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Paper | Regular issue | Vol 75, No. 9, 2008, pp.2235-2242
Published online, 21st April, 2008
DOI: 10.3987/COM-08-11382
Synthesis and Characterization of 2,3,5,6-Tetraphenylpyrazine-N, N-Dioxide: New Nitrone Dimer Species

Ali Hashem Essa,* Zeki A. Nasir Al-Shamkhani, Abraham F. Jalbout, and Ali Jameel Hameed

*Department of Chemistry, College of Science, University of Basrah, Basrah, Iraq

Abstract

The synthesis, characterization and physical properties of 2,3,5,6-tetraphenylpyrazine-N,N-dioxide presently are reported. A specific reduction mechanism of an oxime using zinc with NH4Cl to yield hydroxylamine was performed. This was followed by a condensation reaction with sulfuric acid that leads to 2,3,5,6-tetraphenylpyrazine-N,N-dioxide. The product was characterized by means of IR, UV, 1H-NMR and 13C-NMR spectroscopy which were complemented by theoretical computations.