (1946). "2-Methoxy
Diphenyl Ether".
915:
516:
258.55 °C (497.39 °F; 531.70 K) at 100 kPa (1 bar),
291:
157:
133:
123:
667:
812:
478:
880:"Phenyl ether" redirects here. For the class of compounds, see
1106:"CHAPTER P-6. Applications to Specific Classes of Compounds".
1213:
Immediately
Dangerous to Life or Health Concentrations (IDLH)
1079:
343:
1023:
Diphenyl ether is a starting material in the production of
383:
InChI=1S/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H
393:
InChI=1/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H
690:
856:
506:
25 to 26 °C (77 to 79 °F; 298 to 299 K)
1419:
Journal of
Polymer Science: Polymer Chemistry Edition
1217:
National
Institute for Occupational Safety and Health
1160:
National
Institute for Occupational Safety and Health
976:The compound undergoes reactions typical of other
279:
1008:The main application of diphenyl ether is as a
694:
109:
1457:Ullmann's Encyclopedia of Industrial Chemistry
1305:Ullmann's Encyclopedia of Industrial Chemistry
1238:Ullmann's Encyclopedia of Industrial Chemistry
8:
1101:
1099:
1097:
1455:Sutker, B. J. (2005). "Flame Retardants".
1175:Journal of Chemical & Engineering Data
358:
227:
205:
15:
1230:
1228:
1226:
315:
1277:Journal of the American Chemical Society
1154:NIOSH Pocket Guide to Chemical Hazards.
1093:
918:, has a variety of niche applications.
414:
379:
354:
1149:
1147:
1145:
1143:
1141:
1139:
998:Friedel–Crafts alkylation or acylation
730:115 °C (239 °F; 388 K)
518:121 °C at 1.34 kPa (10.05 mm Hg)
218:
1389:Suter, C. M.; Maxwell, C. E. (1943).
386:Key: USIUVYZYUHIAEV-UHFFFAOYSA-N
185:
165:
7:
1042:Because of its odor reminiscent of
396:Key: USIUVYZYUHIAEV-UHFFFAOYAV
270:
969:Related compounds are prepared by
14:
846:
591:
586:
581:
444:
40:
31:
22:
1058:It is a component of important
954:PhOH + PhBr → PhOPh + HBr
842:(at 25 °C , 100 kPa).
1112:The Royal Society of Chemistry
1075:polybrominated diphenyl ethers
770:4000 mg/kg (guinea pig, oral)
450:
438:
1:
966:in the production of phenol.
780:(US health exposure limits):
1272:"Derivatives of Phenylether"
1120:10.1039/9781849733069-00648
748:or concentration (LD, LC):
1521:
1431:10.1002/pol.1977.170151119
1405:, vol. 2, p. 485
1031:. Phenoxathiin is used in
928:Williamson ether synthesis
879:
473:Colorless solid or liquid
836:
774:
744:
562:
557:
425:
405:
370:
93:
77:
65:
53:
48:
39:
30:
21:
1505:Sweet-smelling chemicals
1465:10.1002/14356007.a11_123
1350:10.15227/orgsyn.026.0050
1313:10.1002/14356007.a11_141
1247:10.1002/14356007.a19_313
642:Precautionary statements
1459:. Weinheim: Wiley-VCH.
1307:. Weinheim: Wiley-VCH.
1241:. Weinheim: Wiley-VCH.
930:, here the reaction of
922:Synthesis and reactions
547:Magnetic susceptibility
1084:
768:4000 mg/kg (rat, oral)
766:3370 mg/kg (rat, oral)
701:
1114:. 2014. p. 705.
1083:
700:
67:Systematic IUPAC name
1270:Cook, A. N. (1901).
683:(fire diamond)
55:Preferred IUPAC name
1290:10.1021/ja02037a005
1187:10.1021/je00049a018
1018:heat transfer fluid
938:in the presence of
806:TWA 1 ppm (7 mg/m)
793:TWA 1 ppm (7 mg/m)
525:Solubility in water
465: g·mol
417:O(c1ccccc1)c2ccccc2
147:Beilstein Reference
18:
1500:Symmetrical ethers
1376:"Dowtherm A 44570"
1085:
894:with the formula (
869:Infobox references
815:(Immediate danger)
702:
540:0.02 mmHg (25 °C)
496:1.08 g/cm (20 °C)
86:1,1′-Oxybisbenzene
16:
1474:978-3-527-30673-2
1425:(11): 2739–2747.
