Reactivity of Inorganic alpha-Nucleophiles in Acyl Group Transfer Processes in Water and Surfactant Micelles: II.(1) Alkaline Hydrolysis of Ethyl 4-Nitrophenyl Ethylphosphonate in Systems Based on Dimeric Cationic Surfactants

摘要

Alkaline hydrolysis of ethyl 4-nitrophenyl ethylphosphonate in organized nanosized systems based on dimeric surfactants and co-micelles [with cetyl(trimethyl)ammonium bromide as co-surfactant]. Transfer of the reaction from water to the micellar pseudophase accelerates the alkaline hydrolysis by a factor of 10 to 170. The maximum acceleration has been observed for tetraalkylammonium surfactant 16-3-16. The main factors responsible for micellar effects of surfactants are both substrate concentration and change of the reactivity of hydroxide ion in going from bulk water to surfactant micelles.