
%0 Journal Article
%A Broxton, TJ 
%A Stray, AC 
%T Reactions of aryldiazonium salts and alkyl arylazo ethers. VIII. General acid catalysis of the ionization of alkyl (E)-arylazo ethers in alcoholic solvents
%J Australian Journal of Chemistry
%D 1982/05/01
%V 35
%N 5
%P 961-972
%K 
%R https://doi.org/10.1071/CH9820961
%U https://www.publish.csiro.au/paper/CH9820961 
%X Further studies of the general acid-catalysed ionization of alkyl (E)-arylazo ethers in alcoholic solvents have been carried out. The magnitude of catalysis and the degree of proton transfer as a function of the substituent on the aromatic ring, the alkoxide ion nucleofuge, the solvent and the ionic strength have been studied. The results are consistent with a mechanism for the acid-catalysed ionization of alkyl (E)-arylazo ethers in which proton transfer and N-O bond breaking are concerted. 1H and 13C n.m.r. data for a number of alkyl p-nitrophenylazo ethers are reported. 