1403:Collected Volumes
1396:Organic Syntheses
1322:978-3-527-30673-2
1129:978-0-85404-182-4
1065:
1054:Related compounds
1029:Ferrario reaction
980:rings, including
971:Ullmann reactions
877:Chemical compound
875:
874:
825:Safety data sheet
616:Hazard statements
553:-108.1·10 cm/mol
339:CompTox Dashboard
135:Interactive image
59:1,1′-Oxydibenzene
1512:
1479:
1478:
1452:
1446:
1441:
1435:
1434:
1414:
1408:
1406:
1399:
1386:
1380:
1379:
1372:
1366:
1360:
1354:
1353:
1333:
1327:
1326:
1300:
1294:
1293:
1267:
1261:
1260:
1232:
1221:
1220:
1205:
1199:
1198:
1170:
1164:
1163:
1151:
1134:
1133:
1103:
1068:triiodothyronine
1063:
1044:scented geranium
892:organic compound
859:
853:
850:
849:
736:Explosive limits
715:
708:
693:
673:
669:
665:
661:
657:
653:
649:
635:
631:
627:
623:
595:
590:
585:
464:
452:
446:
440:
433:Chemical formula
363:
362:
347:
345:
319:
283:
272:
256:Gmelin Reference
239:
231:
220:
209:
189:
169:
137:
113:
44:
35:
26:
19:
1520:
1519:
1515:
1514:
1513:
1511:
1510:
1509:
1495:Diphenyl ethers
1485:
1484:
1483:
1482:
1475:
1454:
1453:
1449:
1442:
1438:
1416:
1415:
1411:
1401:
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1373:
1369:
1361:
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1323:
1302:
1301:
1297:
1284:(10): 806–813.
1269:
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1257:
1234:
1233:
1224:
1207:
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1202:
1172:
1171:
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1130:
1105:
1104:
1095:
1090:
1056:
1006:
924:
910:
906:
900:
885:
878:
871:
866:
865:
864: ?)
855:
851:
847:
843:
816:
803:
790:
769:
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720:
719:
718:
717:
710:
703:
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691:
644:
618:
604:
578:
550:
527:
517:
462:
449:
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366:
348:
341:
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302:
286:
273:
258:
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212:
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172:
149:
140:
127:
116:
103:
89:
87:
85:
83:
81:
73:
72:
61:
60:
17:Diphenyl ether
12:
11:
5:
1518:
1516:
1508:
1507:
1502:
1497:
1487:
1486:
1481:
1480:
1473:
1447:
1436:
1409:
1381:
1367:
1355:
1328:
1321:
1295:
1262:
1256:978-3527306732
1255:
1222:
1209:"Phenyl ether"
1200:
1181:(3): 344–348.
