44:
371:
240:
599:
594:
604:
1092:
1088:(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.
703:
35:
53:
859:
706:
707:
1031:. 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.
612:
574:
708:
670:
709:
717:
1057:, 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
1227:
1170:
786:
1314:
Fahlbusch, K.-G.; Hammerschmidt, F.-J.; Panten, J.; Pickenhagen, W.; Schatkowski, D.; Bauer, K.; Garbe, D.; Surburg, H. (2003). "Flavor and
Fragrances".
1246:
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".
872:
1248:
1428:
Mitsuru Ueoda; Tatsuo Aizawa; Yoshio Imai (1977). "Preparation and properties of polyamides and polyimides containing phenoxathiin units".
420:
724:
1287:
1483:
1331:
1138:
937:
Diphenyl ether and many of its properties were first reported as early as 1901. It is synthesized by a modification of the
867:
1454:
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349:
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197:
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810:
797:
593:
247:
1184:
Byers, Charles H.; Williams, David F. (July 1987). "Viscosities of pure polyaromatic hydrocarbons".
1505:
1119:
Nomenclature of
Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book)
366:
557:
43:
969:
Involving similar reactions, diphenyl ether is a significant side product in the high-pressure
1313:
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586:
1386:
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65:
217:
8:
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111:
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1373:
Patent Appeal No. 7555 United States Court of
Customs and Patent Appeals 7 April 1966
1479:
1406:
1375:
http://openjurist.org/358/f2d/750/application-of-edward-s-blake-and-william-c-hammann
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Except where otherwise noted, data are given for materials in their
1024:
1020:
925:. It is a colorless, low-melting solid. This, the simplest diaryl
912:
689:
494:
1455:
DIRECTIVE 2003/11/EC of the
European Parliament and of the Council
1347:
Ungnade, H. E.; Orwoll, E. F. (1946). "2-Methoxy
Diphenyl Ether".
1164:
682:
527:
258.55 °C (497.39 °F; 531.70 K) at 100 kPa (1 bar),
144:
1070:
658:
502:
278:
52:
34:
988:
958:
942:
922:
906:
891:"Phenyl ether" redirects here. For the class of compounds, see
662:
188:
1117:"CHAPTER P-6. Applications to Specific Classes of Compounds".
1224:
Immediately
Dangerous to Life or Health Concentrations (IDLH)
926:
302:
168:
134:
354:
1346:
1034:
Diphenyl ether is a starting material in the production of
823:
632:
489:
394:
InChI=1S/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H
1399:
404:
InChI=1/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H
640:
517:
25 to 26 °C (77 to 79 °F; 298 to 299 K)
1430:
Journal of
Polymer Science: Polymer Chemistry Edition
1228:
National
Institute for Occupational Safety and Health
1171:
National
Institute for Occupational Safety and Health
987:The compound undergoes reactions typical of other
1497:
290:
1019:The main application of diphenyl ether is as a
705:
678:
120:
1468:Ullmann's Encyclopedia of Industrial Chemistry
1316:Ullmann's Encyclopedia of Industrial Chemistry
1249:Ullmann's Encyclopedia of Industrial Chemistry
1465:
1183:
1280:
1112:
1110:
1108:
1466:Sutker, B. J. (2005). "Flame Retardants".
1186:Journal of Chemical & Engineering Data
932:
369:
238:
216:
1241:
1239:
1237:
326:
1288:Journal of the American Chemical Society
1165:NIOSH Pocket Guide to Chemical Hazards.
1105:
929:, has a variety of niche applications.
365:
14:
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1448:
1234:
1160:
1158:
1156:
1154:
1152:
1150:
1009:Friedel–Crafts alkylation or acylation
741:115 °C (239 °F; 388 K)
529:121 °C at 1.34 kPa (10.05 mm Hg)
229:
1400:Suter, C. M.; Maxwell, C. E. (1943).
397:Key: USIUVYZYUHIAEV-UHFFFAOYSA-N
196:
176:
1064:
1147:
1053:Because of its odor reminiscent of
407:Key: USIUVYZYUHIAEV-UHFFFAOYAV
281:
24:
1090:
980:Related compounds are prepared by
701:
25:
1527:
857:
602:
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592:
455:
51:
42:
33:
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1421:
1393:
1379:
1069:It is a component of important
965:PhOH + PhBr → PhOPh + HBr
853:(at 25 °C , 100 kPa).
1367:
1340:
1307:
1274:
1212:
1177:
1123:The Royal Society of Chemistry
1086:polybrominated diphenyl ethers
781:4000 mg/kg (guinea pig, oral)
461:
449:
13:
1:
1098:
977:in the production of phenol.
791:(US health exposure limits):
1283:"Derivatives of Phenylether"
7:
1131:10.1039/9781849733069-00648
759:or concentration (LD, LC):
10:
1532:
1442:10.1002/pol.1977.170151119
1416:, vol. 2, p. 485
1042:. Phenoxathiin is used in
939:Williamson ether synthesis
890:
484:Colorless solid or liquid
847:
785:
755:
573:
568:
436:
416:
381:
104:
88:
76:
64:
59:
50:
41:
32:
1516:Sweet-smelling chemicals
1476:10.1002/14356007.a11_123
1361:10.15227/orgsyn.026.0050
1324:10.1002/14356007.a11_141
1258:10.1002/14356007.a19_313
653:Precautionary statements
1470:. Weinheim: Wiley-VCH.
