Issue 4, 1986

Intramolecular catalysis of sulphate diester hydrolysis by one and two carboxy groups. The hydrolysis of aryl 2-carboxyphenyl sulphates

Abstract

The hydrolysis of aryl 2-carboxyphenyl (salicyl) sulphates is subject to efficient nucleophilic catalysis by the neighbouring carboxylate group. The intermediate cyclic acyl sulphate can be trapped with hydroxylamine. The reaction of disalicyl sulphate is further catalysed by the second carboxy group, acting, rather inefficiently, as a general acid.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1986, 579-583

Intramolecular catalysis of sulphate diester hydrolysis by one and two carboxy groups. The hydrolysis of aryl 2-carboxyphenyl sulphates

J. N. Drummond and A. J. Kirby, J. Chem. Soc., Perkin Trans. 2, 1986, 579 DOI: 10.1039/P29860000579

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