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Teoret. i eksperim. khimiya. 2006. Vol.42 No. 5. p. 288-294

Nucleophilicity of Functional Surfactants in Transfer Reactions of Phosphoryl Group


M. K. Turovskaya, T. M. Prokopieva, E. A. Karpichev, A. E. Shumeiko,
M. L. Kostrikin, V. A. Savyolova, I. V. Kapitanov, A. F. Popov

L. M. Litvinenko Institute of Physical-Organic and Coal Chemistry, National Academy of Sciences of Ukraine
Vul. R. Luxemburg, 70, Donetsk 83114, Ukraine. Е-mail: euak@skif.net

Reactivity of α-nucleophilic groups in functional detergents was shown to be comparable with that of non-micelle-forming analogues. The routes for surfactant modification aimed at creation of supernucleophilic systems for cleavage of organophosphores were suggested. New functional detergent - 1-cetyl-3 (2-oximinoethyl) imidazolium chloride - is the most powerful among surfactants known, capable, under optimum condition, to achieve half-lives of 4-nitrophenyl diethyl phosphonate and of 4-nitrophenyl diethyl phosphate ≤2 and 14 s respectively.

Key word functional surfactants, organophosphorous compounds, nucleophility, micellar effects.