Knowledge (XXG)

Methyl carbamate

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Methyl carbamate is used primarily in the textile and polymer industries as a reactive intermediate. In the textile industry, it is used in the manufacture of dimethylol methyl carbamate-based resins that are applied on polyester cotton blend fabrics as durable-press finishes. The treated fabrics
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have good crease-angle retention, resist acid souring in commercial laundries, do not retain chlorine, and have flame-retardant properties. Methyl carbamate also is used in the manufacture of pharmaceuticals, insecticides, and urethane.
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Foureman P, Mason JM, Valencia R, Zimmering S (1994). "Chemical mutagenesis testing in Drosophila. IX. Results of 50 coded compounds tested for the National Toxicology Program".
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Jäger, Peter; Rentzea, Costin N.; Kieczka, Heinz (2012). "Carbamates and Carbamoyl Chlorides".
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Except where otherwise noted, data are given for materials in their
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National Pesticide Information Center at Oregon State University
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1987 NIH study of methyl carbamate's carcinogenicity
503:Methyl carbamate is prepared by the reaction of 220: 72: 684:Ullmann's Encyclopedia of Industrial Chemistry 8: 616:are widely used as insecticides. They have 273: 178: 156: 15: 298:InChI=1S/C2H5NO2/c1-5-2(3)4/h1H3,(H2,3,4) 240: 308:InChI=1/C2H5NO2/c1-5-2(3)4/h1H3,(H2,3,4) 647: 329: 294: 269: 620:activity without a cumulative effect. 413:177 °C (351 °F; 450 K) 169: 403:52 °C (126 °F; 325 K) 301:Key: GTCAXTIRRLKXRU-UHFFFAOYSA-N 136: 116: 7: 311:Key: GTCAXTIRRLKXRU-UHFFFAOYAJ 211: 195: 14: 542:It also forms in the reaction of 439: 31: 22: 435:(at 25 °C , 100 kPa). 500:H). It is a colourless solid. 1: 656:"Alfa Aesar Methyl carbamate" 598:The compound was detected in 594:Production, use, and exposure 772:National Toxocology Program 572:(it tested negative in the 840: 576:), but it is mutagenic in 562:Unlike its close relative 488:and the simplest ester of 429: 340: 320: 285: 56: 44: 39: 30: 21: 693:10.1002/14356007.a05_051 687:. Weinheim: Wiley-VCH. 566:it is not mutagenic in 375:75 g/mol 718:Environ. Mol. Mutagen 558:Safety and occurrence 604:dimethyl dicarbonate 548:methyl chloroformate 46:Preferred IUPAC name 614:N-Methyl carbamates 420:Solubility in water 18: 748:2006-05-12 at the 618:anticholinesterase 552:dimethyl carbonate 462:Infobox references 16: 470:Chemical compound 468: 467: 254:CompTox Dashboard 98:Interactive image 17:Methyl carbamate 831: 785: 780: 774: 769: 763: 758: 752: 740: 734: 733: 713: 707: 706: 678: 672: 671: 669: 667: 652: 486:organic compound 474:Methyl carbamate 452: 446: 443: 442: 348:Chemical formula 278: 277: 262: 260: 244: 224: 213: 199: 182: 171: 160: 140: 120: 100: 76: 50:Methyl carbamate 35: 26: 19: 839: 838: 834: 833: 832: 830: 829: 828: 809: 808: 794: 789: 788: 781: 777: 770: 766: 759: 755: 750:Wayback Machine 741: 737: 715: 714: 710: 703: 680: 679: 675: 665: 663: 654: 653: 649: 644: 635:Ethyl carbamate 626: 602:preserved with 596: 564:ethyl carbamate 560: 538: 534: 530: 526: 522: 518: 499: 495: 471: 464: 459: 458: 457:  ?) 