Knowledge

1,2-Dibromoethane

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on people of breathing high levels are not known, but animal studies with short-term exposures to high levels caused depression and collapse, indicating effects on the brain. Changes in the brain and behavior were also seen in young rats whose male parents had breathed 1,2-dibromoethane, and birth
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and severe destruction of living tissues. The known empirical LD50 values for 1,2-dibromoethane are 140 mg kg (oral, rat), and 300.0 mg kg (dermal, rabbit). 1,2-Dibromoethane is a known
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1,2-Dibromoethane has wider applications in the preparation of other organic compounds including those carrying modified diazocine rings and vinyl bromide that is a precursor to some
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Yoffe, David; Frim, Ron; Ukeles, Shmuel D.; Dagani, Michael J.; Barda, Henry J.; Benya, Theodore J.; Sanders, David C. (2013). "Bromine Compounds".
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in leaded fuels. It reacts with lead residues to generate volatile lead bromides, thereby preventing fouling of the engine with lead deposits.
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Hamada, Y.; Mukai. S. (1996). "Synthesis of ethano-Tröger's base, configurationally stable substitute of Tröger's base".
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defects were observed in the young of animals that were exposed while pregnant. 1,2-Dibromoethane is not known to cause
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Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book)
403: 118: 1371:, which are innocuous, exposing a more active portion of the magnesium particle to the substrate. 2077: 1917: 1387:, with pre-1977 exposure levels ranking it as the most carcinogenic substance on the HERP Index. 1114: 1109: 836: 172: 822: 1972: 1952: 1700: 1533: 1436: 1368: 1348: 1099: 1094: 2036: 1854: 1744: 1692: 1669: 1608: 1525: 1428: 1360: 1237: 1188: 1104: 617: 560: 470: 364: 2041: 2023: 1947: 1599: 232: 152: 128: 407: 254: 192: 1967: 1884: 1391: 1341: 1312:(DBCP). Most of these uses have been stopped in the U.S. It continues to be used as a 1131: 1084: 595: 584: 1308:
and on various crops. The applications were initiated after the forced retirement of
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Congressional Research Service (CRS) Reports regarding Ethylene Dibromide
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Skeletal formula of 1,2-dibromoethane with all explicit hydrogens added
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Historically, 1,2-dibromoethane was used as a component in anti-knock
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Except where otherwise noted, data are given for materials in their
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Maynard, G. D. (2004). "1,2-Dibromoethane". In Paquette, L. (ed.).
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9.4 to 10.2 °C; 48.8 to 50.3 °F; 282.5 to 283.3 K
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Seyferth, D. (2003). "The Rise and Fall of Tetraethyllead. 2".
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Immediately Dangerous to Life or Health Concentrations (IDLH)
