Intramolecular nucleophilic and general acid catalysis in the hydrolysis of an amide
- 1 January 1978
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 14,p. 591-592
- https://doi.org/10.1039/c39780000591
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.This publication has 1 reference indexed in Scilit:
- The reaction of p-nitrophenyl esters with chymotrypsin and insulinBiochemical Journal, 1954