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Polybrominated biphenyl

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325:, was a major producer of the FireMaster range of PBB-based flame retardants. FireMaster BP-6 (a yellow-brown powder) is a mixture of many different PBB congeners with 2,2',4,4',5,5'-hexabromobiphenyl and 2,2',3,4,4',5,5'-heptabromobiphenyl being significant constituents by mass (60-80% and 12-25%, respectively). FireMaster FF-1 (a white powder) is FireMaster BP-6 with the addition of 2% calcium silicate as an anti-caking agent. Mixed bromochlorobiphenyls and polybrominated naphthalenes, as well as lower brominated compounds formed by incomplete bromination, have also been found as minor constituents of FireMaster products. 31: 306: 202:
group. Michigan dairy farmers exposed to PBBs had significant immune system abnormalities including reduced numbers of circulating blood lymphocytes, increases in lymphocytes with no detectable surface markers, and reduced functional response to specific test antigens. Some residents complained of
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magazine staff members Richard Lehnert and Bonnie Pollard broke the news of the contamination. The magazine continued coverage of the issue until the eventual bankruptcy proceedings of the farm cooperative responsible for the accidental contamination and subsequent distribution of the feed. These
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then consumed this feed, became contaminated with PBBs and the carcasses were disposed of in landfill sites throughout the state. In 1976, the Michigan Department of Community Health established a PBB registry to gather and analyze data on exposed residents. It now resides at the
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3,3',4,4',5,5'-hexabromobiphenyl (but not the non-coplanar stereoisomer) in genetically susceptible mice is known to cause immunotoxicity and disorders related to the central nervous system, and even at doses as low as 2.5 mg/kg, excess neonatal fatalities are observed
425:. These include three exposure groups – all people who lived on the quarantined farms, people who received food from these farms and workers (and their families) engaged in PBB manufacture – as well as 725 people with low-level PBB exposure. 1084:
Landrigan, Philip J.; Wilcox, Kenneth R.; Silva, Joseph; Humphrey, Harold E. B.; Kauffman, Carol; Heath, Clark W. (1979). "Cohort Study of Michigan Residents Exposed to Polybrominated Biphenyls: Epidemiologic and Immunologic Findings".
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in February 2003. RoHS legislation lists PBBs as a "restricted substance" group. Other countries followed suit, resulting most recently in restriction dates instituted in China on March 1, 2007, and South Korea on July 1, 2007.
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by weight (26.9 μg/kg) in farm residents, 17.1 in recipients, 43.0 ppb in workers, and 3.4 ppb in the low exposure group. No associations could be established between serum PBB levels and symptom prevalence rates.
1486: 227:, although no deterioration in memory performance was found in PBB-exposed workers in tests conducted several years after final PBB exposure, and there was also no correlation of performance with PBB concentration. 1261: 468:
were studied in 34 persons with highest PBB levels (mean: 787 ppb), and in 56 with low levels (mean: 2.8 ppb). No statistically significant differences in lymphocyte function were noted.
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Bekesi JG, Holland JF, Anderson HA, Fischbein AS, Rom W, Wolff MS, Selikoff IJ (1978). "Lymphocyte function of Michigan dairy farmers exposed to polybrominated biphenyls".
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Bahn AK, Mills JL, Snyder PJ, Gann PH, Houten L, Bialik O, Hollmann L, Utiger RD (1980-01-03). "Hypothyroidism in workers exposed to polybrominated biphenyls".
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GG Brown; RC Preisman; MD Anderson; RK Nixon; JL Isbister & HA Price (1981). "Memory performance of chemical workers exposed to polybrominated biphenyls".
