Diphenylchlorarsine

Diphenylchlorarsine
Diphenylchlorarsine
IUPAC name
diphenylchloroarsenic, chlorodiphenylarsane, sneezing gas
Other names
diphenylchlorarsine
Identifiers
Abbreviations Ph2AsCl
CAS number 712-48-1
PubChem 12836
ChemSpider 12306 YesY
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C12H10AsCl
Molar mass 264.59 g mol−1
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Diphenylchloroarsine (DA) is the organoarsenic compound with the formula (C6H5)2AsCl. This odorless, toxic liquid was once used as harassing agent. It is also an intermediate in the preparation of other organoarsenic compounds. The molecule consists of a pyramidal As(III) center attached to two phenyl rings and one chloride.

Uses

Diphenylchlorarsine was first used as a chemical weapon on the Western front during the trench warfare of World War I [1] It belongs to the class of chemicals classified as vomiting agents. Other such agents are diphenylcyanoarsine (DC) and diphenylaminechlorarsine (DM, adamsite).[2]

It is a useful reagent in the preparation of other diphenylarsenic compounds, e.g. by reactions with Grignard reagents:

RMgBr + (C6H5)2AsCl → (C6H5)2AsR + MgBrCl
(R = alkyl, aryl)

Safety

Diphenylchlorarsine is known to cause sneezing, coughing, headache, salivation, and vomiting. China and Japan are negotiating remediation of stocks of a variety of organoarsenic weapons stored in northeastern China including chlorodiphenylarsine.[3]

References

  1. ^ Gilbert, Martin (1995). First World War. HarperCollins. ISBN 0006376665. 
  2. ^ Christopher P Holstege, Jennifer S Boyle (Nov 26, 2008). "CBRNE - Vomiting Agents - Dm, Da, Dc". http://emedicine.medscape.com/article/833391-overview. 
  3. ^ "Abandoned Chemical Weapons (ACW) in China". 02/06/2004. http://www.nti.org/db/china/acwpos.htm. 

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Look at other dictionaries:

  • diphenylchlorarsine — A sternutator, inhalation of which causes violent sneezing, cough, salivation, headache, and retrosternal pain; a common vomiting agent used in mob and riot control. * * * di·phen·yl·chlor·ar·sine (di fe″əl klor ahrґsin) sn …   Medical dictionary

  • diphenylchlorarsine — di·phen·yl·chlor·ar·sine …   English syllables

  • diphenylchlorarsine — noun see diphenylchloroarsine …   Useful english dictionary

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  • Da — Symbol for dalton. * * * dark adaptation; dark agouti [rat]; daunomycin; decision analysis; decontaminating agent; degenerative arthritis; degree of anisotropy; delayed action; dental assistant; deoxyadenosine; descending aneurysm; descending… …   Medical dictionary

  • da — Symbol for deca . * * * dark adaptation; dark agouti [rat]; daunomycin; decision analysis; decontaminating agent; degenerative arthritis; degree of anisotropy; delayed action; dental assistant; deoxyadenosine; descending aneurysm; descending… …   Medical dictionary

  • Chemical weapon designation — Chemical, biological, and radiological warfare agents are sometimes assigned what is termed a military symbol. Military symbols evolved out of the First World War from the British in part for secrecy, and to simplify reference to chemicals by… …   Wikipedia

  • sneezing gas — n a gaseous sternutator created for chemical warfare * * * diphenylchlorarsine …   Medical dictionary

  • DA — • dark adaptation; • dark agouti [rat]; • daunomycin; • decision analysis; • decontaminating agent; • degenerative arthritis; • degree of anisotropy; • delayed action; • dental assistant; • deoxyadenosine; • descending aneurysm; • descending… …   Dictionary of medical acronyms & abbreviations

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