
%0 Journal Article
%A Broxton, TJ 
%A Deady, LW 
%A Williamson, PRA 
%T The rates of basic methanolysis of some N-Alkyl-p-nitroacetanilides and 4-(N'-Alkylacetamido)pyridines
%J Australian Journal of Chemistry
%D 1974/05/01
%V 27
%N 5
%P 1053-1057
%K 
%R https://doi.org/10.1071/CH9741053
%U https://www.publish.csiro.au/paper/CH9741053 
%X Rate constants for the basic methanolysis of CH3CONRAr compounds (R=H,Me,Et,Pri; Ar = p-NO2C6H4, 4-pyridyl), and derived activation parameters are reported. There is a close parallel between the effects of the nitro and aza groups on activation energies and entropies foreach R group. The order of reactivity within the R groups is H < Me > Et > Pri. From a consideration of the activation parameters it seems likely that the lower reactivity of the H-compounds is due to the energetically unfavourable breakdown of strongly hydrogen-bonded structures during methanolysis of these compounds. 
