Document Type

Article

Publication Date

1-1-2003

Abstract

The rate of formation and disappearance of phthalic anhydride (PAn) intermediate in the aqueous cleavage of N-methoxyphthalamic acid (NMPA) under acidic pH was studied spectrophotometrically in mixed CH3CN-H2O solvents. The rate of formation of PAn from NMPA is almost independent of the change in acetonitrile content from 20 to 70% v/v in mixed aqueous solvents. The rate constants for the formation of PAn from NMPA are similar to10-fold smaller than the corresponding rate constants for the formation of PAn from o-carboxybenzohydroxamic acid (OCBA). These observations are ascribed to the consequence of the occurrence of slightly different mechanisms in these reactions.

Keywords

Alkaline-Hydrolysis, Phthalic-Anhydride, Aqueous Cleavage, Primary Amines, Aminolysis, Catalysis, Model

Divisions

CHEMISTRY

Publication Title

Organic & Biomolecular Chemistry

Volume

1

Issue

8

Additional Information

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

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