Knowledge (XXG)

Zinc bis(dimethyldithiocarbamate)

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barrier between the plant and a fungus. A protectant fungicide is not absorbed into the plant and must be applied prior to infection. Ziram can either be directly sprayed on to a plant’s leaf or it can be used as a soil and seed treatment. The top five crops ziram is used on are:
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Shen, Shuling; Zhang, Yejun; Peng, Long; Xu, Bing; Du, Yaping; Deng, Manjiao; Xu, Huarui; Wang, Qiangbin (2011). "Generalized Synthesis of Metal Sulfide Nanocrystals from Single-Source Precursors: Size, Shape and Chemical Composition Control and Their Properties".
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and leaf spot in cherries, and scab and anthracnose in pecans. Ziram also began to be used on residential ornaments as a bird and mammal repellent. As a protectant fungicide, it is active on the plant’s surface where it forms a
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Mahid Motevalli; PaulO'Brien; John R.Walsh; Ian M.Watson (1996). "Synthesis, characterization and x-ray crystal structures of asymmetric bis(dialkyldithiocarbamates) of zinc: Potential precursors for ZnS deposition".
573:. Each Zn center is in a distorted pentacoordinate site, with four Zn–S bonds of 2.3 Å length and one Zn–S interaction is over 2.8 Å in length. Mono-zinc derivatives are obtained by adding strong 852:
N. Sreehari; Babu Varghese; P. T. Manoharan (1990). "Crystal and molecular structure of dimeric biszinc(II) and the study of exchange-coupled copper(II)-copper(II) pairs in its lattice".
733:. Cornell University, Oregon State University, the University of Idaho, and the University of California at Davis and the Institute for Environmental Toxicology, Michigan State University 661: 920: 267: 1452: 110: 1411: 403:
in tomatoes. In 1981, additional uses for ziram were approved, including the prevention of leaf blight and scab on almonds, shot-hole in apricots,
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Known as ziram in agriculture, it was introduced in the United States in 1960 as a broad-spectrum fungicide. It was used to address
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Annually, approximately 1.9 million pounds of the active ziram ingredient are used. Ziram is often sold in powder or
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dose (amount of pesticide that is lethal to 50% of the test organisms within the stated study time) for
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has concluded that ziram poses a low toxicity risk to mammals, a moderate risk to birds, and a
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http://pmep.cce.cornell.edu/profiles/extoxnet/pyrethrins-ziram/ziram-ext.html
807: 761: 670: 1184: 898: 392: 372: 726: 641:– a closely related complex, but where methyl has been replaced with ethyl 479:, where R can be varied. Such compounds are produced by treating zinc and 1174: 1101: 1096: 1053: 1023: 1003: 441: 437: 409: 865: 998: 993: 799: 418: 414: 161: 463:
The compound is a prototypical zinc dithiocarbamate, a broad class of
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Zinc bis(diethyldithiocarbamate) complexes degrade thermally to give
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Alternatively, ziram is used as an additive ingredient in industrial
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Except where otherwise noted, data are given for materials in their
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Rüdiger Schubart (2000). "Dithiocarbamic Acid and Derivatives".
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InChI=1S/2C3H7NS2.Zn/c2*1-4(2)3(5)6;/h2*1-2H3,(H,5,6);/q;;+2/p-2
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Extension Toxicology Network Pesticide Information Profiles
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Van Gysel, August B.; Musin, Willy (2000). "Methylamines".