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129 to 133 °C; 264 to 271 °F; 402 to 406 K
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National Pollutant Inventory 1,2-Dibromoethane Fact Sheet
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in humans. Swallowing has caused death at 40ml doses.
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National Institute for Occupational Safety and Health
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National Institute for Occupational Safety and Health
2022: 1981: 1893: 1822: 1624: 1622: 1573:"Preparation and purification of 1,2-dibromoethane" 1220:. Although trace amounts occur naturally in the 327: 1236:. The combustion of 1,2-dibromoethane produces 875: 127: 1689:Encyclopedia of Reagents for Organic Synthesis 1522:Ullmann's Encyclopedia of Industrial Chemistry 1797: 1745:"Toxic Substances Portal – 1,2-Dibromoethane" 1630:"Toxicological Profile for 1,2-Dibromoethane" 8: 1777:CDC – NIOSH Pocket Guide to Chemical Hazards 1414: 1412: 1804: 1790: 1782: 406: 253: 231: 26: 1515: 1513: 1511: 1351:, 1,2-dibromoethane is used to brominate 363: 1471:NIOSH Pocket Guide to Chemical Hazards. 1379:1,2-Dibromoethane causes changes in the 1408: 452: 427: 402: 305: 1488: 1486: 1466: 1464: 1462: 1460: 1458: 1456: 1454: 1452: 918:104 °C (219 °F; 377 K) 244: 1240:gas that is significantly corrosive. 434:Key: PAAZPARNPHGIKF-UHFFFAOYSA-N 211: 191: 42:Skeletal formula of 1,2-dibromoethane 7: 1553: 1551: 1549: 318: 288: 1248:It is produced by the reaction of 25: 1691:. New York: J. Wiley & Sons. 1224:, where it is probably formed by 1138: 764: 759: 754: 482: 431:InChI=1S/C2H4Br2/c3-1-2-4/h1-2H2 63: 1928:2,4-Dimethyl-6-tert-butylphenol 1134:(at 25 °C , 100 kPa). 488: 1425:The Royal Society of Chemistry 718:Occupational safety and health 476: 1: 1530:10.1002/14356007.a04_405.pub2 1053:Ca TWA 0.045 ppm C 0.13 ppm 1027:(US health exposure limits): 1999:Automatic transmission fluid 1933:Dinonylnaphthylsulfonic acid 1885:Racing fuel (Tetraethyllead) 1674:10.1016/0957-4166(96)00343-6 1040:TWA 20 ppm C 30 ppm 50 ppm 1433:10.1039/9781849733069-FP001 1310:1,2-dibromo-3-chloropropane 1017:400 ppm (guinea pig, 3 hr) 926:or concentration (LD, LC): 33: 2119: 1923:Dimethyl methylphosphonate 1316:for treatment of logs for 2098:IARC Group 2A carcinogens 1258:halogen addition reaction 1128: 1070: 1021: 922: 735: 715: 710: 635: 463: 443: 418: 111: 88: 76: 71: 62: 32: 2103:Sweet-smelling chemicals 2088:Hazardous air pollutants 1908:Butylated hydroxytoluene 1697:10.1002/047084289X.rd039 831:Precautionary statements 2014:Windshield washer fluid 1958:Methyl tert-butyl ether 1938:2,6-Di-tert-butylphenol 1850:Lead Replacement Petrol 706:−1.2419–−1.2387 MJ mol 1865:Compressed natural gas 1300:It has been used as a 1185:organobromine compound 995:1831 ppm (rat, 30 min) 882: 53: 43: 1662:Tetrahedron Asymmetry 1427:. 2014. p. 657. 