
%0 Journal Article
%A Deady, LW 
%A Korytsky, OL 
%T Kinetic studies on the mechanism of the nitraminopyridine rearrangement
%J Australian Journal of Chemistry
%D 1982/10/01
%V 35
%N 10
%P 2035-2040
%K 
%R https://doi.org/10.1071/CH9822035
%U https://www.publish.csiro.au/paper/CH9822035 
%X Rate data are reported for the rearrangement, in 92% sulfuric acid at 30º, of a series of 4-X-2-nitra-minopyridines (X = H, Me, Br, CI, MeO, CO2H) and of 4-methyl-2-nitramino(3-D)pyridine. Values of pKa for second protonation of the corresponding pyridin-2-amines were also measured and rate constants for nitration of the monoprotonated pyridinamines were thereby calculated. The results suggest that the rate-determining step occurs prior to formation of the appropriate 3-and 5-nitro &#963; complexes. The nature of this step is not clear, however, and a key role for the nitramine itself is not proven by the current evidence. 