1350: 1183: 1120: 936: 549:Structure of the ethyl-methyl carbamate derivative 692: 690: 491:), as illustrated with dimethyldithiocarbamate: 173: 707:. United States Environmental Protection Agency 379:of rubber, and other industrial applications. 85: 754:Ullmann's Encyclopedia of Industrial Chemistry 662:Ullmann's Encyclopedia of Industrial Chemistry 371:. It is a pale yellow solid that is used as a 914: 8: 892:in the Pesticide Properties DataBase (PPDB) 819: 817: 577:(L) such as amines, which give adducts Zn(S 921: 907: 899: 617:places it in the "highly toxic" category. 569:are dimeric, i.e. their proper formula is 226: 151: 129: 15: 193: 609:Pesticide Database concluded that its LC 651: 272: 247: 222: 142: 254:Key: DUBNHZYBDBBJHD-UHFFFAOYSA-L 7: 633:Nickel bis(dimethyldithiocarbamate) 164: 64:zinc dimethyldithiocarbamate, Ziram 627:Iron tris(dimethyldithiocarbamate) 14: 1453:Aldehyde dehydrogenase inhibitors 889:Zinc bis(dimethyldithiocarbamate) 444:, and paint. It also serves as a 639:Zinc bis(diethyldithiocarbamate) 308: 302: 48:′)(μ-dimethylcarbamodithioato-1κ 22: 1412:Monoamine metabolism modulators 599:Environmental Protection Agency 345:(at 25 °C , 100 kPa). 314: 296: 40:(μ-Dimethylcarbamodithioato-1κ 1: 1404:Monoamine reuptake inhibitors 1384:Receptor/signaling modulators 455:on outdoor ornamental items. 839:10.1016/0277-5387(95)00559-5 603:high risk to aquatic species 361:Zinc dimethyldithiocarbamate 320: 1469: 1408:Monoamine releasing agents 557:Compounds of the type Zn(S 1448:Monoaminergic neurotoxins 1376: 930:Monoaminergic neurotoxins 339: 283: 263: 238: 69: 61: 35: 30: 21: 762:10.1002/14356007.a09_001 671:10.1002/14356007.a16_535 607:Pesticide Action Network 756:. Weinheim: Wiley-VCH. 665:. Weinheim: Wiley-VCH. 369:dimethyldithiocarbamate 554: 467:with the formulae Zn(R 465:coordination complexes 275:CN(C)C(=S).CN(C)C(=S). 1307:MDMA (midomafetamine) 548: 391:on apples and pears, 1170:Oxidopamine (6-OHDA) 1092:Oxidopamine (6-OHDA) 1082:-Methylnorsalsolinol 377:sulfur vulcanization 365:coordination complex 1292:MDA (tenamfetamine) 1223:4-CAB (α-ethyl-PCA) 1165:MDA (tenamfetamine) 866:10.1021/ic00345a020 335: g·mol 18: 960:-Cysteinyldopamine 800:10.1039/c0ce00982b 593:Ecological effects 555: 349:Infobox references 16: 1420: 1419: 1415: 1252:-Dimethyldopamine 1243:α-Me-DA (3,4-DHA) 860:(20): 4011–4015. 833:(16): 2801–2808. 357:Chemical compound 355: 354: 207:CompTox Dashboard 111:Interactive image 1460: 1443:Dithiocarbamates 1378: 1029:Dopamine quinone 923: 916: 909: 900: 870: 869: 849: 843: 842: 821: 812: 811: 782: 776: 775: 749: 743: 742: 740: 738: 723: 717: 716: 714: 712: 702: 694: 685: 684: 656: 429:, and table and 395:in peaches, and 334: 322: 316: 310: 304: 298: 291:Chemical formula 231: 230: 215: 213: 197: 177: 166: 155: 144: 133: 113: 89: 26: 19: 1468: 