Methylarsonic acid


Methylarsonic acid is an organoarsenic compound with the formula CH3AsO3H2. It is a colorless, water-soluble solid. Salts of this compound, e.g. disodium methyl arsonate, have been widely used in as a herbicides and fungicides in growing cotton and rice.

Reactions

Near physiological pH, methanearsonic acid converts to its conjugate bases, the methylarsonates. These include CH3AsO3H and.

Synthesis and biosynthesis

Reaction of arsenous acid with methyl iodide gives methylarsonic acid. This historically significant conversion is called the Meyer reaction:
The then novel aspect of the reaction was that alkylation occurs at As, leading to oxidation of As from III to V.
The biomethylation of arsenic compounds is thought to start with the formation of methanearsonates. Thus, trivalent arsenic compounds are methylated to give methanearsonate. S-adenosylmethionine is the methyl donor. The methanearsonates are the precursors to cacodylates, again by the cycle of reduction followed by a second methylation.

Safety

Like all arsenic compounds, it is highly toxic.