The synthesis and substituent effect of the acid catalyzed hydrolysis of amidosulfites

Kutuk H., Bekdemir Y., Turkoz N.

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, vol.181, no.4, pp.931-937, 2006 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 181 Issue: 4
  • Publication Date: 2006
  • Doi Number: 10.1080/10426500500272186
  • Journal Name: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.931-937
  • Keywords: acid-catalyzed hydrolysis, amidosulfites, oxathiazolidines, substituent effect, MECHANISMS, PROTONATION, KINETICS
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The acid-catalyzed hydrolysis of 2-oxo-3-(p-substituted)-phenyl-5-methyl-1,2,3-oxathiazolidines (1) have been studied in 60% (v/v) 1,4 dioxane-aqueous solutions of perchloric and hydrochloric acids at 10.0 +/- 0.05 degrees C. The analysis of the kinetic data by the order of the catalytic effects of the acids, activation parameters, kinetic solvent isotope effect, and substituent effect are all in agreement with an A-2 mechanism in the studied range.