1324:, and for control of 1120:1,2,3-Tribromopropane 881: 51: 41: 2063:Endocrine disruptors 1494:"Ethylene dibromide" 997:691 ppm (rat, 1 hr) 989:median concentration 864:(fire diamond) 78:Preferred IUPAC name 1244:Preparation and use 1015:200 ppm (rat, 8 hr) 561:Solubility in water 506: g·mol 173:Beilstein Reference 29: 1918:1,2-Dichloroethane 1177:ethylene dibromide 1161:Infobox references 1115:1,3-Dibromopropane 1110:1,2-Dibromopropane 1071:Related compounds 1062:(Immediate danger) 961:(oral, guinea pig) 883: 566:0.4% (20 °C) 307:Ethylene+Dibromide 94:Ethylene dibromide 54: 44: 28:1,2-Dibromoethane 27: 18:Ethylene dibromide 2050: 2049: 1973:Tetranitromethane 1953:Metal deactivator 1913:1,2-Dibromoethane 1613:10.1021/om030621b 1607:(25): 5154–5178. 1539:978-3-527-30385-4 1524:. pp. 1–31. 1442:978-0-85404-182-4 1369:magnesium bromide 1361:Grignard reagents 1349:organic synthesis 1173:1,2-Dibromoethane 1169:Chemical compound 1167: 1166: 1100:1,1-Dibromoethane 1095:Tetrabromomethane 974: 968: 962: 956: 950: 789:Hazard statements 514:Colorless liquid 387:CompTox Dashboard 153:Interactive image 82:1,2-Dibromoethane 58: 57: 16:(Redirected from 2110: 2083:Flame retardants 2037:MTBE controversy 1806: 1799: 1792: 1783: 1749: 1748: 1741: 1735: 1734: 1732: 1726:. Archived from 1725: 1717: 1711: 1710: 1684: 1678: 1677: 1668:(9): 2671–2674. 1657: 1651: 1650: 1648: 1647: 1641: 1635:. Archived from 1634: 1626: 1617: 1616: 1594: 1588: 1587: 1577: 1569: 1563: 1562: 1555: 1544: 1543: 1517: 1506: 1505: 1490: 1481: 1480: 1468: 1447: 1446: 1419:"Front Matter". 1416: 1355:and to activate 1238:hydrogen bromide 1219: 1218: 1217: 1209: 1208: 1200: 1199: 1189:chemical formula 1175:, also known as 1151: 1145: 1142: 1141: 1105:Tetrabromoethane 1009:lowest published 973:(dermal, rabbit) 972: 966: 960: 954: 948: 903: 896: 889: 874: 854: 850: 846: 842: 838: 824: 820: 816: 812: 808: 804: 800: 796: 768: 763: 758: 702: 675: 651: 636:Thermochemistry 618:Refractive index 505: 490: 484: 478: 471:Chemical formula 411: 410: 395: 393: 367: 331: 320: 309: 292: 265: 257: 246: 235: 215: 195: 155: 131: 97:Ethylene bromide 67: 34: 30: 21: 2118: 2117: 2113: 2112: 2111: 2109: 2108: 2107: 2053: 2052: 2051: 2046: 2042:Pay at the pump 2018: 1977: 1948:Ethylenediamine 1889: 1830:Gasoline/petrol 1818: 1810: 1758: 1753: 1752: 1743: 1742: 1738: 1730: 1723: 1719: 1718: 1714: 1707: 1686: 1685: 1681: 1659: 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2114: 2106: 2105: 2100: 2095: 2093:Fuel additives 2090: 2085: 2080: 2075: 2070: 2065: 2055: 2054: 2048: 2047: 2045: 2044: 2039: 2034: 2028: 2026: 2020: 2019: 2017: 2016: 2011: 2006: 2001: 1996: 1991: 1985: 1983: 1979: 1978: 1976: 1975: 1970: 1968:Tetraethyllead 1965: 1960: 1955: 1950: 1945: 1940: 1935: 1930: 1925: 1920: 1915: 1910: 1905: 1899: 1897: 1895:Fuel additives 1891: 1890: 1888: 1887: 1882: 1877: 1872: 1867: 1862: 1857: 1852: 1847: 1842: 1837: 1832: 1826: 1824: 1820: 1819: 1811: 1809: 1808: 1801: 1794: 1786: 1780: 1779: 1774: 1769: 1764: 1757: 1756:External links 1754: 1751: 1750: 1736: 1733:on 2019-06-29. 1712: 1705: 1679: 1652: 1618: 1589: 1586:: 49–51. 2017. 1564: 1545: 1538: 1507: 1482: 1448: 1441: 1407: 1406: 1404: 1401: 1376: 1375:Health effects 1373: 1337: 1334: 1297: 1294: 1286: 1285: 1281: 1277: 1273: 1269: 1265: 1245: 1242: 1214: 1205: 1196: 1168: 1165: 1164: 1159: 1137: 1136: 1132:standard state 1129: 1126: 1125: 1123: 1122: 1117: 1112: 1107: 1102: 1097: 1092: 1087: 1085:Dibromomethane 1081: 1079: 1076: 1073: 1072: 1068: 1067: 1064: 1058: 1055: 1054: 1051: 1045: 1042: 1041: 1038: 1032: 1029: 1028: 1019: 1018: 1013: 1004: 1002: 999: 998: 993: 