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Dinitro-ortho-cresol

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OH. It is a yellow solid that is only slightly soluble in water. It is extremely toxic to humans and was previously used as a herbicide and insecticide.
823:"Poisoning by dinitro-ortho-cresol; some observations on the effects of dinitro-ortho-cresol administered by mouth to human volunteers" 979: 901:
Biegaǹska, Jolanta (1 February 2005). "Neutralization of 4,6-Dinitro- o -cresol Waste Pesticide by Means of Detonative Combustion".
254: 984: 218: 873: 994: 989: 524: 491: 478: 928: 180: 639: 595: 929:"Chemical poisoning -- Dinitrocresol Symptoms, Diagnosis, Treatments and Causes - RightDiagnosis.com" 40: 969: 235: 108: 949: 552: 594:. The resulting disulfonate is then treated with nitric acid to give DNOC. A variety of related 852: 803: 615: 974: 910: 842: 834: 793: 785: 754: 548: 395: 299: 27: 162: 118: 239: 184: 847: 822: 798: 773: 518: 406: 963: 384: 374: 173: 653:
since the 1930s. It was banned for use as a pesticide in the United States in 1991.
660:-cresol poisoning, due to ingestion or other forms of exposure, include confusion, 206: 730:. National Institute for Occupational Safety and Health (NIOSH). 4 December 2014 646: 584: 445: 421: 954: 705: 623: 333: 153: 758: 723: 650: 635: 619: 856: 807: 838: 665: 611: 588: 789: 774:"Some Observations on the Toxic Properties of 3:5-Dinitro-Ortho-Cresol" 603: 364: 193: 914: 645:
DNOC was one of the earliest pesticides developed, being used as an
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Except where otherwise noted, data are given for materials in their
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InChI=1S/C7H6N2O5/c1-4-6(9(13)14)2-5(8(11)12)3-7(4)10/h2-3,10H,1H3
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are known including those where the methyl group is replaced by
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Immediately Dangerous to Life or Health Concentrations (IDLH)
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National Institute for Occupational Safety and Health
772:Parker, V. H.; Barnes, J. M.; Denz, F. A. (1951). 749:Gerald Booth (2007). "Nitro Compounds, Aromatic". 205: 874:"4,6-DINITRO-o-CRESOL (DNOC) (including salts)" 117: 821:Harvey, DG; Bidstrup, PL; Bonnell, JA (1951). 751:Ullmann's Encyclopedia of Industrial Chemistry 8: 955:CDC - NIOSH Pocket Guide to Chemical Hazards 379:86.5 °C (187.7 °F; 359.6 K) 238: 183: 161: 15: 846: 797: 704:NIOSH Pocket Guide to Chemical Hazards. 778:Occupational and Environmental Medicine 681: 281: 259: 234: 903:Environmental Science & Technology 699: 697: 695: 693: 691: 689: 687: 685: 638:, which means that it interferes with 389:312 °C (594 °F; 585 K) 174: 868: 866: 7: 618:). These are prepared by the direct 196: 14: 317: 311: 26: 881:Environmental Protection Agency 583:This compound is prepared by di 521:(at 25 °C , 100 kPa). 