
%0 Journal Article
%A Powell, HK 
%A Russell, JM 
%T &#946;-Amino ketoximes: a study of basicity, hydrogen bonding and isomerism
%J Australian Journal of Chemistry
%D 1977/07/01
%V 30
%N 7
%P 1467-1473
%K 
%R https://doi.org/10.1071/CH9771467
%U https://www.publish.csiro.au/paper/CH9771467 
%X The protonation reactions of the diamine dioxime 4,4,9,9-tetramethyl- 5,8-diazadodecane-2,11-dione dioxime and its O-methyl and bis-O-methyl ethers have been studied at 25°, I 0.10 M NaCl. The (substituted) oxime groups cause a marked reduction in the basicity of the secondary amino groups. log K (potentiometric) and &#916;H (calorimetric) data are interpreted in terms of inductive effects of the oxime group and possible intramolecular hydrogen bonding, N+-H...N(OR)=, pKa for methoxy-amine, NH2OMe, has been determined (4.62±0.01, I 0.10 M NaCl, 25°).        P.m.r. spectra are assigned for &#946;-amino ketoximes having &#945;- methyl and &#945;-methylene groups cis and trans to =N-OR groups. Infrared spectra are reported. 