984: 982: 979: 978: 976: 975: 969: 963: 957: 951: 949:(oral, rabbit) 944: 942: 933: 931: 928: 927: 920: 919: 916: 910: 909: 899: 892: 885: 870: 869: 868: 867: 865: 856: 855: 853:P305+P351+P338 834: 829: 826: 825: 792: 787: 784: 783: 778: 773: 770: 769: 752: 747: 744: 743: 733: 732: 729: 726: 723: 722: 713: 712: 708: 707: 704: 698: 692: 684: 681: 680: 677: 671: 660: 657: 656: 655:134.7 J K mol 653: 641: 638: 637: 633: 632: 629: 624: 616: 613: 612: 611:14 μmol Pa kg 609: 604: 594: 591: 590: 587: 585:Vapor pressure 581: 580: 577: 568: 567: 564: 559: 556: 555: 552: 546: 545: 542: 536: 535: 532: 526: 525: 524:faintly sweet 522: 516: 515: 512: 508: 507: 501: 495: 494: 491: 485: 479: 474: 469: 466: 465: 461: 460: 458: 457: 454: 446: 445: 444: 441: 440: 438: 437: 433: 430: 429: 421: 420: 419: 416: 415: 413: 412: 399: 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Cambridge: 1422: 1415: 1413: 1409: 1402: 1400: 1398: 1397:birth defects 1393: 1388: 1386: 1382: 1374: 1372: 1370: 1366: 1362: 1358: 1354: 1350: 1345: 1343: 1335: 1333: 1331: 1327: 1323: 1319: 1315: 1311: 1307: 1303: 1295: 1293: 1291: 1263: 1262: 1261: 1259: 1255: 1251: 1243: 1241: 1239: 1235: 1231: 1227: 1223: 1190: 1186: 1182: 1178: 1174: 1162: 1155: 1150: 1133: 1127: 1121: 1118: 1116: 1113: 1111: 1108: 1106: 1103: 1101: 1098: 1096: 1093: 1091: 1088: 1086: 1083: 1082: 1080: 1075: 1074: 1069: 1065: 1061: 1057: 1056: 1052: 1049:(Recommended) 1048: 1044: 1043: 1039: 1036:(Permissible) 1035: 1031: 1030: 1026: 1025: 1020: 1014: 1010: 1001: 1000: 994: 990: 981: 980: 970: 967:(oral, quail) 964: 958: 952: 946: 945: 943: 939: 930: 929: 925: 921: 917: 915: 912: 911: 904: 897: 890: 866: 863: 862: 858: 857: 835: 832: 828: 827: 793: 790: 786: 785: 782: 779: 776: 772: 771: 767: 762: 757: 753: 750: 746: 745: 741: 739: 734: 730: 725: 724: 720: 719: 714: 709: 705: 697: 689: 683: 682: 678: 670: 665: 659: 658: 654: 649: 644: 643:Heat capacity 640: 639: 634: 630: 623: 619: 615: 614: 610: 603: 599: 593: 592: 588: 586: 583: 582: 578: 576: 575: 570: 569: 565: 562: 558: 557: 553: 551: 550:Boiling point 548: 547: 543: 541: 540:Melting point 538: 537: 533: 531: 528: 527: 523: 521: 518: 517: 513: 510: 509: 502: 500: 497: 496: 475: 472: 468: 467: 462: 453: 449: 442: 428: 424: 417: 409: 405: 404:DTXSID3020415 401: 400: 398: 388: 384: 383: 379: 377: 374: 373: 366: 362: 361: 359: 357: 354: 353: 346: 345: 343: 341: 338: 337: 330: 326: 325: 323: 317: 313: 312: 308: 304: 302: 299: 298: 291: 287: 286: 284: 282: 279: 278: 271: 270: 268: 266: 261: 260: 256: 252: 249: 247: 245:ECHA InfoCard 242: 241: 234: 230: 229: 227: 225: 222: 221: 214: 210: 209: 207: 205: 202: 201: 194: 190: 189: 187: 185: 182: 181: 177: 174: 170: 169: 165: 162: 161: 154: 150: 149: 147: 143: 138: 137: 130: 126: 125: 123: 120: 116: 115: 110: 102: 99: 96: 93: 92: 87: 79: 75: 70: 66: 61: 50: 46: 40: 36: 35: 31: 19: 2073:Bromoalkanes 2068:Insecticides 1963:Nitromethane 1912: 1903:Butyl rubber 1880:Butanol fuel 1739: 1728:the original 1715: 1688: 1682: 1665: 1661: 1655: 1644:. Retrieved 1637:the original 1604: 1598: 1592: 1583: 1579: 1567: 1521: 1497: 1420: 1389: 1378: 1359:for certain 1346: 1339: 1299: 1287: 1247: 1180: 1176: 1172: 1171: 1023: 971:300.0 mg kg 965:130.0 mg kg 959:110.0 mg kg 923: 860: 780: 737: 727:Main hazards 716: 695: 668: 