1165:
1135:
1128:
1092:
1091:
1089:
1086:
1055:
1052:
1005:
1002:
956:
955:
923:
920:
908:
904:
898:
888:Diphenyl ether
876:
873:
872:
867:
845:
844:
840:standard state
837:
834:
833:
828:
821:
820:
817:
811:
808:
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804:
798:
795:
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791:
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781:
772:
771:
764:
755:
753:
750:
749:
742:
741:
738:
732:
731:
728:
722:
721:
711:
704:
689:
688:
687:
686:
684:
675:
674:
660:P305+P351+P338
645:
640:
637:
636:
619:
614:
611:
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605:
600:
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596:
579:
574:
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555:
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551:
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542:
541:
538:
536:Vapor pressure
532:
531:
528:
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520:
519:
514:
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130:
128:
121:
118:
117:
115:
114:
106:
104:
99:
96:
95:
91:
90:
88:Phenoxybenzene
84:Diphenyl oxide
82:Diphenyl ether
79:
75:
74:
71:Phenoxybenzene
70:
69:
63:
62:
58:
57:
51:
50:
46:
45:
37:
36:
28:
27:
13:
10:
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4:
3:
2:
1517:
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1501:
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1377:
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1368:
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1359:
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1351:
1347:
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1339:
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1329:
1324:
1318:
1314:
1310:
1306:
1299:
1296:
1291:
1287:
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1278:
1273:
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1223:
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1210:
1204:
1201:
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1192:
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1176:
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1157:
1150:
1148:
1146:
1144:
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1140:
1136:
1131:
1125:
1121:
1117:
1113:
1110:. Cambridge:
1109:
1102:
1100:
1098:
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1087:
1082:
1078:
1076:
1071:
1069:
1061:
1053:
1051:
1049:
1045:
1040:
1038:
1034:
1030:
1026:
1021:
1019:
1015:
1012:mixture with
1011:
1003:
1001:
999:
995:
991:
987:
983:
982:hydroxylation
979:
974:
972:
967:
965:
964:chlorobenzene
961:
953:
952:
951:
949:
945:
941:
937:
933:
929:
921:
919:
917:
913:
903:
897:
893:
889:
883:
870:
863:
858:
841:
835:
832:
829:
826:
823:
822:
818:
814:
810:
809:
805:
802:(Recommended)
801:
797:
796:
792:
789:(Permissible)
788:
784:
783:
779:
778:
773:
765:
761:
752:
751:
747:
743:
739:
737:
734:
733:
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724:
723:
716:
709:
685:
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681:
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568:
566:
561:
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552:
548:
544:
543:
539:
537:
534:
533:
529:
526:
522:
521:
515:
513:
512:Boiling point
510:
509:
505:
503:
502:Melting point
500:
499:
495:
493:
490:
489:
485:
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480:
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411:
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369:
361:
357:
356:DTXSID9021847
353:
352:
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336:
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260:
257:
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240:
235:
234:
230:
226:
223:
221:
219:ECHA InfoCard
216:
215:
208:
204:
203:
201:
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196:
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38:
34:
29:
25:
20:
1456:
1450:
1439:
1422:
1418:
1412:
1402:
1394:
1391:"Phenoxthin"
1384:
1370:
1358:
1341:
1337:
1331:
1304:
1298:
1281:
1275:
1265:
1236:
1212:
1203:
1178:
1174:
1168:
1107:
1072:
1057:
1041:
1039:production.
1025:phenoxathiin
1022:
1016:, used as a
1007:
990:halogenation
975:
968:
957:
936:bromobenzene
925:
887:
886:
882:phenol ether
831:Aldrich MSDS
776:
745:
679:
607:
564:
292:RTECS number
94:Identifiers
80:Oxydibenzene
78:Other names
994:sulfonation
760:median dose
746:Lethal dose
726:Flash point
602:Signal word
470:Appearance
426:Properties
225:100.002.711
187:ChEMBL38934
167:CHEBI:39258
1489:Categories
1338:Org. Synth
1088:References
1048:polyesters
960:hydrolysis
946:amount of
740:0.7%–6.0%
576:Pictograms
530:Insoluble
458:Molar mass
317:3O695R5M1U
198:ChemSpider
122:3D model (
101:CAS Number
1195:0021-9568
1037:polyimide
1033:polyamide
986:nitration
944:catalytic
664:P337+P313
567:labelling
328:UN number
299:KN8970000
246:202-981-2
238:EC Number
1219:(NIOSH).
1162:(NIOSH).
1073:Several
1027:via the
1014:biphenyl
1010:eutectic
819:100 ppm
680:NFPA 704
558:Hazards
549:(χ)
484:geranium
152:1364620
111:101-84-8
1156:"#0496"
1060:hormone
890:is the
862:what is
860: (
492:Density
463:170.211
268:PubChem
261:165477
1471:
1344:: 50.
1319:
1253:
1193:
1126:
996:, and
978:phenyl
948:copper
942:and a
932:phenol
857:verify
854:
827:(SDS)
626:H360Fd
608:Danger
486:-like
410:SMILES
178:ChEMBL
49:Names
916:ether
777:NIOSH
375:InChI
332:3077
158:ChEBI
124:JSmol
1469:ISBN
1317:ISBN
1251:ISBN
1191:ISSN
1124:ISBN
1035:and
1004:Uses
940:base
934:and
813:IDLH
672:P501
668:P391
656:P280
652:P273
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1461:doi
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