448: 444: 440: 436: 422: 364: 360: 356: 350: 336: 333: 328: 327: 316: 313: 312: 309: 303: 302: 299: 293: 292: 281: 263: 256: 247: 227: 214: 202: 163: 143: 123: 103: 90: 79: 66: 52: 51: 12: 11: 5: 837: 835: 827: 826: 821: 811: 810: 807: 806: 800: 793: 792:External links 790: 787: 786: 775: 764: 753: 735: 708: 702:978-3527306732 701: 673: 646: 645: 643: 640: 639: 638: 632: 625: 622: 595: 592: 588:Proposition 65 559: 556: 540: 539: 536: 532: 528: 524: 520: 516: 497: 493: 478:methylurethane 469: 466: 465: 460: 438: 437: 433:standard state 430: 427: 426: 423: 418: 415: 414: 411: 405: 404: 401: 395: 394: 393:1.136 (56 °C) 391: 385: 384: 381: 377: 376: 373: 367: 366: 362: 358: 354: 351: 346: 343: 342: 338: 337: 335: 334: 331: 323: 322: 321: 318: 317: 315: 314: 310: 307: 306: 304: 300: 297: 296: 288: 287: 286: 283: 282: 280: 279: 266: 264: 252: 249: 248: 246: 245: 237: 235: 229: 228: 226: 225: 217: 215: 207: 204: 203: 201: 200: 192: 190: 184: 183: 173: 165: 164: 162: 161: 153: 151: 145: 144: 142: 141: 133: 131: 125: 124: 122: 121: 113: 111: 105: 104: 102: 101: 93: 91: 84: 81: 80: 78: 77: 69: 67: 62: 59: 58: 54: 53: 49: 48: 42: 41: 37: 36: 28: 27: 13: 10: 9: 6: 4: 3: 2: 836: 825: 822: 820: 819:Methyl esters 817: 816: 814: 804: 801: 799: 796: 795: 791: 784: 779: 776: 773: 768: 765: 762: 757: 754: 751: 747: 744: 739: 736: 731: 727: 723: 719: 712: 709: 704: 698: 694: 690: 686: 685: 677: 674: 661: 657: 651: 648: 641: 636: 633: 631: 628: 627: 623: 621: 619: 615: 611: 607: 605: 601: 593: 591: 589: 585: 581: 580: 575: 571: 570: 565: 557: 555: 553: 549: 545: 514: 513: 512: 510: 506: 501: 491: 490:carbamic acid 487: 483: 479: 476:(also called 475: 463: 456: 451: 434: 428: 424: 421: 417: 416: 412: 410: 409:Boiling point 407: 406: 402: 400: 399:Melting point 397: 396: 392: 390: 387: 386: 382: 379: 378: 374: 372: 369: 368: 352: 349: 345: 344: 339: 330: 326: 319: 305: 295: 291: 284: 276: 272: 271:DTXSID8020834 268: 267: 265: 255: 251: 250: 243: 239: 238: 236: 234: 231: 230: 223: 219: 218: 216: 210: 206: 205: 198: 194: 193: 191: 189: 186: 185: 181: 177: 174: 172: 170:ECHA InfoCard 167: 166: 159: 155: 154: 152: 150: 147: 146: 139: 138:ChEMBL1085707 135: 134: 132: 130: 127: 126: 119: 115: 114: 112: 110: 107: 106: 99: 95: 94: 92: 88: 83: 82: 75: 71: 70: 68: 65: 61: 60: 55: 47: 43: 38: 34: 29: 25: 20: 778: 767: 756: 738: 724:(1): 51–63. 721: 717: 711: 682: 676: 664:. Retrieved 662:. Alfa Aesar 659: 650: 612: 608: 597: 577: 567: 561: 541: 502: 481: 477: 473: 472: 383:white solid 57:Identifiers 527:OH → CH 380:Appearance 341:Properties 176:100.009.037 118:CHEBI:76606 824:Carbamates 813:Categories 805:(PDF file) 761:Inchem.org 660:Alfa Aesar 642:References 637:(urethane) 579:Drosophila 569:Salmonella 482:urethylane 371:Molar mass 242:9WFX634X2T 149:ChemSpider 85:3D model ( 64:CAS Number 666:4 October 630:Carbamate 574:Ames test 746:Archived 624:See also 505:methanol 484:) is an 332:O=C(OC)N 74:598-55-0 730:8125083 544:ammonia 531:OC(O)NH 455:what is 453: ( 425:20 g/L 389:Density 365: 209:PubChem 728:  699:  450:verify 447:  325:SMILES 197:C19445 129:ChEMBL 40:Names 743:OEHHA 600:wines 546:with 535:+ NH 523:+ CH 515:CO(NH 480:, or 290:InChI 222:11722 158:11229 109:ChEBI 87:JSmol 798:MSDS 726:PMID 697:ISBN 668:2021 584:rats 509:urea 507:and 233:UNII 188:KEGG 689:doi 550:or 496:NCO 259:EPA 212:CID 815:: 722:23 720:. 695:. 658:. 606:. 590:. 554:. 511:: 492:(H 361:NO 732:. 705:. 691:: 670:. 537:3 533:2 529:3 525:3 521:2 519:) 517:2 498:2 494:2 445:N 363:2 359:5 357:H 355:2 353:C 261:) 257:( 89:)

Index

Structural formula
Ball-and-stick model
Preferred IUPAC name
CAS Number
598-55-0
JSmol
Interactive image
ChEBI
CHEBI:76606
ChEMBL
ChEMBL1085707
ChemSpider
11229
ECHA InfoCard
100.009.037
Edit this at Wikidata
KEGG
C19445
PubChem
11722
UNII
9WFX634X2T
CompTox Dashboard
DTXSID8020834
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Density

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