Revisiting the reactivity of oximate alpha-nucleophiles with electrophilic phosphorus centers. Relevance to detoxification of sarin, soman and DFP under mild conditions.

@article{Terrier2006RevisitingTR,
  title={Revisiting the reactivity of oximate alpha-nucleophiles with electrophilic phosphorus centers. Relevance to detoxification of sarin, soman and DFP under mild conditions.},
  author={François Terrier and Pedro Rodr{\'i}guez-Dafonte and Eric Le Gu{\'e}vel and Gilles Moutiers},
  journal={Organic & biomolecular chemistry},
  year={2006},
  volume={4 23},
  pages={
          4352-63
        }
}
Following a potentiometric determination of the relevant pKa values of the (R1R2)C=NOH functionality, the second order rate constants (k(Ox)) for reaction of a large set of oximate bases with two model organophosphorus esters, i.e. bis-(4-nitrophenyl)phenylphosphonate (BNPPP) and bis-(4-nitrophenyl)methylphosphonate (BNPMP), and three toxic compounds, i.e., sarin (GB), soman (GD) and diisopropylphosphorofluoridate (DFP), in aqueous as well as a 30 : 70 (v/v) H2O-Me2SO mixture have been measured… CONTINUE READING