Journal of Organic Chemistry 2011-10-21

Catalytic degradation of the nerve agent VX by water-swelled polystyrene-supported ammonium fluorides.

Daniele Marciano, Michael Goldvaser, Ishay Columbus, Yossi Zafrani

Index: J. Org. Chem. 76(20) , 8549-53, (2011)

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Abstract

The catalytic degradation of the nerve agent VX (O-ethyl S-2-(diisopropylamino)ethyl methylphosphonothioate) by water-swelled polymer-supported ammonium fluorides is described. VX (0.06-0.53 mol/mol F(-)) is rapidly degraded (t(1/2) ∼ 10-30 min) to form the "G-analogue" (O-ethyl methylphosphonofluoridate), which hydrolyzes (t(1/2) ∼ 1-1.5 h) to the nontoxic EMPA (ethyl methylphosphonic acid). The toxic desethyl-VX is not formed. The catalytic effect of fluoride is maintained even when 6 equiv of VX are loaded. GB (O-isopropyl methylphosphonofluoridate) and desethyl-VX agents are also degraded under these conditions.