647: 621: 601: 573: 340:RTECS number 213:ChEMBL452370 112:Identifiers 89:Other names 2004:Brake fluid 1855:Electricity 1845:Biogasoline 953:79.0 mg kg 947:55.0 mg kg 938:median dose 924:Lethal dose 914:Flash point 775:Signal word 731:carcinogen 721:(OHS/OSH): 596:Henry's law 511:Appearance 464:Properties 251:100.003.132 193:CHEBI:28534 2057:Categories 1994:Antifreeze 1823:Fuel types 1706:0471936235 1646:2009-11-22 1403:References 1385:carcinogen 1381:metabolism 1353:carbanions 749:Pictograms 688:combustion 534:2.18 g mL 499:Molar mass 365:1N41638RNO 224:ChemSpider 140:3D model ( 119:CAS Number 2078:Fumigants 2032:Fuel card 1989:Motor oil 1840:Biodiesel 1357:magnesium 1302:pesticide 1296:Pesticide 1290:additives 1252:gas with 1187:with the 1183:), is an 1090:Bromoform 849:P301+P310 740:labelling 662:Std molar 589:1.56 kPa 376:UN number 347:KH9275000 272:203-444-5 264:EC Number 2009:Gear oil 1870:Hydrogen 1860:Kerosene 1504:(NIOSH). 1479:(NIOSH). 1365:ethylene 1330:beehives 1318:termites 1314:fumigant 1250:ethylene 1234:fumigant 861:NFPA 704 711:Hazards 598:constant 129:106-93-4 1943:Ecalene 1875:Ethanol 1580:Synlett 1473:"#0270" 1392:effects 1336:Reagent 1322:beetles 1254:bromine 1154:what is 1152: ( 664:entropy 600: ( 530:Density 504:187.862 316:PubChem 178:605266 2024:Retail 1982:Fluids 1835:Diesel 1703:  1536:  1439:  1276:→ BrCH 1149:verify 1146:  781:Danger 631:1.539 579:2.024 455:BrCCBr 448:SMILES 290:C11088 204:ChEMBL 72:Names 1816:fuels 1813:Motor 1731:(PDF) 1724:(PDF) 1640:(PDF) 1633:(PDF) 1576:(PDF) 1326:moths 1226:algae 1222:ocean 1024:NIOSH 423:InChI 380:1605 184:ChEBI 142:JSmol 1701:ISBN 1534:ISBN 1437:ISBN 1390:The 1367:and 1320:and 1306:soil 1272:+ Br 1230:kelp 1228:and 1066:Ca 1060:IDLH 845:P280 841:P273 837:P261 823:H411 819:H350 815:H335 811:H331 807:H319 803:H315 799:H311 795:H301 572:log 520:Odor 356:UNII 329:7839 301:MeSH 281:KEGG 233:7551 166:EDB 1693:doi 1670:doi 1609:doi 1526:doi 1429:doi 1347:In 1328:in 1304:in 1280:–CH 1268:=CH 1181:EDB 1047:REL 1034:PEL 738:GHS 699:298 672:298 392:EPA 319:CID 2059:: 1699:. 1664:. 1621:^ 1605:22 1603:. 1584:28 1582:. 1578:. 1548:^ 1532:. 1510:^ 1500:. 1496:. 1485:^ 1475:. 1451:^ 1435:. 1411:^ 1344:. 1332:. 1284:Br 1264:CH 1260:: 1210:Br 1005:Lo 1003:LC 985:50 983:LC 934:50 932:LD 851:, 847:, 843:, 839:, 821:, 817:, 813:, 809:, 805:, 801:, 797:, 742:: 691:(Δ 489:Br 1805:e 1798:t 1791:v 1747:. 1709:. 1695:: 1676:. 1672:: 1666:7 1649:. 1615:. 1611:: 1561:. 1542:. 1528:: 1445:. 1431:: 1282:2 1278:2 1274:2 1270:2 1266:2 1215:2 1206:4 1201:H 1197:2 1192:C 1179:( 1144:N 1011:) 1007:( 991:) 987:( 940:) 936:( 902:0 895:0 888:3 701:) 696:H 693:c 674:) 669:S 667:( 650:) 648:C 646:( 627:) 625:D 622:n 620:( 607:) 605:H 602:k 574:P 492:2 486:4 483:H 480:2 477:C 394:) 390:( 144:) 20:)

Index

Ethylene dibromide
Skeletal formula of 1,2-dibromoethane
Skeletal formula of 1,2-dibromoethane with all explicit hydrogens added
Spacefill model of 1,2-dibromoethane
Preferred IUPAC name
CAS Number
106-93-4
JSmol
Interactive image
Beilstein Reference
ChEBI
CHEBI:28534
ChEMBL
ChEMBL452370
ChemSpider
7551
ECHA InfoCard
100.003.132
Edit this at Wikidata
EC Number
KEGG
C11088
MeSH
Ethylene+Dibromide
PubChem
7839
RTECS number
UNII
1N41638RNO
UN number

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