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Adamsite

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Adamsite
Structural formula of adamsite
Structural formula of adamsite
Names
Preferred IUPAC name
10-Chloro-5,10-dihydrophenazarsinine
Other names
10-Chloro-5H-phenarsazinine
Diphenylaminechlorarsine
Identifiers
3D model (JSmol)
AbbreviationsDM
ChemSpider
ECHA InfoCard100.008.577Edit this at Wikidata
EC Number
  • 209-433-1
MeSHPhenarsazine+chloride
UNII
  • InChI=1S/C12H9AsClN/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8,15H checkY
    Key: PBNSPNYJYOYWTA-UHFFFAOYSA-N checkY
  • InChI=1/C12H9AsClN/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8,15H
    Key: PBNSPNYJYOYWTA-UHFFFAOYAA
  • Cl[As]2c1ccccc1Nc3c2cccc3
  • Cl[As]1C2=C(NC3=C1C=CC=C3)C=CC=C2
Properties
C12H9AsClN
Molar mass277.58 g·mol−1
AppearanceYellow-green crystals
Melting point195 °C (383 °F; 468 K)
Boiling point410 °C (770 °F; 683 K)
0.064 g dm−3
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Adamsite orDM is anorganic compound; technically, anarsenicaldiphenylaminechlorarsine, that can be used as ariot control agent. DM belongs to the group ofchemical warfare agents known asvomiting agents orsneeze gases.[1] First synthesized in Germany byHeinrich Otto Wieland in 1915, it was independently developed by the US chemistRoger Adams (for whom it is named) at theUniversity of Illinois in 1918.

Composition

[edit]

DM is an odourlesscrystalline compound with a very lowvapour pressure. The colour of the crystals ranges from bright yellow to dark green depending on the purity. It is readily soluble in some organic solvents (e.g.,acetone,dichloromethane), but nearly insoluble in water. In vaporous form it appears as a canary yellow smoke.[2]

Effects

[edit]

Adamsite is usually dispersed as anaerosol, making the upper respiratory tract the primary site of action. Although the effects are similar to those caused by typical riot control agents (e.g.CS), they are slower in onset but longer in duration, often lasting for 12 or more hours.[1] After a latency period of 5–10 minutes irritation of the eyes,lungs andmucous membranes develops followed byheadache,nausea and persistentvomiting.[1]

Usage

[edit]

DM was produced and stockpiled by the British and the United States at the end ofWorld War I. It was used by the British during the incursions at Murmansk and Arkhangelsk.[3] It is now regarded as obsolete and has been widely replaced by riot control agents such asCS which are less toxic and more rapid in the onset of symptoms. Early battlefield use was intended to be via "adamsite candles". These were large metal cans or tubes (weighing approximately 5 pounds [2.3 kg]) which contained asmoke composition made of adamsite plus a slow burningpyrotechnic composition. A series of candles were lit and the adamsite-laden smoke allowed to drift towards the enemy.[4]

In the United States, it was used against theBonus Army who demonstrated inWashington, D.C., in 1932, reportedly causing the death and serious injury of several children who had accompanied their parents on the protests. It was again used in theVietnam War.[5]

In 2003,North Korea was reportedly producing adamsite at itsAoji-ri Chemical Complex in Haksong-ri,Kyŏnghŭng county for stockpiling.[6] DM was allegedly used by Venezuelan authorities in the2014–17 Venezuelan protests and described as "green gas"[7][8] with reports of protesters vomiting following exposure[9][10][11] and regional human rights groups condemning the usage of "green gas", stating that its usage is "internationally banned".[12]

References

[edit]
  1. ^abcCommittee on Review and Evaluation of the Army Non-Stockpile Chemical Materiel Disposal Program,U.S. National Research Council.Disposal of Chemical Agent Identification Sets, (Google Books), p. 15, National Academies Press, 1999, (ISBN 0-309-06879-7).
  2. ^Adamsite (DM) Vomiting Agent. National Institute for Occupational Safety and Health. August 22, 2008. Retrieved December 22, 2008.
  3. ^When Chemical Weapons Were First Dropped From the Air, North Russia 1919 Simon Jones. Imperial War Museum Review. No. 12, 1999. Retrieved September 3, 2015.
  4. ^Albright, Richard (2011-12-02).Cleanup of Chemical and Explosive Munitions: Location, Identification and Environmental Remediation. William Andrew.ISBN 9781437734782.
  5. ^Bunn, George (1969)."Banning Poison Gas and Germ Warfare: Should the United States Agree"(PDF).Wisconsin Law Review.1969 (2): 405. Archived fromthe original(PDF) on 2014-07-02. Retrieved2013-08-05.
  6. ^Chemical Agents: AdamsiteArchived July 29, 2005, at theWayback Machine. Nuclear Threat Initiative (NTI). March 2003.
  7. ^Gómez De Anda, Lizeth (17 February 2014)."TV Chavista inventa apoyo a Maduro :: La Razón :: 9 de abril de 2017".La Razón. Archived fromthe original on 10 April 2017. Retrieved9 April 2017.
  8. ^"15F Gas Verde usado por la Guardia Nacional: su efecto". Venezuela Awareness Foundation. 15 February 2014. Retrieved9 April 2017.
  9. ^"Ricardo Hausmann Professor of the Practice of Economic Development Director of Center for International Development Center for International Development". Harvard Kennedy School. Archived fromthe original on 19 February 2014. Retrieved18 February 2014.
  10. ^Hausmann, Ricardo."Professor Ricardo Hausmann Director of the Center for International Development at Harvard University". Retrieved18 February 2014.
  11. ^Hausmann, Ricardo."Venezuelan govt repressing demonstrations with new green gas that makes people vomit. How much longer until they use nerve gas?". Retrieved18 February 2014.
  12. ^Prato, Marla (2 May 2015)."Dos heridos y allanamientos realiza la Guardia Nacional en Lara".El Universal (in Spanish). Retrieved9 April 2017.

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