Abstract
Abstract Alkaline hydrolyses of 2-propyl-2-oxo-1,3,2-dioxaphosphorinane and 2-iso-propyl-2-oxo-1,3,2-dioxaphosphorinane were studied in aqueous mixtures of dioxane, dimethylsulfoxide and acetone. The rate constants were determined at various temperatures, and thermodynamic reaction parameters were evaluated. The rate constant (k) of hydrolysis is found to be a function of both the polarity of the solvent mixture and the ratio volume of aprotic solvent and water in the mixture represented by value. The rate of hydrolysis can be expressed as a function of the dielectric constant as well as due to the hydration by the organic solvent molecules, making the HO− stronger nucleophilic. The hydrolysis demonstrates an isokinetic relationship, suggesting that the reaction mechanism is similar in the various solvent systems studied.
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