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Methyldichloroarsine: Difference between revisions

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1384:<ref>{{cite journal | vauthors = Wood JR | title = Chemical Warfare-A Chemical and Toxicological Review | journal = American Journal of Public Health and the Nation's Health | volume = 34 | issue = 5 | pages = 455–60 | date = May 1944 | pmid = 18015982 | pmc = 1625133 | doi = 10.2105/AJPH.34.5.455 }}</ref> 2132:
Besides avoiding situations in which it might be used, an ] filter and a ] can help protect against MD. It should, however, be noted that MD can penetrate ], so some masks and clothing are ineffective.<ref name=ledgard/> Other protective clothing, such as full body protection, are useful as
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Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per [[Knowledge:WikiProject
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73yFBWU8ckX4vCH8qafExaduwN0&hl=en&sa=X&oi=book_result&resnum=1&ct=result</ref> Other symptoms include: ] with vesicle formation; ] and ]. ]s, ], ], and ] with damage to the ] can be delayed for about three to five days; ] can also occur.<ref
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It should, however, be noted that MD can penetrate ], so some masks and clothing are ineffective.<ref name=ledgard/> Other protective clothing, such as full body protection, are useful as well. Among the agents useful for decontamination of MD are ] and ].<ref
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216 | isbn = 9781420052664 | publisher = CRC Press }}</ref> Other symptoms include: ] with vesicle formation; ] and ]. ]s, ], ], and ] with damage to the ] can be delayed for about three to five days; ] can also occur.<ref name =
78: 35: 1355:'''Methyldichloroarsine''', sometimes abbreviated "MD", is an ] with the formula CH<sub>3</sub>AsCl<sub>2</sub>. This colourless volatile liquid is a highly toxic ] that has been used in ].<ref name= 86: 2068:
MD is not persistent, meaning that it will dissipate after a short time.<ref name=emergency/> It is, however, still quite lethal. The ] for MD is about 3,000&nbsp;mg/min.<ref name=emergency/>
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Focusing on the ] center, the molecule is pyramidal with the Cl-As-Cl and C-As-Cl angles approaching 90Β° (see image). Virtually all related arsenic(III) compounds adopt similar structures.
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MD is not persistent, meaning that it will dissipate after a short time.<ref name=emergency/> It is, however, still quite lethal. The ] for MD is about 3,000&nbsp;mg/
1770::CH<sub>3</sub>AsO(ONa)<sub>2</sub> + SO<sub>2</sub> β†’ CH<sub>3</sub>AsO + Na<sub>2</sub>SO<sub>4</sub>, 1763::CH<sub>3</sub>AsO(ONa)<sub>2</sub> + SO<sub>2</sub> β†’ CH<sub>3</sub>AsO + Na<sub>2</sub>SO<sub>4</sub>, 57: 1386:
is an ] with the formula CH<sub>3</sub>AsCl<sub>2</sub>. This colourless volatile liquid is a highly toxic ] that has been used in ].<ref name=
1999:
Although some of its symptoms resemble those from ], other symptoms include ] to the eyes and to the nose, although ]ing may be delayed for hours.<ref name=
1957:
Although some of its symptoms resemble those from ], other symptoms include ] to the eyes and to the nose, although ]ing may be delayed for hours.<ref name=
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pyramidal with the Cl-As-Cl and C-As-Cl angles approaching 90Β° (see image). Virtually all related arsenic(III) compounds adopt similar structures.