1318:. Weinheim: Wiley-VCH.
1252:. Weinheim: Wiley-VCH.
1014:
941:, here the reaction of
933:Synthesis and reactions
558:Magnetic susceptibility
1095:
779:4000 mg/kg (rat, oral)
777:3370 mg/kg (rat, oral)
712:
1125:. 2014. p. 705.
1094:
711:
78:Systematic IUPAC name
1281:Cook, A. N. (1901).
694:(fire diamond)
66:Preferred IUPAC name
1301:10.1021/ja02037a005
1198:10.1021/je00049a018
1029:heat transfer fluid
949:in the presence of
817:TWA 1 ppm (7 mg/m)
804:TWA 1 ppm (7 mg/m)
536:Solubility in water
476: g·mol
428:O(c1ccccc1)c2ccccc2
158:Beilstein Reference
29:
1511:Symmetrical ethers
1387:"Dowtherm A 44570"
1096:
905:with the formula (
880:Infobox references
826:(Immediate danger)
713:
551:0.02 mmHg (25 °C)
507:1.08 g/cm (20 °C)
97:1,1′-Oxybisbenzene
27:
1485:978-3-527-30673-2
1436:(11): 2739–2747.
1414:Collected Volumes
1407:Organic Syntheses
1333:978-3-527-30673-2
1140:978-0-85404-182-4
1076:
1065:Related compounds
1040:Ferrario reaction
991:rings, including
982:Ullmann reactions
888:Chemical compound
886:
885:
836:Safety data sheet
627:Hazard statements
564:-108.1·10 cm/mol
350:CompTox Dashboard
146:Interactive image
70:1,1′-Oxydibenzene
16:(Redirected from
1523:
1490:
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1181:
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1144:
1114:
1079:triiodothyronine
1074:
1055:scented geranium
903:organic compound
870:
864:
861:
860:
747:Explosive limits
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1506:Diphenyl ethers
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1295:(10): 806–813.
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875: ?)
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28:Diphenyl ether
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5:
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1273:
1267:978-3527306732
1266:
1233:
1220:"Phenyl ether"
1211:
1192:(3): 344–348.
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1066:
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1016:
1013:
967:
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899:Diphenyl ether
887:
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878:
856:
855:
851:standard state
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685:
671:P305+P351+P338
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549:
547:Vapor pressure
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101:
99:Phenoxybenzene
95:Diphenyl oxide
93:Diphenyl ether
90:
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82:Phenoxybenzene
81:
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18:Diphenyl oxide
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1023:mixture with
1022:
1012:
1010:
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1002:
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994:
993:hydroxylation
990:
985:
983:
978:
976:
975:chlorobenzene
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813:(Recommended)
812:
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800:(Permissible)
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523:Boiling point
521:
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513:Melting point
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230:ECHA InfoCard
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1429:
1423:
1413:
1405:
1402:"Phenoxthin"
1395:
1381:
1369:
1352:
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1342:
1315:
1309:
1292:
1286:
1276:
1247:
1223:
1214:
1189:
1185:
1179:
1118:
1083:
1068:
1052:
1050:production.
1036:phenoxathiin
1033:
1027:, used as a
1018:
1001:halogenation
986:
979:
968:
947:bromobenzene
936:
898:
897:
893:phenol ether
842:Aldrich MSDS
787:
756:
690:
618:
575:
303:RTECS number
105:Identifiers
91:Oxydibenzene
89:Other names
1005:sulfonation
771:median dose
757:Lethal dose
737:Flash point
613:Signal word
481:Appearance
437:Properties
236:100.002.711
198:ChEMBL38934
178:CHEBI:39258
1500:Categories
1349:Org. Synth
1099:References
1059:polyesters
971:hydrolysis
957:amount of
751:0.7%–6.0%
587:Pictograms
541:Insoluble
469:Molar mass
328:3O695R5M1U
209:ChemSpider
133:3D model (
112:CAS Number
1206:0021-9568
1048:polyimide
1044:polyamide
997:nitration
955:catalytic
675:P337+P313
578:labelling
339:UN number
310:KN8970000
257:202-981-2
249:EC Number
1230:(NIOSH).
1173:(NIOSH).
1084:Several
1038:via the
1025:biphenyl
1021:eutectic
830:100 ppm
691:NFPA 704
569:Hazards
560:(χ)
495:geranium
163:1364620
122:101-84-8
1167:"#0496"
1071:hormone
901:is the
873:what is
871: (
503:Density
474:170.211
279:PubChem
272:165477
1482:
1355:: 50.
1330:
1264:
1204:
1137:
1007:, and
989:phenyl
959:copper
953:and a
943:phenol
868:verify
865:
838:(SDS)
637:H360Fd
619:Danger
497:-like
421:SMILES
189:ChEMBL
60:Names
927:ether
788:NIOSH
386:InChI
343:3077
169:ChEBI
135:JSmol
1480:ISBN
1328:ISBN
1262:ISBN
1202:ISSN
1135:ISBN
1046:and
1015:Uses
951:base
945:and
824:IDLH
683:P501
679:P391
667:P280
663:P273
659:P264
645:H411
641:H400
633:H319
490:Odor
319:UNII
292:7583
218:7302
1472:doi
1438:doi
1357:doi
1320:doi
1297:doi
1254:doi
1194:doi
1127:doi
1077:or
973:of
811:REL
798:PEL
576:GHS
355:EPA
282:CID
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450:C
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