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{{chembox
{{Chembox
| ImageFile = Clark 2.svg
| ImageFile = Clark 2.svg
| ImageSize = 150
| ImageSize = 244
| ImageName = Structural formula of diphenylcyanoarsine
| IUPACName = di(phenyl)arsanylformonitrile
| PIN = Di(phenyl)arsanylformonitrile
| OtherNames = Diphenylcyanoarsine<br/> Clark 2<br/> Diphenylarsine cyanide<br/> Diphenylarsinous cyanide<br/> Diphenylarsinecarbonitrile<br/> Arsinous cyanide, diphenyl-<br/> Arsinecarbonitrile, diphenyl-<br/> EINECS 245-716-6<br/> LS-193021
| SystematicName = Diphenylarsanecarbonitrile
| OtherNames = Clark 2<br />
Diphenylarsinecarbonitrile<br />
Diphenylarsine cyanide<br />
Diphenylarsinous cyanide<br />
Diphenylcyanoarsine<br />
| Section1 = {{Chembox Identifiers
| Section1 = {{Chembox Identifiers
| CASNo = 23525-22-6
| CASNo = 23525-22-6
| CASNo_Ref = {{cascite|correct|??}}
| PubChem =
| PubChem = 64506
| SMILES = C1=CC=C(C=C1)[As](C#N)C2=CC=CC=C2
| PubChem_Ref = {{Pubchemcite|correct|PubChem}}
| InChI = 1/C13H10AsN/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10H
| ChemSpiderID = 58070
}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| EINECS = 245-716-6
| MeSHName = Clark+2
| SMILES = C1=CC=C(C=C1)[As](C#N)C2=CC=CC=C2
| SMILES1 = N#C[As](C1=CC=CC=C1)C1=CC=CC=C1
| StdInChI = 1S/C13H10AsN/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10H
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| InChI = 1/C13H10AsN/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10H
| StdInChIKey = BDHNJKLLVSRGDK-UHFFFAOYSA-N
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}}}
| Section2 = {{Chembox Properties
| Section2 = {{Chembox Properties
| C = 13
| Formula = C<sub>13</sub>H<sub>10</sub>AsN
| H = 10
| MolarMass = 255.15 g mol<sup>−1</sup>
}}
| As = 1
| N = 1
| MolarMass = 255.002920742 g mol<sup>−1</sup>}}
}}
}}
'''Diphenylcyanoarsine''', also called CLARK 2 ([[Cyanide]]-[[Arsenic]] Kampfstoff) by the Germans, was discovered in 1918 by Sturniolo and Bellinzoni<ref>Sturniolo, G. und Bellinzoni , G. (1919); ''Boll. chim. pharm.'', 58, 409–410</ref> and shortly thereafter used like the related [[Diphenylchlorarsine|Clark 1]] gas by the Germans for chemical warfare in the [[First World War]]. The substance forms colourless, garlic-smelling crystals and causes nausea, vomiting and headaches. It can subsequently lead to e.g. [[pulmonary oedema]] (fluid on the lungs).
'''Diphenylcyanoarsine''', also called CLARK 2 ([[Cyanide]]-[[Arsenic]] Kampfstoff) by the Germans, was discovered in 1918 by Sturniolo and Bellinzoni<ref>Sturniolo, G. und Bellinzoni , G. (1919); ''Boll. chim. pharm.'', 58, 409–410</ref> and shortly thereafter used like the related [[Diphenylchlorarsine|Clark 1]] gas by the Germans for chemical warfare in the [[First World War]]. The substance forms colourless, garlic-smelling crystals and causes nausea, vomiting and headaches. It can subsequently lead to e.g. [[pulmonary oedema]] (fluid on the lungs).

Revision as of 08:42, 29 November 2010

Diphenylcyanoarsine
Structural formula of diphenylcyanoarsine
Names
Preferred IUPAC name
Di(phenyl)arsanylformonitrile
Systematic IUPAC name
Diphenylarsanecarbonitrile
Other names
Clark 2

Diphenylarsinecarbonitrile
Diphenylarsine cyanide
Diphenylarsinous cyanide

Diphenylcyanoarsine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.041.545 Edit this at Wikidata
EC Number
  • 245-716-6
MeSH Clark+2
  • InChI=1S/C13H10AsN/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10H checkY
    Key: BDHNJKLLVSRGDK-UHFFFAOYSA-N checkY
  • InChI=1/C13H10AsN/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10H
  • C1=CC=C(C=C1)[As](C#N)C2=CC=CC=C2
  • N#C[As](C1=CC=CC=C1)C1=CC=CC=C1
Properties
C13H10AsN
Molar mass 255.002920742 g mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Diphenylcyanoarsine, also called CLARK 2 (Cyanide-Arsenic Kampfstoff) by the Germans, was discovered in 1918 by Sturniolo and Bellinzoni[1] and shortly thereafter used like the related Clark 1 gas by the Germans for chemical warfare in the First World War. The substance forms colourless, garlic-smelling crystals and causes nausea, vomiting and headaches. It can subsequently lead to e.g. pulmonary oedema (fluid on the lungs).

See also

References

  1. ^ Sturniolo, G. und Bellinzoni , G. (1919); Boll. chim. pharm., 58, 409–410

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