Abstract
AbstractThe rates for the consecutive acid hydrolysis of ditert‐butylsuccinate were measured in a series of an aqueous dipolar aprotic solvent, namely, acetone. The observed rates of the two steps of the reaction were analysed into four separate terms due to the unimolecular (AAL1) and bimolecular (AAC2) mechanisms. These rates were correlated with the measured acidity function H0 of the medium, where linear relationships exist at lower acetone contents for the unimolecular rate constants (k′I1 & k′II1). The bimolecular rate constants (k′I2 & k′II2), however, follow a non‐linear trend indicating the operation of the AAC2 mechanism. The activation parameters and the rate‐acidity function relationships were computed and discussed as evidences of mechanistic pathway and solvation effects involved in the reaction.
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