
%0 Journal Article
%A Yokoyama, T 
%T N.M.R. and absorption spectra of nitrotoluidines
%J Australian Journal of Chemistry
%D 1974/04/01
%V 27
%N 4
%P 915-918
%K 
%R https://doi.org/10.1071/CH9740915C
%U https://www.publish.csiro.au/paper/CH9740915C 
%X N.m.r. chemical shifts of ring protons and absorption spectra of 4-substituted 2-nitroaniline deriva- tives were investigated. It was ascertained that the rotations of dimethylamino and/or 2-nitro groups are influenced by the resonance interaction of the dimethylamino group with 4-substituents and the C1 &#8594; C2 absorption band is displaced bathochromically by resonance saturation with 4-substituents. The long-range coupling of NH with H5 in N-methyl-2-nitro-p-toluidine was found to be absent and it is considered that the intramolecular hydrogen bonding of amino hydrogen with the 2-nitro group is ruptured by ROH and polar solvents. 
