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Acid-Catalysed Hydrolysis of Some Aromatic Cyclic Sulfamates
Authors:Yunus Bekdemir  Halil Kutuk  Sibel Celik  John G. Tillett
Affiliation:1. Department of Chemistry, Faculty of Arts and Sciences , Ondokuz Mayis University , Kurupelit Samsun, Turkey;2. Department of Chemistry and Biological Chemistry , University of Essex , Colchester, England
Abstract: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 = NO 2 ) 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.
Keywords:Acid-catalyzed Hydrolysis  Benzoxathiazole  Cyclic Sulfamate  Excess Acidity
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