67:
77:
393:
240:
37:
47:
625:
620:
630:
615:
610:
881:
885:
1015:
884:
886:
110:
AQL Agrocelhone, DD92, 1,3-D, Dorlone, Nematox, Telone, Nemex, cis-Dichloropropene, Di-Trapex CP, Vorlex 201, dichloro-1,3-propene, 1,3-dichloro-1-propene, 1,3-dichloro-2-propene, alpha-chloroallylchloride, chloroallylchloride, gamma-chloroallylchloride, chloroallyl chloride, chloroorpropenyl
638:
1378:
590:
902:
1116:)-1,3-dichloropropene. Although it was first applied in agriculture in the 1950s, at least two biodegradation pathways have evolved. One pathway degrades the chlorocarbon to
1069:. It is a colorless liquid with a sweet smell. It is feebly soluble in water and evaporates easily. It is used mainly in farming as a pesticide, specifically as a preplant
1153:
788:
887:
1148:
of 1,3-dichloropropene in humans is inadequate, but results from several cancer bioassays provide adequate evidence of carcinogenicity in animals. In the US, the
895:
776:
1160:(IARC) has determined that 1,3-dichloropropene is possibly carcinogenic to humans. The EPA has classified 1,3-dichloropropene as a probable human carcinogen.
1514:
1149:
955:
1028:
1371:
1589:"Evolution of enzymatic activity in the tautomerase superfamily: mechanistic and structural studies of the 1,3-dichloropropene catabolic enzymes"
1426:
Martin, Frank N. (2003). "Development of
Alternative Strategies for Management of Soilborne Pathogens Currently Controlled with Methyl Bromide".
909:
1156:
has determined that 1,3-dichloropropene is a carcinogen, and in 2022 established a No
Significant Risk Level (NSRL) of 3.7 micrograms/day. The
1667:
442:
1157:
66:
1478:
784:
76:
1023:
716:
36:
1777:
1527:
1787:
407:
291:
46:
1152:(DHHS) has determined that 1,3-dichloropropene may reasonably be anticipated to be a carcinogen. In California, the
1136:
for 1,3-dichloropropene (DCP) is 1 ppm. It is a contact irritant. A wide range of complications have been reported.
1633:
Robert L. Metcalf "Insect
Control" in Ullmann's Encyclopedia of Industrial Chemistry" Wiley-VCH, Wienheim, 2002.
1035:
1735:
1693:
1428:
1565:
780:
710:
340:
235:
1730:
1653:
1528:
COMMISSION DECISION of 13 May 2022 concerning the non-approval of the active substance 1,3-dichloropropene
629:
1133:
371:
197:
764:
624:
1437:
979:
966:
619:
157:
1588:
768:
820:
247:
756:
1544:
Krähling, Ludger; Krey, Jürgen; Jakobson, Gerald; Grolig, Johann; Miksche, Leopold (15 June 2000),
1382:
932:
848:
388:
285:
1051:
1077:. It is widely used in the US and other countries, but is banned in 34 countries (including the
1772:
609:
1406:, and as of 2020 has been licensed to Telos Ag Solutions and is no longer a Corteva product.
1129:
1090:
728:
652:
602:
562:
824:
1445:
816:
614:
349:
217:
96:
1694:"National Totals of Pesticide Use (pounds applied and acres treated) by Crop and Compound"
796:
392:
239:
8:
1767:
1377:
1105:
133:
123:
17:
177:
1782:
736:
1616:
1608:
1561:
1457:
1449:
828:
1634:
1600:
1553:
1441:
1395:
551:
465:
702:
313:
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1711:
1604:
945:
748:
724:
1098:
1078:
1006:
852:
740:
575:
1752:
1510:
1761:
1638:
1612:
1557:
1453:
752:
540:
530:
228:
670:
1668:"Proposition 65: No Significant Risk Level for 1,3-Dichloropropene (1,3-D)"
1620:
1545:
1461:
1117:
908:
840:
921:
800:
894:
804:
772:
1697:
1145:
1074:
901:
792:
512:
488:
248:
208:
836:
1399:
360:
1005:
Except where otherwise noted, data are given for materials in their
1168:
1,3-Dichloropropene is used as a pesticide in the following crops:
1070:
867:
274:
1508:
1084:
860:
156:
1403:
1094:
744:
682:
545:
104 °C (219 °F; 377 K) (cis); 112 °C (trans)
520:
300:
111:
chloride, 1,3-dichloropropylene, 3-D, DCP, 3-Chloroallyl chloride
1736:
USGS Pesticide
National Synthesis Project – Crop & Compound
1654:"ToxFAQs – Letter A | Toxic Substance Portal | ATSDR"
1587:
Poelarends, Gerrit J.; Whitman, Christian P. (1 October 2004).
