Effect of Increasing the Common Anion Concentration on the Acid Hydrolysis of Glycosides

Author: Phan Hung Duy   Yokoyama Tomoya   Matsumoto Yuji  

Publisher: Taylor & Francis Ltd

ISSN: 0732-8303

Source: Journal of Carbohydrate Chemistry, Vol.32, Iss.4, 2013-05, pp. : 223-239

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Abstract

Acid hydrolysis of glycoside compounds, methyl α- and β-d-glucopyranosides, was accelerated when KCl or KBr was added to an HCl or HBr system, respectively, consisting of H2O or aqueous 1,4-dioxane. The proton activity and solvent dissociation power of the system were not changed by the addition of the salt. These results confirm our previous suggestion that Br and Cl directly participate in the hydrolysis reaction. The extent of participation of the anions was also estimated.