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REACTIVITY OF NUCLEOPHILES TOWARDS X‐3‐( p ‐TOLYLSULFONYL)‐1,2,3‐BENZOXATHIAZOLE 2,2‐DIOXIDES: KINETICS, ACTIVATION VOLUMES AND MECHANISM
Author(s) -
Andersen Kenneth K.,
Hubbard Colin D.,
Gerhard Achim,
Van Eldik Rudi,
Kociolek Martin G.
Publication year - 1997
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(199703)10:3<175::aid-poc887>3.0.co;2-2
Subject(s) - chemistry , nucleophile , reactivity (psychology) , mechanism (biology) , kinetics , medicinal chemistry , computational chemistry , organic chemistry , catalysis , epistemology , medicine , philosophy , physics , alternative medicine , pathology , quantum mechanics
The kinetics of the reaction of four X‐3‐( p ‐tolylsulfonyl)‐1,2,3‐benzoxathiazole 2,2‐dioxides (X=5‐Cl, 5‐Br, 5‐NO 2 and 6‐NO 2 ) with hydroxide ion and imidazole in aqueous acetonitrile and aqueous ethanol solutions were investigated at various pressures. The volumes of activation were all found to be negative and consistent with a bimolecular reaction involving considerable solvent electrostriction. No significant dependence on the solvent composition was found. © 1997 by John Wiley & Sons, Ltd.