
%0 Journal Article
%A Hearn, MTW 
%A Ward, AD 
%T Hydroxamic acids. II. The acetylation of O-alkylhydroxamic acids
%J Australian Journal of Chemistry
%D 1969/01/01
%V 22
%N 1
%P 161-173
%K 
%R https://doi.org/10.1071/CH9690161
%U https://www.publish.csiro.au/paper/CH9690161 
%X O-Alkylhydroxamic acids are readily acetylated, in high yield, under mild conditions. Aliphatic O-alkylhydroxamic acids yield only one product, shown to be the N-acetyl derivative. O-Alkylarylhydroxamic acids form both the O- and N- acetyl isomers; the ratio of these isomers depends on electronic and steric effects. Ultraviolet spectral data indicate that the salts of O-alkylarylhydroxamic acids exist predominantly in the hydroximic acid form; however, it is not possible to decide which is the acidic proton of the hydroxamic acid system. The nature of the cation in the salts of O-alkylhydroxamic acids is important in determining the site of acetylation. 
