Alkaline hydrolysis and nuclear magnetic resonance spectra of some thiol esters

JP Idoux, PTR Hwang, CK Hancock

Index: Idoux,J.P. et al. Journal of Organic Chemistry, 1973 , vol. 38, p. 4239 - 4243

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Citation Number: 34

Abstract

The alkaline hydrolysis rate constants at, 3s” in 40% aqueous p-dioxane and the nmr chemical shifts have been measured for nine thiolacetates, CH&OSR', nine methyl thiol esters, RCOSCH3, and seven disubstituted thiol esters, RCOSIt'. Alkaline hydrolysis rate constants are controlled almost exclusively by steric effects of the R and R'groups. The nmr substituent chemical shifts (SCS) of thiol esters are Controlled largely by steric and six- ...