1467: 1463: 1462: 1461: 1459: 1458: 1457: 1423: 1422: 1421: 1416: 1372: 1346: 1322:Norfenfluramine 1312:Methamphetamine 1179: 1116: 1069:MPP (cyperquat) 1064:Methamphetamine 975:ALDH inhibitors 932: 927: 896: 879: 874: 873: 851: 850: 846: 823: 822: 815: 784: 783: 779: 772: 751: 750: 746: 736: 734: 725: 724: 720: 710: 708: 705:EPA R.E.D Facts 700: 696: 695: 688: 681: 658: 657: 653: 648: 623: 612: 595: 588: 584: 580: 572: 568: 564: 560: 552: 543: 522: 518: 514: 510: 506: 502: 498: 490: 486: 481:dithiocarbamate 478: 474: 470: 461: 385: 358: 351: 346: 332: 319: 313: 307: 301: 293: 279: 276: 271: 270: 259: 256: 255: 252: 246: 245: 234: 216: 209: 200: 180: 167: 136: 116: 103: 92: 79: 65: 57: 12: 11: 5: 1466: 1464: 1456: 1455: 1450: 1445: 1440: 1438:Zinc compounds 1435: 1425: 1424: 1418: 1417: 1377: 1374: 1373: 1371: 1370: 1365: 1360: 1354: 1352: 1348: 1347: 1345: 1344: 1339: 1334: 1329: 1324: 1319: 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1166: 1163: 1161: 1158: 1156: 1153: 1151: 1150:6-Hydroxydopa 1148: 1146: 1143: 1141: 1138: 1136: 1133: 1131: 1130:2'-Amino-MPTP 1128: 1127: 1125: 1123: 1122:Noradrenergic 1119: 1113: 1110: 1108: 1105: 1103: 1100: 1098: 1095: 1093: 1090: 1088: 1087:Norsalsolinol 1085: 1083: 1081: 1077: 1075: 1072: 1070: 1067: 1065: 1062: 1060: 1057: 1055: 1052: 1050: 1047: 1045: 1042: 1040: 1037: 1035: 1034:Fenpropathrin 1032: 1030: 1027: 1025: 1022: 1020: 1019:DOPAL quinone 1017: 1015: 1012: 1010: 1007: 1005: 1002: 1000: 997: 995: 992: 990: 987: 984: 983:methylmercury 980: 976: 973: 971: 968: 966: 963: 961: 959: 954: 952: 949: 947: 944: 943: 941: 939: 935: 931: 924: 919: 917: 912: 910: 905: 904: 901: 897: 891: 890: 886: 884: 881: 880: 876: 867: 863: 859: 855: 848: 845: 840: 836: 832: 828: 820: 818: 814: 809: 805: 801: 797: 793: 789: 781: 778: 773: 767: 763: 759: 755: 748: 745: 732: 728: 722: 719: 706: 699: 693: 691: 687: 682: 676: 672: 668: 664: 663: 655: 652: 645: 640: 637: 634: 631: 628: 625: 624: 620: 618: 616: 608: 604: 600: 592: 590: 576: 547: 540: 538: 536: 531: 529: 507:+ Zn → Zn((CH 494: 493: 492: 482: 466: 458: 456: 454: 451: 447: 443: 439: 434: 432: 428: 424: 420: 416: 411: 406: 402: 398: 394: 390: 382: 380: 378: 374: 370: 367:of zinc with 366: 362: 350: 344: 338: 331: 329: 326: 325: 295: 292: 288: 287: 282: 273: 269: 262: 248: 244: 237: 229: 225: 224:DTXSID0021464 221: 220: 218: 208: 204: 203: 196: 192: 191: 189: 187: 184: 183: 176: 172: 171: 169: 163: 159: 158: 154: 150: 147: 145: 143:ECHA InfoCard 140: 139: 132: 128: 127: 125: 123: 120: 119: 112: 108: 107: 105: 101: 96: 95: 88: 84: 83: 81: 78: 74: 73: 68: 60: 55: 51: 47: 43: 38: 34: 29: 25: 20: 1380: 1379: 1267:Fenfluramine 1249: 1185:Serotonergic 1111: 1079: 1009:DOPA quinone 957: 938:Dopaminergic 895: 887: 857: 853: 847: 830: 826: 794:(14): 4572. 