
%0 Journal Article
%A Bolton, PD 
%A Jackson, GI 
%T Hydrolysis of amides. V. Alkaline hydrolysis of alkyl-substituted amides
%J Australian Journal of Chemistry
%D 1971/05/01
%V 24
%N 5
%P 969-974
%K 
%R https://doi.org/10.1071/CH9710969
%U https://www.publish.csiro.au/paper/CH9710969 
%X Enthalpies and entropies of activation have been derived from rate constants measured over a range of temperature for the alkaline hydrolysis of acetamide, propionamide, n-butyramide, n-valeramide, isovaleramide, phenylacetamide, cyclohexylacetamide, methoxyacetamide, cyclohexanecarboxamide, cyclopentane carboxamide, &#945;-methylbutyramide, isobutyramide, and trimethylacetamide.     These results are discussed in terms of their correlation by Taft- type equations which have been extended to incorporate a factor based upon the ?&#945;-hydrogen bond? concept of hyperconjugative stabilization. The rate constants of these 13 amides under these conditions appear to be governed by a combination of polar, steric, and hyperconjugative factors. 
