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Kinetics and mechanism of acid hydrolysis of 2‐carboethoxypyridine N ‐oxides
Author(s) -
Brycki Bogumil,
Brzezinski Bogumil
Publication year - 1990
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610030802
Subject(s) - chemistry , intramolecular force , hydrolysis , kinetics , reaction rate constant , hydrogen bond , medicinal chemistry , hydrogen , computational chemistry , organic chemistry , inorganic chemistry , stereochemistry , molecule , physics , quantum mechanics
Abstract Rate constants and activation parameters have been measured for the acid hydrolysis of six 2‐carboethoxypyridine N ‐oxides. The correlations of log k obs. vs Hammett's constants and chemical shifts of intramolecular hydrogen‐bonded protons in parent acids are analysed. Evidence was found for the participation of intramolecular hydrogen bonding in the hydrolysis of the esters.