Kinetics And Mechanism Of The Cleavage Of N-Methoxyphthalimide (NMPT) In The Presence Of Buffers Of Tris (Hydroxymethyl)Amino-Methane (Tris) And 1,4-Diazabicyclo 2.2.2 Octane (DABCO)

Document Type

Article

Publication Date

1-1-2003

Abstract

The magnitude of hydroxide ion-catalyzed second-order rate constant (k(OH)) for hydrolysis of N-methoxyphthalimide (NMPT) supports the conclusion that the rate law for pH-independent hydrolysis of N-hydroxyphthalimide (NHPTH) is rate = k(OH)[HO-][SH], where SH represents nonionized NHPTH. The second-order rate constants for the reactions of NMPT with DABCO and Tris are (59.7 +/- 6.9) x 10(-3) and (11.9 +/- 2.3) x 10(4) M-1 s(-1), respectively.

Keywords

n-methoxyphthalimide, amine buffers, kinetics, hydrolysis and aminolysis, acid-base catalysis, general acid, secondary-amines, stepwise mechanism, phthalimide, aminolysis, maleimide, parameters, tertiary, micelles

Divisions

CHEMISTRY

Publication Title

Reaction Kinetics and Catalysis Letters

Volume

78

Issue

1

Additional Information

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

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