Issue 1, 1982

Reactions at high pressure. Part 8. The mechanisms of acid catalysed hydrolyses of glycosides

Abstract

Rates of acid-catalysed hydrolysis for 19 glycosides, both furanosides and pyranosides, have been measured at pressures between 1 and 1 500 bar.‡ Volumes of activation have been determined for these reactions and were found to show a markedly parallel trend to the entropies of activation for the same reactions. In particular, alkyl furanosides have ΔV[> with combining macron]– 2 to –10 cal K–1 mol–1§ while the corresponding pyranosides have ΔV[> with combining macron]= 10–17 cal K–1 mol–1. It is inferred that the former react by an A2 mechanism and the latter by an A1 type.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1982, 101-103

Reactions at high pressure. Part 8. The mechanisms of acid catalysed hydrolyses of glycosides

N. S. Isaacs, K. Javaid and B. Capon, J. Chem. Soc., Perkin Trans. 2, 1982, 101 DOI: 10.1039/P29820000101

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