Acid-catalysed hydrolysis of some aromatic cyclic sulfamates

Bekdemir Y., Kütük H., Celik S., Tillett J. G.

Phosphorus, Sulfur and Silicon and Related Elements, vol.177, no.4, pp.973-980, 2002 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 177 Issue: 4
  • Publication Date: 2002
  • Doi Number: 10.1080/10426500210670
  • Journal Name: Phosphorus, Sulfur and Silicon and Related Elements
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.973-980
  • Keywords: Acid-catalyzed hydrolysis, Benzoxathiazole, Cyclic sulfamate, Excess acidity
  • Ondokuz Mayıs University Affiliated: Yes


The acid catalysed hydrolysis of some cyclic sulfamates, X-3-(p-tolylsulfonyl)-1,2,3-benzoxathiazole 2,2-dioxides (1a, X=Me; 1b, X=H; 1c, X=Cl; 1d, X = NO2) have been studied in concentrated aqueous sulfuric and perchloric acid solutions. Analysis of the data by the Excess Acidity Method, activation parameters, substituent, solvent deuterium isotope effect and order of the catalytic effects of the acids are all in agreement with an A-1 mechanism in the studied range.