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name=northshore/><ref>http://web.gideononline.com/abstract.php?module=toxagents&disease=1636&view=General</ref>
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Methyldichloroarsine's only documented large-scale use is as a ].{{Citation needed|date=December 2008}}{{Clarify|date=December 2008}}
1718::AsCl<sub>3</sub> + CH<sub>3</sub>MgCl β†’ CH<sub>3</sub>AsCl<sub>2</sub> + ] 1711::AsCl<sub>3</sub> + CH<sub>3</sub>MgCl β†’ CH<sub>3</sub>AsCl<sub>2</sub> + ] 213: 157: 1861::CH<sub>3</sub>AsO + 2 HCl β†’ CH<sub>3</sub>AsCl<sub>2</sub> + H<sub>2</sub>O 1854::CH<sub>3</sub>AsO + 2 HCl β†’ CH<sub>3</sub>AsCl<sub>2</sub> + H<sub>2</sub>O 24: 247: 217: 1669:
CA34Kf2r6n&sig=3ZuaZscVDFuliScsWni7QHRFWCo&hl=en&sa=X&oi=book_result&resnum=5&ct=result#PPA118,M1.
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subsequently reacting the monomethylarsine oxide thus formed with ] to yield methyldichloroarsine:<ref>Lohs
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subsequently reacting the monomethylarsine oxide thus formed with ] to yield methyldichloroarsine:<ref>
1680:{{ cite book | vauthors = Ledgard J | title = The Laboratory History of Chemical Warfare Agents | url = https 2120:
Besides avoiding situations in which it might be used, an ] filter and a ] can help protect against MD.
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well. Among the agents useful for decontamination of MD are ] and ].<ref name=emergency/>
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was the first organoarsenic compound to be weaponized.<ref name=emed>Fitzgerald,
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Emergency Response Handbook for Chemical and Biological Agents and Weapons | edition
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Methyldichloroarsine is produced by the reaction of ] and ]:<ref name=ledgard>
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Methyldichloroarsine is produced by the reaction of ] and ]:<ref name=ledgard>
1361:/www.northshore.org/healthresources/encyclopedia/bioterrorism/ch018200.aspx</ref 12: 236: 186: 132: 1515:
was the first organoarsenic compound to be weaponized.<ref name=emed>
266: 112: 111: 367:| ImageName = Stereo structural formula of methyldichloroarsine 1112:| ExactMass = 159.882776927 g mol<sup>-1</sup> 736:| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} 1543:
CBRNE - Vesicants, Organic Arsenicals: L, ED, MD, PD, HL
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followed by ] of the disodium monomethylarsonate with ]:
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followed by ] of the disodium monomethylarsonate with ]:
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German chemists weaponized methyldichloroarsine during ]
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ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
872:| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} 865:| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} 2011:://books.google.com/books?id=S4PW-5qHUU8C&pg=PA216 1972:://books.google.com/books?id=S4PW-5qHUU8C&pg=PA216 1682:://books.google.com/books?id=atU4GuKE8x0C&pg=PA117 1651:://books.google.com/books?id=atU4GuKE8x0C&pg=PA117 139: 1539:
