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Intramolecular nucleophilic and general acid catalysis in the hydrolysis of an amide

Morris, Jeffrey J. and Page, Michael I. (1978) Intramolecular nucleophilic and general acid catalysis in the hydrolysis of an amide. Chemical Communications (14). p. 591. ISSN 1359-7345

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Abstract

The relative effectiveness of intramolecular nucleophilic and general acid catalysis are compared in the hydroxide-ion catalysed hydrolysis of N-(2-amino-ethyl)-2-endo-hydroxy-6-endo-norbornamide in its amino protonated form; the rate enhancement of ca. 109 is due mainly to nucleophilic catalysis by the neighbouring hydroxy group with only a relatively minor contribution from the protonated amino group acting as a general acid.

Item Type: Article
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Schools: School of Applied Sciences
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Depositing User: Sharon Beastall
Date Deposited: 11 Nov 2009 12:48
Last Modified: 11 Nov 2009 12:48
URI: http://eprints.hud.ac.uk/id/eprint/6175

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