223:, though it could not be clearly established that PBBs were the cause of these health problems. Workers who were exposed to PBB during PBB production suffered 1501: 294: 1349: 1230: 1147: 972: 234:, in consumers of the contaminated food. Some workers exposed to PBBs by breathing and skin contact for days to months also developed acne. 237:
Studies in animals exposed to large amounts of PBBs for a short period or to smaller amounts over a longer period show that PBBs can cause
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However, as of 2015 these studies are still ongoing, and 40 years later adverse reproductive-system effects (as measured by the
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Noting the possible hazards on the environment, however, PBBs were listed as one of six controlled substances under the
410: 562: 384: 114: 867:. United Nations Environment Programme. International Labour Organisation. World Health Organization: Geneva. 1994 1476: 1281: 1270: 988: 165: 62: 54: 865:"Environmental Health Criteria 152: Polybrominated biphenyls: IPCS International Programme on Chemical Safety" 402:("Slaughter") portrays a similar, but fictionalized account. One year elapsed before the animals were culled. 1354: 1168:
Metrecia L. Terrella; Kathleen P. Hartnetta; Hyeyeun Limb; Julie Wirthc & Michele Marcu (January 2015).
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Blanck HM, Marcus M, Tolbert PE, Rubin C, Henderson AK, Hertzberg VS, Zhang RH, Cameron L (November 2000).
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of the newborns) continue to be found in the grandchildren of those who consumed tainted farm products.
398: 1422: 627:"Age at menarche and tanner stage in girls exposed in utero and postnatally to polybrominated biphenyl" 1481: 1363: 1327: 1181: 1094: 897: 761: 683: 118: 1432: 1403: 1379: 318: 1496: 1273: 1128: 816: 656: 433: 158: 1427: 1207: 1120: 968: 913: 834: 777: 734: 699: 648: 607: 540: 441: 195: 888:
Carter, Luther J (1976-04-16). "Michigan's PBB incident: Chemical Mix-Up Leads to Disaster".
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Persistent organic pollutants under the Convention on Long-Range Transboundary Air Pollution
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below). A study of 327 girls aged 5–24 years in Michigan found those who were exposed
1234: 373: 341: 314: 110: 78: 30: 1148:"40 years after toxic mix-up, researchers continue to study Michiganders poisoned by PBB" 938:. Department of Earth Resources and Science, University of Michigan-Flint. Archived from 1185: 1098: 901: 765: 687: 1371: 1367: 1239: 1202: 1169: 1106: 1017: 829: 796: 602: 577: 511:
Curran CP, Miller KA, Dalton TP, Vorhees CV, Miller ML, Shertzer HG, Nebert DW (2006).
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This incident is cited amongst a handful of other noxious substances as the driver for
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is from 5–10 mg/kg). The mechanism of toxicity is cellular oxidative stress by
65:. While once widely used commercially, PBBs are now controlled substances under the 1375: 1339: 488: 437: 429: 329: 278: 199: 153: 141: 939: 909: 428:
All were queried concerning 17 symptoms and conditions possibly related to PBBs.
340:, United States because the MCC plant also produced a feed precursor ingredient, 17: 1390: 730: 472: 422: 406: 305: 238: 179: 578:"Environmental politics and science: the case of PBB contamination in Michigan" 69:, which limits their use in electrical and electronic products sold in the EU. 1407: 1400: 1314: 1304: 1300: 1065: 449: 413:, which "remains one of the most controversial regulatory bills ever passed". 389: 290: 216: 137: 171:
There is evidence that pre- and post-natal exposure to PBB in girls leads to
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There is stronger evidence that PBBs may have caused skin problems, such as
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A study was undertaken on 4,545 people to determine the effects of PBBs on
1170:"Maternal exposure to brominated flame retardants and infant Apgar scores" 781: 738: 611: 593: 277:
in human beings, but it has been observed that they can lead to cancer in
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PBBs usually exist as colorless to off-white solids. PBBs soften at 72
457: 453: 349: 274: 258: 204: 130: 812: 186:, United States who consumed PBB-contaminated animal products (see 136:
A number of substituted PBBs found application in medicine, namely
1150:. Michigan Public Media, The Regents of the University of Michigan 1018:"Uncertain Inheritance: Epigenetics and the Poisoning of Michigan" 357: 304: 254: 94: 29: 559:"Our Stolen Future: PBB exposure affects age of puberty in girls" 117:
group. They are added to plastics used in products such as home
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also suggests that PBBs are possibly carcinogenic to humans.
