Reactivity of nucleophiles towards X-3-(p-tolylsulfonyl)-1,2,3-benzoxathiazole 2,2-dioxides: Kinetics, activation volumes and mechanism

Kenneth K. Andersen, Colin D. Hubbard, Achim Gerhard, Rudi Van Eldik, Marting Kociolek

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

The kinetics of the reaction of four X-3-(p-tolylsulfonyl)-1,2,3-benzoxathiazole 2,2-dioxides (X=S-Cl, 5-Br, 5-NO2 and 6-NO2) 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.

Original languageEnglish (US)
Pages (from-to)175-181
Number of pages7
JournalJournal of Physical Organic Chemistry
Volume10
Issue number3
DOIs
StatePublished - Mar 1997

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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