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Cacodylic acid is an organoarsenic compound with the chemical formula (CH3)2Arsenic2H. With the formula R2As(O)OH, it is the simplest of the arsinic acids. It is a colorless solid that is soluble in water.
Neutralization of cacodylic acid with base gives cacodylate salts, e.g. sodium cacodylate. They are potent . Cacodylic acid/sodium cacodylate is a buffering agent in the preparation and fixation of biological samples for electron microscopy and in protein crystallography.
Early research into "" was reported by Robert Bunsen at the University of Marburg. Bunsen said of the compounds,
"The smell of this body produces instantaneous tingling of the hands and feet, and even giddiness and insensibility... It is remarkable that when one is exposed to the smell of these compounds the tongue becomes covered with a black coating, even when no further evil effects are noticeable".
His work in this field led to an increased understanding of the methyl group.
Cacodyl oxide, , is often considered the first organometallic compound to be prepared synthetically.
Cacodylic acid and its salts were incorporated into by a large variety of manufacturers under numerous brand names. APC Holdings Corp. sold cacodylic acid and its salts under the Agent Blue brand name. The variety Phytar 560G, a mixture of cacodylic acid and sodium cacodylate, was used during the Vietnam War as a defoliant under the name "Agent Blue".
Cacodylic acid can be reduced to dimethylarsine, which is a versatile intermediate for the synthesis of other organoarsenic compounds:Burrows, G. J. and Turner, E. E., "A New Type of Compound containing Arsenic", Journal of the Chemical Society Transactions, 1920, 1374-1383
When treated with hydrogen sulfide, dithiocacodylic acid results:
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