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has determined that PBBs may reasonably be anticipated to be
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Persistent organic pollutants under the Stockholm Convention
344:, which was sold to the feed manufacturer. Some 1.5 million 1038:
David Weinstock, Michigan Farmer managing editor, 1988-1991
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exposed to very high concentrations of PBBs. Based on such
513:"Genetic Differences in Lethality of Newborn Mice Treated 313:
Before the 1970s, PBBs were widely used commercially as a
53:, are a group of manufactured chemicals that consist of 81:
and decompose above 300 degrees Celsius. They have low
369:, and is maintained by epidemiologist Michele Marcus. 287:
United States Department of Health and Human Services
933:"PBB Contamination of Cattle Feed in Michigan, 1973" 517:
with Coplanar versus Non-Coplanar Hexabromobiphenyl"
1280: 378:events were also portrayed in the 1981 documentary 198:found had an earlier age at menarche compared to a 1282: 332:of FireMaster BP-6 were accidentally mixed with 273:It is not known for certain if PBBs could cause 133:cabinets, etc. to make them difficult to burn. 1079: 1077: 1075: 965:Civic Empowerment in an Age of Corporate Greed 1255: 883: 881: 485:Restriction of Hazardous Substances Directive 309:Structure of 2,2′,4,4′,5,5′-hexabromobiphenyl 67:Restriction of Hazardous Substances Directive 8: 506: 504: 850: 848: 295:International Agency for Research on Cancer 1262: 1248: 1240: 1087:Annals of the New York Academy of Sciences 795:Safe S, Kohli J, Crawford A (April 1978). 1201: 1114: 828: 642: 601: 534: 317:. Michigan Chemical Corporation (MCC) in 409:'s half-hearted approval in 1976 of the 178:Early studies on the effects of PBBs on 500: 382:by Jeff Jackson, the true-fiction film 194:to PBBs at or above a level of 7  396:by Joyce Egginton. A 1978 episode of 61:core. Their chlorine analogs are the 34:Structure of polybrominated biphenyls 7: 1048:Hanson, David J. (15 January 2007). 1502:1973 disasters in the United States 1228:Aftermath of Michigan Contamination 301:Michigan PBB contamination incident 253:effects, as well as effects on the 1107:10.1111/j.1749-6632.1979.tb56611.x 963:Lorenz, Edward C. (1 April 2012). 432:was drawn and analyzed for PBB by 25: 1355:Modified low-density lipoproteins 1287:Tooltip Aryl hydrocarbon receptor 1194:10.1016/j.chemosphere.2014.08.007 801:Environmental Health Perspectives 440:PBB levels were found to be 26.9 336:that was distributed to farms in 328:In summer 1973, several thousand 1360:Polycyclic aromatic hydrocarbons 1060:(3). American Chemical Society. 