760:
580:
34.4 mm Hg @ 25 °C (cis); 23.0 mm Hg @ 25 °C (trans)
188:
1479:"Telone soil fumigant to be distributed by Telos Ag Solutions"
698:
832:
324:
168:
146:
720:
376:
1552:, Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA,
992:
686:
557:
2.18 g/L (cis) @ 25 °C; 2.32 g/L (trans) @ 25 °C
506:
265:
1543:
732:
658:
674:
1515:
National
Institute for Occupational Safety and Health
812:
678:
1374:has extensive contamination information available.
666:
1696:. United States Geological Survey. Archived from
1586:
1473:
1471:
1759:
1719:Agency for Toxic Substances and Disease Registry
1154:Office of Environmental Health Hazard Assessment
940:> 500 °C (932 °F; 773 K)
694:
662:
312:
1648:
1646:
1085:Production, chemical properties, biodegradation
883:
844:
132:
1550:Ullmann's Encyclopedia of Industrial Chemistry
1468:
1394:Under the brand name Telone, 1,3-D was one of
856:
690:
1421:
1419:
535:−84.5 °C (−120.1 °F; 188.7 K)
1753:CDC – NIOSH Pocket Guide to Chemical Hazards
1712:"TOXICOLOGICAL PROFILE FOR DICHLOROPROPENES"
1643:
1158:International Agency for Research on Cancer
1104:It is usually obtained as a mixture of the
416:InChI=1S/C3H4Cl2/c4-2-1-3-5/h1-2H,3H2/b2-1+
1416:
808:
426:InChI=1/C3H4Cl2/c4-2-1-3-5/h1-2H,3H2/b2-1+
391:
238:
216:
348:
1509:NIOSH Pocket Guide to Chemical Hazards.
1376:
1050:, sold under diverse trade names, is an
70:Ball-and-stick model of the trans isomer
1627:
1150:Department of Health and Human Services
387:
290:
1760:
1537:
1532:Official Journal of the European Union
1504:
1502:
1500:
1446:10.1146/annurev.phyto.41.052002.095514
1425:
1385:with 1,3-Dichloropropene Contamination
229:
80:Ball-and-stick model of the cis isomer
525:1.217 g/mL (cis); 1.224 g/mL (trans)
419:Key: UOORRWUZONOOLO-OWOJBTEDSA-N
196:
176:
1748:ATSDR Toxicological Profile (9.2 MB)
926:28 °C (82 °F; 301 K)
40:Skeletal formula of the trans isomer
1497:
429:Key: UOORRWUZONOOLO-OWOJBTEDBJ
303:
273:
13:
1741:
1398:'s products until the merger into
1139:
879:
501:Colorless to straw-colored liquid
75:
65:
50:Skeletal formula of the cis isomer
45:
35:
14:
1799:
1389:
1172:1,3-Dichloropropene Use in Crops
1365:
1013:
628:
623:
618:
613:
608:
1731:ATSDR ToxFAQs: Dichloropropenes
1704:
1686:
1429:Annual Review of Phytopathology
1009:(at 25 °C , 100 kPa).
1660:
1580:
1521:
1:
1409:
960:(US health exposure limits):
1605:10.1016/j.bioorg.2004.05.006
1402:. Then it was spun off with
1112:)-1,3-dichloropropene, and (
7:
61:
31:
10:
1804:
1595:. Mechanistic Enzymology.
950:5.3% – 14.5% (80 °C)
493:110.97 g/mol
15:
1778:IARC Group 2B carcinogens
1123:
1089:It is a byproduct in the
1003:
954:
589:
584:
458:
438:
403:
116:
107:
95:
90:
60:
30:
1788:Sweet-smelling chemicals
1639:10.1002/14356007.a14_263
1558:10.1002/14356007.a01_425
1120:via chloroacrylic acid.
