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phenarsazine chloride

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phenarsazine chloride

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Also known as diphenylaminechlorarsine

Adamsite or DM is an organic compound; technically, an arsenical diphenylaminechlorarsine, that can be used as a riot control agent. DM belongs to the group of chemical warfare agents known as vomiting agents or sneeze gases. First synthesized in Germany by Heinrich Otto Wieland in 1915, it was independently developed by the US chemist Roger Adams (for whom it is named) at the University of Illinois in 1918.

Chemical data

Formula
C12H9AsClN
Molecular weight
277.58 g/mol
IUPAC name
10-chloro-5H-phenarsazinine
SMILES
C1=CC=C2C(=C1)NC3=CC=CC=C3[As]2Cl
InChIKey
PBNSPNYJYOYWTA-UHFFFAOYSA-N
Polar surface area
12 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Has part
chlorine
Mass
276.964
Show 6 more facts
boiling point
410
canonical SMILES
C1=CC=C2C(=C1)NC3=CC=CC=C3[As]2Cl
chemical formula
C₁₂H₉AsClN
melting point
195
vapor pressure
0.0000000000002
Commons category
Adamsite
Sources (4)

via Wikidata · CC0

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Encyclopedic overview

5 sections
Contents
  • Composition
  • Effects
  • Usage
  • References
  • External links

Adamsite or DM is an organic compound; technically, an arsenical diphenylaminechlorarsine, that can be used as a riot control agent. DM belongs to the group of chemical warfare agents known as vomiting agents or sneeze gases. First synthesized in Germany by Heinrich Otto Wieland in 1915, it was independently developed by the US chemist Roger Adams (for whom it is named) at the University of Illinois in 1918.

==Composition== DM is an odourless crystalline compound with a very low vapour 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.

Excerpted from Wikipedia’s “phenarsazine chloride” article, available under the CC BY-SA 4.0 licence.