644:10.1097/00001648-200011000-00005 1054:Chemical & Engineering News 997:Rollins School of Public Health 487:(RoHS), which was enacted into 464:responses to three nonspecific 363:Rollins School of Public Health 1332:polychlorinated dibenzodioxins 269:Possibility of carcinogenicity 1: 1450:Receptor/signaling modulators 323:Velsicol Chemical Corporation 910:10.1126/science.192.4236.240 411:Toxic Substances Control Act 187: 731:10.1056/NEJM198001033020105 27:Group of chemical compounds 1528: 321:, which was then owned by 115:brominated flame retardant 1512:Presidency of Gerald Ford 1441: 1271:Aryl hydrocarbon receptor 1146:Rebecca Williams (2014). 1066:10.1021/cen-v085n003.p044 394:The Poisoning of Michigan 166:aryl hydrocarbon receptor 152:Exposure to the coplanar 182:concerned the people in 39:Polybrominated biphenyls 1507:1973 in the environment 774:10.1126/science.6262920 448:To evaluate peripheral 97:. They are degraded by 1386:Tapinarof (benvitimod) 931:Susan Dykstra (2010). 696:10.1126/science.204005 522:Toxicological Sciences 310: 85:, are very soluble in 35: 1328:aromatic hydrocarbons 1050:"Those Were The Days" 993:Michigan PBB Registry 594:10.2105/AJPH.73.3.302 536:10.1093/toxsci/kfj048 479:Bans and restrictions 308: 119:electrical appliances 33: 1472:Endocrine disruptors 1364:3-methylcholanthrene 582:Am. J. Public Health 47:brominated biphenyls 1433:Cyproterone acetate 1315:Dietary carotenoids 1186:2015Chmsp.118..178T 1099:1979NYASA.320..284L 902:1976Sci...192..240C 766:1981Sci...212.1413B 760:(4501): 1413–1415. 688:1978Sci...199.1207B 682:(4334): 1207–1209. 319:St. Louis, Michigan 175:at an earlier age. 93:, and insoluble in 1233:2015-12-28 at the 576:Reich M R (1983). 434:gas chromatography 392:, and in the book 311: 51:polybromobiphenyls 36: 1459: 1458: 1423:7-Ketocholesterol 989:"Other Resources" 974:978-1-60917-322-7 896:(4236): 240–243. 460:quantitation and 109:PBBs are used as 57:derivatives of a 18:Hexabromobiphenyl 16:(Redirected from 1519: 1477:Flame retardants 1380:β-naphthoflavone 1309:prostaglandin G2 1298:Arachidonic acid 1288: 1284: 1264: 1257: 1250: 1241: 1216: 1215: 1205: 1165: 1159: 1158: 1156: 1155: 1143: 1137: 1136: 1118: 1081: 1070: 1069: 1045: 1039: 1036: 1030: 1029: 1027: 1025: 1014: 1008: 1007: 1005: 1003: 985: 979: 978: 960: 954: 953: 951: 950: 944: 937: 928: 922: 921: 885: 876: 875: 873: 872: 861: 855: 852: 843: 842: 832: 792: 786: 785: 749: 743: 742: 714: 708: 707: 671: 665: 664: 646: 622: 616: 615: 605: 573: 567: 566: 561:. Archived from 555: 549: 548: 538: 508: 367:Emory University 213:loss of appetite 111:flame retardants 21: 1527: 1526: 1522: 1521: 1520: 1518: 1517: 1516: 1462: 1461: 1460: 1455: 1437: 1372:benzanthracenes 1286: 1276: 1268: 1235:Wayback Machine 1224: 1219: 1167: 1166: 1162: 1153: 1151: 1145: 1144: 1140: 1083: 1082: 1073: 1047: 1046: 1042: 1037: 1033: 1023: 1021: 1016: 1015: 1011: 1001: 999: 987: 986: 982: 975: 962: 961: 957: 948: 946: 942: 935: 930: 929: 925: 887: 886: 879: 870: 868: 863: 862: 858: 854:US ATSDR (2004) 853: 846: 813:10.2307/3428754 794: 793: 789: 751: 750: 746: 719:N. Engl. J. Med 716: 715: 711: 673: 672: 668: 624: 623: 619: 575: 574: 570: 557: 556: 552: 510: 509: 502: 498: 481: 