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

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.