Solvent effects on alkaline hydrolysis of N-benzylphthalimide in mixed water-acetonitrile and mixed water-N,N-dimethylformamide

摘要

The nucleophilic second-order rate constant (k_(OH)) for the reaction of OH~- with N-benzylphthalimide appears to follow a reaction mechanism similar to that for reactions of OH with phthalimide and its N-alkylphthalimides.The rate of hydrolysis reveals an insignificant contribution of water-catalysed cleavage of NBPT compared with its hydroxide ion catalysed reaction.The observed pseudo first-order rate constant,k_(obs),for alkaline hydrolysis of NBPT decreases with increase in the content of organic cosolvents (up to 70%,v/v) in mixed water-CH_3CN and water-DMF solvents.