http://emedicine.medscape.com/article/832158-overview
801:| StdInChI_Ref = {{stdinchicite|correct|chemspider}} 1833:
MilitΓ€rverlag der Deutschen Demokratischen Republik
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MilitΓ€rverlag der Deutschen Demokratischen Republik
1370:'''Methyldichloroarsine''', sometimes abbreviated " 838:StdInChI_Ref = {{stdinchicite|correct|chemspider}} 718:| PubChem_Ref = {{Pubchemcite|correct|PubChem}} 275:(40 intermediate revisions by 33 users not shown) 344:=Molecular_structure_of_methyldichloroarsine.png 358:Molecular_structure_of_methyldichloroarsine.png 1046:| Density = 1.836 g/cm<sup>3</sup> 214:Latest revision as of 08:56, 2 September 2024 1186:Density = 1.836 g/cm<sup>3</sup> 888:| StdInChIKey = VXRMBBLRHSRVDK-UHFFFAOYSA-N 881:| StdInChIKey = VXRMBBLRHSRVDK-UHFFFAOYSA-N 942:| InChIKey = VXRMBBLRHSRVDK-UHFFFAOYSA-N}} 453:| SystematicName = Dichloro(methyl)arsane 935:InChIKey = VXRMBBLRHSRVDK-UHFFFAOYSA-N}} 631:| InChIKey1 = VXRMBBLRHSRVDK-UHFFFAOYAY 624:| InChIKey1 = VXRMBBLRHSRVDK-UHFFFAOYAY 1618:Focusing on the ] center, the molecule 1249: 1230: 1211: 1181: 1167: 1146: 1128: 1101: 1044: 1017: 856:| StdInChI = 1S/CH3AsCl2/c1-2(3)4/h1H3 849:| StdInChI = 1S/CH3AsCl2/c1-2(3)4/h1H3 833: 813: 799: 778: 748: 734: 707: 562: 546: 514: 478: 435: 77: 34: 1602:==Structure, synthesis, reactivity== 1595:==Structure, synthesis, reactivity== 158:Revision as of 07:09, 10 August 2011 148: 131: 1380:and also known as '''methyl Dick''' 923:| InChI = 1S/CH3AsCl2/c1-2(3)4/h1H3 615:| InChI1 = 1/CH3AsCl2/c1-2(3)4/h1H3 274: 259: 228: 211: 204: 198: 167: 155: 9: 502:| ImageAltR1 = Space-filling model 201:Chemicals/Chembox validation|Chem/ 120: 2434: 916:InChI = 1S/CH3AsCl2/c1-2(3)4/h1H3 766:| MeSHName = Methyldichloroarsine 608:InChI1 = 1/CH3AsCl2/c1-2(3)4/h1H3 532:| PIN = Methylarsonous dichloride 410:| ImageAltL1 = Structural formula 95: 81: 52: 38: 564:| Abbreviations = MD<br /> 1982:Methyldichloroarsine&source 1661:Methyldichloroarsine&source 1019:| Appearance = Colorless liquid 548:|Section1={{Chembox Identifiers 1435:during ] between 1917 and 1918 967:|Section2={{Chembox Properties 519:Abbreviations = MD<br /> 1: 2417: 2406: 2395: 2384: 2375: 2364: 2355: 2344: 2337: 2328: 2321: 2312: 2305: 2234: 2227: 2206: 2157: 2150: 2128: 2116: 2071: 2064: 2040: 1995: 1953: 1914: 1814: 1775: 1674: 1643: 1614: 1607: 1500: 1423: 1366: 1351: 1310: 1299: 1193: 1151:Appearance = Colorless liquid 1108: 1076: 1062: 1051: 1024: 982: 972: 963: 947: 938: 928: 919: 909: 762: 714: 689: 679: 666: 652: 611: 601: 528: 498: 462: 449: 415: 406: 388: 374: 363: 347: 336: 324: 314: 305: 2122:<ref name=northshore/> 2083:.<ref name=emergency/> 2081:* m<sup>3</sup>) 419:| PIN = Dichloromethylarsane 14:Browse history interactively 7: 1948:===Symptoms of poisoning=== 1941:===Symptoms of poisoning=== 1831:edition = 4th | publisher = 1169:|Section3={{Chembox Hazards 2439: 1688:9781411694323 | publisher 1427:German chemists weaponized 2424: 2413: 2402: 2391: 2373: 2369: 2353: 2204: 2048: 1921: 1881: 1878: 1820:{{cite book | vauthors = 1738: 1735: 1517:{{ cite web | vauthors = 1263: 1238: 1219: 1200: 1189: 1158: 1154: 