The hydrolysis of substituted benzyl nitrates in water. II. Effect of ortho-substitution

KM Koshy, RE Robertson, GS Dyson…

Index: Koshy,K.M. et al. Canadian Journal of Chemistry, 1976 , vol. 54, p. 3614 - 3619

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Citation Number: 8

Abstract

The relative effects of methyl substitution on the rates of hydrolysis of benzyl nitrates in water showed but small differences from earlier reports involving the displacement of Cl-in mixed solvents. The values of the α-deuterium isotope effects for the hydrolysis of the 2, 4-and 2, 6- dimethyl homologs were similar to that for the p-methylbenzyl nitrate suggesting an approach to limiting hybridization in each case. In spite of this similarity, there was a large ...