323: 305: 1: 472:(US health exposure limits): 460:24.6 mg/kg (oral, guinea pig) 87:3,5-Dinitro-2-hydroxytoluene 71:4,6-Dinitro-2-hydroxytoluene 668:, shortness of breath, and 434:or concentration (LD, LC): 90:4,6-Dinitro-2-methyl phenol 1011: 77:2-Methyl-3,5-dinitrophenol 45:2-Methyl-3,5-dinitrophenol 950:World Health Organization 515: 466: 458:24.6 mg/kg (oral, rabbit) 430: 415: 292: 272: 250: 101: 51: 39: 34: 25: 980:Nitrotoluene derivatives 759:10.1002/14356007.a17_411 284:(=O)c1cc(O)c(c(()=O)c1)C 985:Nitrophenol derivatives 827:British Medical Journal 753:. Weinheim: Wiley-VCH. 630:Applications and safety 614:), and 1-methylheptyl ( 933:www.rightdiagnosis.com 649:since the 1890s and a 640:adenosine triphosphate 456:21 mg/kg (oral, mouse) 839:10.1136/bmj.2.4722.13 462:31 mg/kg (oral, rat) 656:Symptoms of dinitro- 454:50 mg/kg (oral, cat) 411:0.00005 mmHg (20°C) 41:Preferred IUPAC name 790:10.1136/oem.8.4.226 452:7 mg/kg (oral, rat) 396:Solubility in water 341: g·mol 22: 724:"Dinitro-o-cresol" 553:structural formula 525:Infobox references 507:(Immediate danger) 16: 995:4-Tolyl compounds 990:2-Tolyl compounds 915:10.1021/es035327p 533:Chemical compound 531: 530: 219:CompTox Dashboard 143:Interactive image 1002: 937: 936: 925: 919: 918: 909:(4): 1190–1196. 898: 892: 891: 889: 887: 878: 870: 861: 860: 850: 818: 812: 811: 801: 769: 763: 762: 746: 740: 739: 737: 735: 720: 714: 713: 701: 549:organic compound 340: 325: 319: 313: 307: 300:Chemical formula 243: 242: 227: 225: 209: 198: 187: 176: 165: 145: 121: 30: 23: 1010: 1009: 1005: 1004: 1003: 1001: 1000: 999: 960: 959: 946: 941: 940: 927: 926: 922: 900: 899: 895: 885: 883: 876: 872: 871: 864: 820: 819: 815: 771: 770: 766: 748: 747: 743: 733: 731: 722: 721: 717: 703: 702: 683: 678: 632: 581: 574: 570: 566: 562: 558: 534: 527: 522: 508: 495: 482: 461: 459: 457: 455: 453: 449: 443: 426:noncombustible 398: 338: 328: 322: 316: 310: 302: 288: 285: 280: 279: 268: 265: 264: 258: 257: 246: 228: 221: 212: 199: 168: 148: 135: 124: 111: 97: 96: 47: 46: 12: 11: 5: 1008: 1006: 998: 997: 992: 987: 982: 977: 972: 962: 961: 958: 957: 952: 945: 944:External links 942: 939: 938: 920: 893: 862: 833:(4722): 13–6. 813: 764: 741: 715: 680: 679: 677: 674: 631: 628: 580: 577: 572: 568: 564: 560: 556: 532: 529: 528: 523: 519:standard state 516: 513: 512: 509: 503: 500: 499: 498:TWA 0.2 mg/m 496: 490: 487: 486: 485:TWA 0.2 mg/m 483: 477: 474: 473: 464: 463: 450: 441: 439: 436: 435: 428: 427: 424: 418: 417: 413: 412: 409: 407:Vapor pressure 403: 402: 399: 394: 391: 390: 387: 381: 380: 377: 371: 370: 367: 361: 360: 357: 351: 350: 347: 343: 342: 336: 330: 329: 326: 320: 314: 308: 303: 298: 295: 294: 290: 289: 287: 286: 283: 275: 274: 273: 270: 269: 267: 266: 262: 261: 253: 252: 251: 248: 247: 245: 244: 231: 229: 217: 214: 213: 211: 210: 202: 200: 192: 189: 188: 178: 170: 169: 167: 166: 158: 156: 150: 149: 147: 146: 138: 136: 129: 126: 125: 123: 122: 114: 112: 107: 104: 103: 99: 98: 95: 94: 91: 88: 85: 78: 75: 72: 69: 62: 54: 53: 49: 48: 44: 43: 37: 36: 32: 31: 13: 10: 9: 6: 4: 3: 2: 1007: 996: 993: 991: 988: 986: 983: 981: 978: 976: 973: 971: 968: 967: 965: 956: 953: 951: 948: 947: 943: 934: 930: 924: 921: 916: 912: 908: 904: 897: 894: 882: 875: 869: 867: 863: 858: 854: 849: 844: 840: 836: 832: 828: 824: 817: 814: 809: 805: 800: 795: 791: 787: 783: 779: 775: 768: 765: 760: 756: 752: 745: 742: 729: 725: 719: 716: 711: 707: 700: 