711:Precautionary statements
16:Not to be confused with
1052:organochlorine compound
986:Ca TWA 1 ppm (5 mg/m)
1483:Vegetable Growers News
1386:
1163:
890:
292:1,3-dichloro-1-propene
101:1,3-Dichloroprop-1-ene
81:
71:
51:
41:
1380:
889:
79:
69:
49:
39:
1593:Bioorganic Chemistry
872:(fire diamond)
97:Preferred IUPAC name
26:1,3-Dichloropropene
1183:Primary Pesticide?
1173:
1048:1,3-Dichloropropene
552:Solubility in water
27:
18:1,3-dichloropropane
1485:. 17 November 2020
1387:
1171:
1036:Infobox references
995:(Immediate danger)
891:
82:
72:
52:
42:
25:
1721:. September 2008.
1700:on 10 April 2007.
1546:"Allyl Compounds"
1363:
1362:
1144:Evidence for the
1106:geometric isomers
1054:with the formula
1044:Chemical compound
1042:
1041:
653:Hazard statements
372:CompTox Dashboard
158:Interactive image
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1396:Dow AgroSciences
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1016:
946:Explosive limits
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822:
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692:
688:
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680:
676:
672:
668:
664:
660:
632:
627:
622:
617:
612:
466:Chemical formula
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395:
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378:
352:
316:
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24:
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1744:
1742:Further reading
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1568:
1542:
1538:
1526:
1522:
1507:
1498:
1488:
1486:
1477:
1476:
1469:
1424:
1417:
1412:
1392:
1368:
1243:Sweet Potatoes
1166:
1146:carcinogenicity
1142:
1140:Carcinogenicity
1126:
1087:
1067:
1063:
1059:
1055:
1045:
1038:
1033:
1032:
1031: ?)
1022:
1018:
1014:
1010:
996:
983:
970:
937:
934:
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915:
914:
913:
906:
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892:
888:
880:
713:
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641:
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21:
12:
11:
5:
1801:
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1785:
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1738:
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1685:
1674:. 21 June 2022
1659:
1642:
1626:
1599:(5): 376–392.
1579:
1566:
1536:
1534:, 13 May 2022.
1520:
1496:
1467:
1438:Annual Reviews
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1413:
1411:
1408:
1391:
1390:Market history
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1357:
1354:
1350:
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1343:
1339:
1338:
1335:
1332:
1328:
1327:
1324:
1321:
1320:Sweet Peppers
1317:
1316:
1313:
1310:
1306:
1305:
1302:
1299:
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1192:
1189:
1185:
1184:
1181:
1178:
1165:
1162:
1141:
1138:
1125:
1122:
1099:allyl chloride
1086:
1083:
1079:European Union
1065:
1061:
1057:
1043:
1040:
1039:
1034:
1012:
1011:
1007:standard state
1004:
1001:
1000:
997:
991:
988:
987:
984:
978:
975:
974:
971:
965:
962:
961:
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942:
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924:
918:
917:
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900:
893:
878:
877:
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875:
873:
864:
863:
789:P305+P351+P338
777:P303+P361+P353
714:
709:
706:
705:
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651:
648:
647:
642:
637:
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633:
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581:
578:
576:Vapor pressure
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9:
6:
4:
3:
2:
1800:
1789:
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1781:
1779:
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1774:
1773:Chloroalkenes
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1401:
1397:
1384:
1381:Frequency of
1379:
1375:
1373:
1366:Contamination
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1355:
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1344:
1341:
1340:
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1309:Strawberries
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1080:
1076:
1072:
1053:
1049:
1037:
1030:
1025:
1008:
1002:
998:
994:
990:
989:
985:
982:(Recommended)
981:
977:
976:
972:
969:(Permissible)
968:
964:
963:
959:
958:
953:
949:
947:
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541:Boiling point
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531:Melting point
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68:
64:
63:
59:
48:
44:
38:
34:
33:
29:
23:
19:
1718:
1706:
1698:the original
1688:
1676:. Retrieved
1672:oehha.ca.gov
1671:
1662:
1629:
1596:
1592:
1582:
1571:, retrieved
1549:
1539:
1531:
1523:
1487:. Retrieved
1482:
1433:
1427:
1393:
1369:
1342:Blueberries
1276:Watermelons
1210:Sugar Beets
1167:
1143:
1127:
1118:acetaldehyde
1113:
1109:
1103:
1091:chlorination
1088:
1047:
1046:
956:
933:Autoignition
868:
644:
591:
564:
325:RTECS number
198:ChEMBL155926
117:Identifiers
108:Other names
22:
1440:: 325–350.
