
Carbohydrate Research p. 209 - 218 (1980)
Update date:2022-08-04
Topics:
Poncini, Laurence
Richards, Geoffrey N.
The kinetics of thermolysis of sucrose in solution in anhydrous dimethyl sulphoxide have been studied.The reaction appears to be facilitated by intramolecular hydrogen-bonding and is inhibited by intermolecular hydrogen-bonding to water or alcohols.The thermolysis yields α-D-glucopyranose (which then anomerises) and the fructofuranosyl carbonium ion which can react with benzyl alcohol to yield benzyl α- and β-D-fructofuranosides.This fructosyl cation is probably also the precursor for the formation of 2,6-anhydrofructofuranose in the thermolysis of sucrose.
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