87407-75-8Relevant academic research and scientific papers
TAUTOMERISM IN THE DERIVATIVES OF 1-PHENYLAZO-2-HYDROXY-3-NAPHTHANILIDE
Zaitsev, B. E.,Sycheva, E. D.,Sheban, G. V.,Lisitsyna, E. S.,Mikhailova, T. A.,et al.
, p. 1556 - 1564 (2007/10/02)
The spectroscopic criteria for the presence of the azo and quinone hydrazone tautomers were obtained by analysis of the data from electronic spectroscopy and quantum-chemical calculation of the derivatives of 1-phenylazo-2-hydroxy-3-naphthanilide and the fixed forms of the tautomers; the ratio of the azo and quinone hydrazone tautomers depends on the polarity of the solvent; in the transition from chloroform to dimethylformamide the content of the azo form changes from 14.6 to 30.1 percent. "Anomalous" changes in the spectra of 1-arylazo-2-hydroxy-3-naphthanilides compared with the spectra of 1-phenylazo-2-naphthol are brought about by the overlap of the long-wave bands of the azo and quinone hydrazone tautomers with the band for charge transfer from the anilide group to the azo or quinone hydrazone system.