1119: 1115: 1092: 1058: 1035: 1031: 1008: 841: 822: 790: 786: 760: 756: 725: 721: 698: 553: 537: 526: 522: 496: 492: 460: 456: 426: 422: 404: 370: 309:| Watchedfields = changed 303: 282: 279: 263:Category:Methyl compounds 210: 154: 670:| CASNo_Ref = {{cascite| 248:Extended confirmed users 153: 819:= Methyldichloroarsine 709:| ChemSpiderID = 55089 659:CASNo_Ref = {{cascite| 441:= Methyldichloroarsine 1508:between 1917 and 1918 489:{{Chembox Identifiers 2288:{{Chemical warfare}} 2281:{{Chemical warfare}} 1431:methyldichloroarsine 1278:| MainHazards = ], ] 1271:| MainHazards = ], ] 960:{{Chembox Properties 753:ChemSpiderID = 55089 109: 66: 2125:name=emergency/> 2017:Cashman JR | title 1909:==Use as a weapon== 1902:==Use as a weapon== 1826:Synthetische Gifte 1804:Berlin (East), 1974 1357:northshore>http: 1197:| MeltingPtC = βˆ’55 466:| ImageSizeR1 = 125 69: 26: 2005:{{ cite book | url 1990:yAI5GDodNn&sig 1843:| language = de }} 1790:Synthetische Gifte 1103:| BoilingPtC = 133 904:| SMILES = Cl(Cl)C 897:| SMILES = Cl(Cl)C 647:| CASNo = 593-89-5 640:| CASNo = 593-89-5 328:| verifiedrevid = 318:| verifiedrevid = 226: 165: 74: 31: 2427: 1970:emergency>http 1260:{{Chembox Hazards 693:| PubChem = 61142 443:-3D-spacefill.png 212: 156: 97: 83: 70: 54: 40: 27: 2430: 2111:===Protection=== 2104:===Protection=== 1692:Lulu.com | year 1216:BoilingPtC = 133 269: 254: 244: 225: 220: 202: 193: 183: 164: 145: 144: 142: 137: 135: 127: 124: 113: 98: 84: 73: 55: 41: 30: 17: 15: 2438: 2437: 2433: 2432: 2431: 2429: 2428: 2422: 2411: 2400: 2389: 2380: 2367: 2360: 2349: 2342: 2333: 2326: 2317: 2310: 2301: 2296: 2289: 2282: 2273: 2268: 2261: 2254: 2245: 2243: 2240: 2232: 2223: 2218: 2211: 2200: 2193: 2184: 2177: 2168: 2166: 2163: 2155: 2146: 2141: 2134: 2126: 2123: 2112: 2105: 2096: 2091: 2084: 2082: 2078: 2069: 2060: 2055: 2046: 2036: 2035: 2030: 2026: 2022: 2018: 2014: 2010: 2006: 2002: 1993: 1991: 1987: 1983: 1979: 1975: 1971: 1967: 1964: 1960: 1949: 1942: 1933: 1928: 1919: 1910: 1903: 1894: 1889: 1874: 1869: 1862: 1855: 1846: 1844: 1840: 1836: 1832: 1829: 1825: 1821: 1812: 1810: 1807: 1803: 1799: 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784: 782: 767: 754: 752: 737: 719: 710: 694: 687: 686:PubChem = 61142 685: 675: 673: 664: 662: 658: 648: 641: 632: 625: 616: 609: 607: 597: 590: 581: 580:MDA<br /> 574: 573:MDA<br /> 565: 549: 533: 520: 518: 503: 490: 488: 485: 482: 467: 454: 445: 444: 440: 420: 411: 400: 399: 395: 386: 385: 381: 368: 359: 357: 354: 345: 343: 332: 331: 322: 321: 310: 299: 292: 270: 260: 258: 257: 256: 252: 250: 234: 232: 227: 221: 216: 208: 206:← Previous edit 203: 199: 197: 196: 195: 191: 189: 173: 171: 166: 160: 152: 151: 150: 149: 147: 146: 140: 138: 133: 130: 128: 125: 123:Content deleted 122: 119: 117:← Previous edit 114: 110: 108: 107: 106: 105: 104: 103: 102: 94: 91: 90: 89: 88: 80: 71: 67: 65: 64: 63: 62: 61: 60: 59: 51: 48: 47: 46: 45: 37: 28: 22: 21: 20: 13: 5: 2436: 2426: 2425: 2423: 2420: 2418: 2415: 2414: 2412: 2409: 2407: 2404: 2403: 2401: 2398: 2396: 2393: 2392: 2390: 2387: 2385: 2382: 2381: 2378: 2376: 2374: 2371: 2370: 2368: 2365: 2362: 2361: 2358: 2356: 2354: 2351: 2350: 2347: 2345: 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