698: 696: 694: 692: 690: 688: 686: 682: 675: 673: 671: 667: 663: 659: 654: 652: 648: 643: 641: 637: 629: 627: 625: 621: 617: 613: 609: 605: 601: 597: 593: 591: 586: 578: 576: 554: 550: 546: 542: 540: 526: 520: 514: 510: 506: 502: 501: 497: 494:(Recommended) 493: 489: 488: 484: 481:(Permissible) 480: 476: 475: 471: 470: 465: 451: 447: 438: 437: 433: 429: 425: 423: 420: 419: 414: 410: 408: 405: 404: 401:0.01% (20°C) 400: 397: 393: 392: 388: 386: 385:Boiling point 383: 382: 378: 376: 375:Melting point 373: 372: 368: 366: 363: 362: 358: 356: 353: 352: 349:Yellow solid 348: 345: 344: 337: 335: 332: 331: 304: 301: 297: 296: 291: 282: 278: 271: 260: 256: 249: 241: 237: 236:DTXSID1022053 233: 232: 230: 220: 216: 215: 208: 204: 203: 201: 195: 191: 190: 186: 182: 179: 177: 175:ECHA InfoCard 172: 171: 164: 160: 159: 157: 155: 152: 151: 144: 140: 139: 137: 133: 128: 127: 120: 116: 115: 113: 110: 106: 105: 100: 92: 89: 86: 83: 79: 76: 73: 70: 67: 63: 60: 56: 55: 50: 42: 38: 33: 29: 24: 20: 932: 923: 906: 902: 896: 884:. Retrieved 880: 830: 826: 816: 781: 777: 767: 750: 744: 732:. Retrieved 727: 718: 657: 655: 644: 633: 607: 599: 589: 582: 544: 538: 536: 535: 468: 431: 102:Identifiers 81: 80:4,6-Dinitro- 65: 64:3,5-Dinitro- 58: 57:3,5-Dinitro- 52:Other names 18: 886:14 December 647:insecticide 634:DNOC is an 624:alkyphenols 596:derivatives 585:sulfonation 579:Preparation 446:median dose 432:Lethal dose 422:Flash point 346:Appearance 293:Properties 181:100.007.821 970:Uncouplers 964:Categories 784:(4): 226. 676:References 369:1.58 g/cm 334:Molar mass 154:ChemSpider 130:3D model ( 109:CAS Number 651:herbicide 636:uncoupler 620:nitration 551:with the 359:Odorless 857:14839311 808:14878957 734:17 March 712:(NIOSH). 670:sweating 666:headache 612:dinoterb 610:-butyl ( 602:-butyl ( 547:) is an 537:Dinitro- 416:Hazards 119:497-56-3 21:-cresol 17:Dinitro- 975:Cresols 848:2069381 799:1037342 706:"#0234" 622:of the 616:dinocap 604:dinoseb 592:-cresol 541:-cresol 511:5 mg/m 365:Density 339:198.134 194:PubChem 84:-cresol 68:-cresol 61:-cresol 855:  845:  806:  796:  277:SMILES 35:Names 877:(PDF) 662:fever 658:ortho 539:ortho 469:NIOSH 255:InChI 207:68131 163:61439 132:JSmol 59:ortho 19:ortho 888:2023 853:PMID 804:PMID 736:2015 608:tert 545:DNOC 505:IDLH 355:Odor 74:DNOC 911:doi 843:PMC 835:doi 794:PMC 786:doi 755:doi 606:), 600:sec 587:of 567:(NO 492:REL 479:PEL 224:EPA 197:CID 93:DNC 966:: 931:. 907:39 905:. 879:. 865:^ 851:. 841:. 829:. 825:. 802:. 792:. 780:. 776:. 726:. 708:. 684:^ 672:. 664:, 626:. 555:CH 442:50 440:LD 935:. 917:. 913:: 890:. 859:. 837:: 831:2 810:. 788:: 782:8 761:. 757:: 738:. 590:o 573:2 571:) 569:2 565:2 563:H 561:6 559:C 557:3 543:( 448:) 444:( 327:5 324:O 321:2 318:N 315:6 312:H 309:7 306:C 226:) 222:( 134:) 82:o 66:o

Index


Preferred IUPAC name
CAS Number
497-56-3
JSmol
Interactive image
ChemSpider
61439
ECHA InfoCard
100.007.821
Edit this at Wikidata
PubChem
68131
CompTox Dashboard
DTXSID1022053
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Odor
Density
Melting point
Boiling point
Solubility in water
Vapor pressure
Flash point
median dose
NIOSH
PEL

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