A Study of Azo-Hydrazone Tautomerism in 3-Phenyl-4-arylazo-5-isozaolones by $^H-NMR$ spectra of $^{15}N-labeled$ Compounds and HMO Method

  • Shawali, Ahmad S. (Department of Chemistry, Faculty of Science, University of Cairo) ;
  • Salkaabi, harifia S. (Departement of Chemistry, Faculty of Science, University of Qattar) ;
  • Abdallah, Magda A. (Departement of Chemistry, Faculty of Science, University of Qattar)
  • Published : 1991.09.01

Abstract

The tautomerism in 3-phenyl-4-arylazo-5-isoxazolones 1 was examined by $^1H-NMR$ spectra of $^15N-labeled$ compound and by HMO method. Both spectra data $(^1H-NMR\;and\;IR)$ and bonding energies are in support of the assignment of the hydrazone structure to such compounds. It is further shown that intermolecular and intramolecular hydrogen bondings favor the hydrazone tautomer.

Keywords