Micellar catalysis of alkaline hydrolysis of acyl-containing compounds and the effectiveness of solubilization of reagents by organized microheterogenic systems
Abstract
The physicochemical characteristics of the alkaline hydrolysis of 4-nitrophenyl esters of diethylphosphonic, diethylphosphoric and toluenesulfonic acids in organized microheterogenic systems based on di- and monocationic surfactants are analyzed within the framework of a pseudophase distribution model. Taking into account the binding constants of the reagents and the rate constants of the second-order reaction for the interaction of the hydroxide ion with esters in water and the micellar pseudophase, the contributions of the effects of reagent concentration and changes in the reactivity of the HO--anion to the observed increase in the rate of alkaline hydrolysis (kobs., micellar catalysis) are estimated. It has been demonstrated that the determining contribution is made by the "trivial" concentration effect, which ensures growth in kobs. ≥ 10–100 times.
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