Topic summary

Adamsite

Adamsite
Names Preferred IUPAC name
10-Chloro-5,10-dihydrophenazarsinine
Other names
10-Chloro-5H-phenarsazinine
Diphenylaminechlorarsine
Identifiers
3D model (JSmol)
Abbreviations DM ChemSpiderECHA InfoCard100.008.577EC Number
  • 209-433-1
MeSHPhenarsazine+chlorideUNII
  • InChI=1S/C12H9AsClN/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8,15H
    Key: PBNSPNYJYOYWTA-UHFFFAOYSA-N
  • 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 C12H9AsClNMolar mass277.58 g·mol Appearance Yellow-green crystals Melting point195 °C (383 °F; 468 K) Boiling point410 °C (770 °F; 683 K) 0.064 g dm
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Adamsite or DM is an organic compound; technically, an arsenicaldiphenylaminechlorarsine, 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, after whom it is named, at the University of Illinois in 1918.