
TY  - JOUR
A1  - Deady, LW 
A1  - Korytsky, OL 
T1  - Kinetic studies on the mechanism of the nitraminopyridine rearrangement
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1982
VL  - 35
IS  - 10
SP  - 2035
EP  - 2040
KW  - 
UR  - https://doi.org/10.1071/CH9822035 
N2  - 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. 
ER  -

