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Correlation of the rates of solvolysis of the N,N ‐diphenylcarbamoylpyridinium ion
Author(s) -
Kevill Dennis N.,
Bond Michael W.,
D'Souza Malcolm J.
Publication year - 1998
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/(sici)1099-1395(199804)11:4<273::aid-poc1>3.0.co;2-a
Subject(s) - chemistry , solvolysis , heterolysis , perchloric acid , aqueous solution , pyridine , methanol , catalysis , base (topology) , organic chemistry , inorganic chemistry , medicinal chemistry , hydrolysis , mathematical analysis , mathematics
Solvolyses of the N,N ‐diphenylcarbamoylpyridinium ion are subject to specific and/or general base catalysis, which can be eliminated by addition of perchloric acid or increased, especially in fluoroalcohol‐containing solvents, by addition of pyridine. The uncatalyzed solvolyses in aqueous methanol and aqueous ethanol involve a weakly nucleophilically assisted ( l = 0.22) heterolysis and the solvolyses in the pure alcohols are anomalously slow. © 1998 John Wiley & Sons, Ltd.