Arsinic acid

Structure of methylphenylarsinic acid showing intermolecular hydrogen-bonding.

Arsinic acids are organoarsenic compounds with the formula R2AsO2H. They are formally, but not actually, related to arsinic acid, a hypothetical compound of the formula H2AsO2H. Another related family are the phosphinic acids (R2PO2H).

Well known arsinic acids include diphenylarsinic acid and cacodylic acid, R2AsO2H (R = Ph, Me, respectively).

Arsinic acids are monoprotic, weak acids. Despite the name, they are somewhat amphoteric and form salts (as the Brønsted base) with hydrogen chloride. They react with sodium sulfide to give the dithioarsinates R2AsS2Na.

References

  1. ↑ Chan, Eric J.; Edmonds John S.; Kazawa Kozo; Skelton, Brian W.; White, Allan H. (2007). "The Crystal Structure of Methylphenylarsinic Acid: A Contaminant of Rice Plants and Groundwater". Chemistry Letters. 36: 160–161. doi:10.1246/cl.2007.160.
  2. ↑ Henry B.F.Dixon (1996). "The Biochemical Action of Arsonic Acids Especially As Phosphate Analogues". Advances in Inorganic Chemistry. Advances in Inorganic Chemistry. Vol. 44. pp. 191–227. doi:10.1016/S0898-8838(08)60131-2. ISBN 978-0-12-023644-2.
  3. ↑ G. J. Burrows (Oct. 29, 1940), "Organic arsenicals in peace and war". Liversidge Research Lecture #3, delivered for the Royal Society of New South Wales.
  4. ↑ Luminita Silaghi Dumitrescu; Ionel Haiduc; Johannes Weiss (1984). "Preparation and Properties of Some Organotin Dimethyl- and Diphenyldithioarsinates. The Crystal Structure of (CH3)2Sn[S2As(CH3)2]2". Journal of Organometallic Chemistry. 263 (2): 159–65. doi:10.1016/S0022-328X(00)99179-4.