419: 417:Landrigan study 374:Michigan Farmer 342:magnesium oxide 315:flame retardant 303: 271: 188:history of PBBs 162: 150: 107: 79:degrees Celsius 75: 73:Characteristics 55:polyhalogenated 45:), also called 28: 23: 22: 15: 12: 11: 5: 1525: 1523: 1515: 1514: 1509: 1504: 1499: 1494: 1489: 1484: 1479: 1474: 1464: 1463: 1457: 1456: 1454: 1453: 1446: 1442: 1439: 1438: 1436: 1435: 1430: 1425: 1416: 1415: 1398: 1388: 1383: 1357: 1352: 1347: 1322: 1317: 1312: 1291: 1289: 1278: 1277: 1269: 1267: 1266: 1259: 1252: 1244: 1238: 1237: 1223: 1222:External links 1220: 1218: 1217: 1160: 1138: 1093:(1): 284–294. 1071: 1040: 1031: 1009: 980: 973: 955: 923: 877: 856: 844: 787: 744: 709: 666: 637:(6): 641–647. 617: 588:(3): 302–313. 568: 565:on 2001-01-26. 550: 529:(2): 454–464. 499: 497: 494: 480: 477: 418: 415: 385:Bitter Harvest 334:livestock feed 302: 299: 270: 267: 251:immune systems 243:skin disorders 225:hypothyroidism 209:abdominal pain 160: 149: 148:Health hazards 146: 106: 103: 83:vapor pressure 74: 71: 26: 24: 14: 13: 10: 9: 6: 4: 3: 2: 1524: 1513: 1510: 1508: 1505: 1503: 1500: 1498: 1495: 1493: 1490: 1488: 1485: 1483: 1480: 1478: 1475: 1473: 1470: 1469: 1467: 1452: 1451: 1447: 1444: 1443: 1440: 1434: 1431: 1429: 1426: 1424: 1421: 1418: 1417: 1413: 1409: 1405: 1402: 1399: 1396: 1392: 1389: 1387: 1384: 1381: 1377: 1376:benzoflavones 1373: 1369: 1365: 1361: 1358: 1356: 1353: 1351: 1348: 1345: 1341: 1340:dibenzofurans 1337: 1333: 1329: 1326: 1323: 1321: 1318: 1316: 1313: 1310: 1306: 1302: 1299: 1296: 1293: 1292: 1290: 1285: 1279: 1275: 1272: 1265: 1260: 1258: 1253: 1251: 1246: 1245: 1242: 1236: 1232: 1229: 1226: 1225: 1221: 1213: 1209: 1204: 1199: 1195: 1191: 1187: 1183: 1179: 1175: 1171: 1164: 1161: 1149: 1142: 1139: 1134: 1130: 1126: 1122: 1117: 1116:2027.42/74208 1112: 1108: 1104: 1100: 1096: 1092: 1088: 1080: 1078: 1076: 1072: 1067: 1063: 1059: 1055: 1051: 1044: 1041: 1035: 1032: 1019: 1013: 1010: 998: 994: 990: 984: 981: 976: 970: 967:. 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Retrieved 1141: 1090: 1086: 1057: 1053: 1043: 1034: 1022:. Retrieved 1012: 1000:. Retrieved 992: 983: 964: 958: 947:. Retrieved 940:the original 926: 893: 889: 869:. Retrieved 859: 804: 800: 790: 757: 753: 747: 725:(1): 31–33. 722: 718: 712: 679: 675: 669: 634: 631:Epidemiology 630: 620: 585: 581: 571: 563:the original 553: 526: 520: 514: 489:European Law 482: 470: 447: 430:Venous blood 427: 423:human beings 420: 404: 397: 393: 383: 379: 372: 371: 356:, and 1,470 327: 312: 283:animal tests 272: 236: 229: 200:case-control 191: 180:human beings 177: 170: 168:activation. 154:stereoisomer 151: 142:bromofenofos 135: 108: 76: 50: 46: 42: 38: 37: 1482:Bromoarenes 1404:derivatives 1368:benzopyrene 1325:Halogenated 1301:metabolites 1180:: 178–186. 1174:Chemosphere 807:: 147–152. 