791: 788:CrystEngComm 787: 780: 753: 747: 735:. Retrieved 730: 721: 709:. Retrieved 704: 660: 654: 596: 556: 535:zinc sulfide 532: 525: 462: 435: 386: 383:Applications 360: 359: 70:Identifiers 62:Other names 53: 49: 45: 41: 1388:Adrenergics 1272:Haloperidol 1039:Haloperidol 989:Amphetamine 854:Inorg. Chem 397:anthracnose 284:Properties 149:100.004.808 1433:Fungicides 1427:Categories 1208:2,4,5-THMA 1107:Salsolinol 979:disulfiram 951:2,4,5-THMA 827:Polyhedron 771:3527306730 646:References 615:amphibians 423:nectarines 328:Molar mass 195:73D8UA974J 122:ChemSpider 98:3D model ( 77:CAS Number 37:IUPAC name 1381:See also: 1203:2,4,5-THA 1135:2,4,5-THA 946:2,4,5-THA 808:1466-8033 737:April 26, 711:April 26, 597:The U.S. 541:Structure 459:Chemistry 453:repellent 438:adhesives 405:brown rot 393:leaf curl 373:fungicide 1351:Unsorted 1175:Xylamine 1102:Rotenone 1097:Paraquat 1054:Mancozeb 1024:Dopamine 1004:Dieldrin 621:See also 442:caulking 433:grapes. 410:chemical 87:137-30-4 1238:5,7-DHT 1233:5,6-DHT 1218:3,4-DCA 1198:2,4-DCA 1155:DOPEGAL 1145:5,7-DHT 1140:5,6-DHT 999:Daidzin 994:Benomyl 977:(e.g., 965:5,6-DHT 727:"Ziram" 698:"Ziram" 575:ligands 528:granule 419:peaches 415:almonds 162:PubChem 1358:5-HIAL 806:  768:  677:  530:form. 450:mammal 431:raisin 401:blight 375:, the 333:305.80 268:SMILES 31:Names 17:Ziram 1368:RHPTP 1228:5-IAI 1160:DSP-4 1112:Ziram 1059:Maneb 1014:DOPAL 701:(PDF) 495:2 (CH 427:pears 363:is a 243:InChI 100:JSmol 1363:RHPP 1337:PCMA 1317:MMAI 1302:MDEA 1297:MDAI 1287:MBDB 1282:HPTP 1213:3-CA 1074:MPTP 1049:HPTP 804:ISSN 766:ISBN 739:2015 713:2015 675:ISBN 448:and 446:bird 399:and 389:scab 186:UNII 175:8722 131:8397 56:)bis 52:′,2κ 1342:PIA 1332:PCA 1327:PBA 1277:HPP 1262:DCA 1257:αET 1044:HPP 862:doi 835:doi 796:doi 758:doi 667:doi 611:50 589:L. 581:CNR 561:CNR 515:NCS 503:NCS 487:NCS 471:NCS 212:EPA 165:CID 44:,2κ 1429:: 1410:• 1406:• 1402:• 1398:• 1394:• 1390:• 1386:• 1248:α, 981:, 956:5- 858:29 856:. 831:15 829:. 816:^ 802:. 792:13 790:. 764:. 729:. 703:. 689:^ 673:. 537:. 483:(R 440:, 425:, 421:, 417:, 321:Zn 306:12 1250:N 1080:N 985:) 958:S 922:e 915:t 908:v 868:. 864:: 841:. 837:: 810:. 798:: 774:. 760:: 741:. 715:. 683:. 669:: 587:2 585:) 583:2 579:2 571:2 567:2 565:) 563:2 559:2 553:. 551:2 521:2 519:) 517:2 513:2 511:) 509:3 505:2 501:2 499:) 497:3 489:2 485:2 477:2 475:) 473:2 469:2 318:4 315:S 312:2 309:N 303:H 300:6 297:C 214:) 210:( 102:) 54:S 50:S 46:S 42:S

Index

Chemical structure of Ziram
IUPAC name
CAS Number
137-30-4
JSmol
Interactive image
ChemSpider
8397
ECHA InfoCard
100.004.808
Edit this at Wikidata
PubChem
8722
UNII
73D8UA974J
CompTox Dashboard
DTXSID0021464
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
Infobox references
coordination complex
dimethyldithiocarbamate
fungicide
sulfur vulcanization
scab
leaf curl

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