Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid

Ariffin, A. and Khan, M.N. (2003) Kinetics and mechanism of intramolecular Carboxylic Acid participation in the hydrolysis of N-Methoxyphthalamic Acid. Organic & Biomolecular Chemistry, 1 (8). pp. 1401-1408.

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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.

Item Type: Article
Additional Information: Department of Chemistry, Faculty of Science Building, University of Malaya, 50603 Kuala Lumpur, MALAYSIA
Uncontrolled Keywords: Alkaline-Hydrolysis; Phthalic-Anhydride; Aqueous Cleavage; Primary Amines; Aminolysis; Catalysis; Model
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Dept of Chemistry
Depositing User: Miss Malisa Diana
Date Deposited: 03 Jul 2013 09:17
Last Modified: 03 Jul 2013 09:17
URI: http://eprints.um.edu.my/id/eprint/8040

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