473:Apgar score 407:Gerald Ford 291:carcinogens 239:weight loss 105:Application 1466:Categories 1408:indigo dye 1401:Tryptophan 1305:lipoxin A4 1274:modulators 1154:2014-11-13 949:2021-06-08 871:2008-02-08 496:References 452:function, 450:lymphocyte 390:Ron Howard 380:Cattlegate 217:joint pain 138:bromophene 1497:Biphenyls 1428:CH-223191 1412:indirubin 1395:bilirubin 1344:biphenyls 1320:Flutamide 1295:Agonists: 399:Lou Grant 388:starring 348:, 30,000 1445:See also 1231:Archived 1212:25203650 1133:24596749 1020:. Undark 918:17831151 661:31607825 653:11055623 545:16291824 515:In Utero 466:mitogens 462:in vitro 352:, 5,900 346:chickens 338:Michigan 279:lab mice 221:lethargy 192:in utero 184:Michigan 173:menarche 123:textiles 99:UV light 59:biphenyl 1406:(e.g., 1393:(e.g., 1378:(e.g., 1362:(e.g., 1334:(e.g., 1330:(e.g., 1303:(e.g., 1203:4249940 1182:Bibcode 1095:Bibcode 1024:12 June 1002:8 March 898:Bibcode 890:Science 830:1637472 821:3428754 782:6262920 762:Bibcode 754:Science 739:6243165 684:Bibcode 676:Science 612:6297323 603:1650578 436:. Mean 259:kidneys 247:nervous 129:foams, 127:plastic 113:of the 91:toluene 87:benzene 1210:  1200:  1131:  1125:222186 1123:  971:  916:  839:209968 837:  827:  819:  780:  737:  704:204005 702:  659:  651:  610:  600:  543:  458:B cell 350:cattle 330:pounds 293:. The 285:, the 275:cancer 261:, and 205:nausea 131:laptop 1129:S2CID 943:(PDF) 936:(PDF) 817:JSTOR 657:S2CID 438:serum 358:sheep 255:liver 95:water 1336:TCDD 1208:PMID 1121:PMID 1026:2018 1004:2023 969:ISBN 914:PMID 835:PMID 778:PMID 735:PMID 700:PMID 649:PMID 608:PMID 541:PMID 456:and 354:pigs 249:and 232:acne 219:and 140:and 89:and 63:PCBs 43:PBBs 1350:ΙΤΕ 1338:), 1283:AhR 1198:PMC 1190:doi 1178:118 1111:hdl 1103:doi 1091:320 1062:doi 906:doi 894:192 825:PMC 809:doi 770:doi 758:212 727:doi 723:302 692:doi 680:199 639:doi 598:PMC 590:doi 531:doi 442:ppb 365:at 196:ppb 49:or 1468:: 1410:, 1382:)) 1374:, 1370:, 1366:, 1342:, 1307:, 1206:. 1196:. 1188:. 1176:. 1172:. 1127:. 1119:. 1109:. 1101:. 1089:. 1074:^ 1058:85 1056:. 1052:. 995:. 991:. 912:. 904:. 892:. 880:^ 847:^ 833:. 823:. 815:. 805:23 803:. 799:. 776:. 768:. 756:. 733:. 721:. 698:. 690:. 678:. 655:. 647:. 635:11 633:. 629:. 606:. 596:. 586:73 584:. 580:. 539:. 527:89 525:. 519:. 503:^ 265:. 257:, 245:, 241:, 215:, 211:, 207:, 161:50 159:LD 144:. 125:, 121:, 101:. 1414:) 1397:) 1346:) 1311:) 1263:e 1256:t 1249:v 1214:. 1192:: 1184:: 1157:. 1135:. 1113:: 1105:: 1097:: 1068:. 1064:: 1028:. 1006:. 977:. 952:. 920:. 908:: 900:: 874:. 841:. 811:: 784:. 772:: 764:: 741:. 729:: 706:. 694:: 686:: 663:. 641:: 614:. 592:: 547:. 533:: 454:T 157:( 41:( 20:)

Index

Hexabromobiphenyl

polyhalogenated
biphenyl
PCBs
Restriction of Hazardous Substances Directive
degrees Celsius
vapor pressure
benzene
toluene
water
UV light
flame retardants
brominated flame retardant
electrical appliances
textiles
plastic
laptop
bromophene
bromofenofos
stereoisomer
LD50
aryl hydrocarbon receptor
menarche
human beings
Michigan
history of PBBs
ppb
case-control
nausea

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