1287:Cantaloups
1180:Pounds (lb)
935:temperature
922:Flash point
639:Signal word
498:Appearance
459:Properties
236:100.008.024
178:CHEBI:18918
1768:Pesticides
1762:Categories
1678:26 October
1567:3527306730
1410:References
1353:Asparagus
1298:Cucumbers
1202:12,044,736
1191:12,114,887
1108:, called (
1075:nematicide
603:Pictograms
513:chloroform
489:Molar mass
350:9H780918D0
209:ChemSpider
145:3D model (
124:CAS Number
1783:Fumigants
1613:0045-2068
1454:0066-4286
1400:DowDuPont
1383:NPL Sites
1246:1,210,872
1235:3,463,003
1224:3,735,543
1213:5,799,613
1199:Potatoes
853:P403+P235
849:P403+P233
841:P370+P378
825:P337+P313
821:P333+P313
817:P332+P313
785:P304+P340
781:P304+P312
773:P302+P352
769:P301+P310
594:labelling
361:UN number
332:UC8310000
257:208-826-5
249:EC Number
1621:15381403
1573:18 March
1517:(NIOSH).
1462:14527332
1265:Carrots
1232:Peanuts
1188:Tobacco
1097:to make
1071:fumigant
869:NFPA 704
585:Hazards
134:542-75-6
1511:"#0199"
1404:Corteva
1331:Melons
1290:121,395
1279:133,801
1268:531,752
1257:674,183
1254:Onions
1221:Cotton
1095:propene
1029:what is
1027: (
521:Density
511:sweet,
483:
450:Cl=CCCl
301:PubChem
1619:
1611:
1564:
1489:6 July
1460:
1452:
1334:12,471
1323:28,247
1312:71,753
1301:76,735
1124:Safety
1024:verify
1021:
645:Danger
515:-like
443:SMILES
275:C18627
189:ChEMBL
91:Names
1715:(PDF)
1436:(1).
1372:ATSDR
1356:1,105
1345:3,090
973:none
957:NIOSH
570:1.82
408:InChI
365:2047
314:24726
218:23117
169:ChEBI
147:JSmol
1680:2022
1617:PMID
1609:ISSN
1575:2022
1562:ISBN
1491:2021
1458:PMID
1450:ISSN
1370:The
1271:Yes
1260:Yes
1249:Yes
1238:Yes
1227:Yes
1216:Yes
1205:Yes
1194:Yes
1177:Crop
1128:The
1073:and
999:Ca
993:IDLH
861:P501
857:P405
845:P391
837:P363
833:P362
829:P361
813:P331
809:P330
805:P322
801:P321
797:P312
793:P311
765:P280
761:P273
757:P272
753:P271
749:P270
745:P264
741:P261
737:P243
733:P242
729:P241
725:P240
721:P233
717:P210
703:H410
699:H335
695:H332
691:H331
687:H319
683:H317
679:H315
675:H311
671:H305
667:H302
663:H301
659:H226
563:log
507:Odor
341:UNII
286:MeSH
266:KEGG
1635:doi
1601:doi
1554:doi
1442:doi
1359:No
1348:No
1337:No
1326:No
1315:No
1304:No
1293:No
1282:No
1164:Use
1134:TWA
1130:TLV
1093:of
1081:).
980:REL
967:PEL
592:GHS
377:EPA
304:CID
1764::
1717:.
1670:.
1645:^
1615:.
1607:.
1597:32
1591:.
1560:,
1548:,
1530:,
1513:.
1499:^
1481:.
1470:^
1456:.
1448:.
1434:41
1432:.
1418:^
1101:.
1064:Cl
859:,
855:,
851:,
847:,
843:,
839:,
835:,
831:,
827:,
823:,
819:,
815:,
811:,
807:,
803:,
799:,
795:,
791:,
787:,
783:,
779:,
775:,
771:,
767:,
763:,
759:,
755:,
751:,
747:,
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735:,
731:,
727:,
723:,
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701:,
697:,
693:,
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681:,
677:,
673:,
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665:,
661:,
596::
479:Cl
1682:.
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1637::
1623:.
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1464:.
1444::
1132:-
1114:E
1110:Z
1066:2
1062:4
1060:H
1058:3
1056:C
1019:N
910:0
903:3
896:2
565:P
481:2
477:4
475:H
473:3
471:C
379:)
375:(
149:)
20:.
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