Solvent Effects On Alkaline Hydrolysis Of N-Benzylphthalimide In Mixed Water-Acetonitrile And Mixed Water-N,N-Dimethylformamide

Document Type

Article

Publication Date

1-1-2005

Abstract

The nucleophilic second-order rate constant (kappa(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, kappa(obs), for alkaline hydrolysis of NBPT decreases with increase in the content of organic cosolvents (up to 70%, nu/nu) in mixed water-CH3CN and water-DMF solvents.

Keywords

substituted phthalimides, catalysis, acetate, ion, derivatives, aminolysis, mechanism, kinetics

Divisions

CHEMISTRY

Publication Title

Indian Journal of Chemistry Section a-Inorganic Bio-Inorganic Physical Theoretical & Analytical Chemistry

Volume

44

Issue

10

Additional Information

Department of Chemistry, Faculty of Science Building, University of Malaya, 50603 Kuala Lumpur, MALAYSIA

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