
%0 Journal Article
%A Broxton, TJ 
%A Deady, LW 
%A Rowe, JE 
%T Basic methanolysis of N-Aryl-N-methylthiobenzamides
%J Australian Journal of Chemistry
%D 1978/08/01
%V 31
%N 8
%P 1731-1735
%K 
%R https://doi.org/10.1071/CH9781731
%U https://www.publish.csiro.au/paper/CH9781731 
%X Rate data for reactions of XC6H4CSNMeC6H4Y in methanol at 373 K are presented. The thioamides are less reactive than their oxygen analogues. Linear Hammett plots were obtained for both series (series A: X = variable, Y = 4?-NO2; series B: X = 4-NO2, Y = variable), with p values similar to those obtained for related oxyamides. There is a general trend to higher activation energies but more favourable entropies in the thioamides. The results are interpreted in terms of rate-determining breakdown of a tetrahedral intermediate, irrespective of the nature of X and Y. 
