Author(s)

Olga Kovalchukova, Nguyen Dinh Do, Adam Stash, Vitaly Bel’sky, Paul Strashnov, Andrew Alafinov, Oleg Volyansky, Svetlana Strashnova, Konstantin Kobrakov

Department of General Chemistry, Peoples’ Friendship University of Russia, Moscow, Russia.
Department of Organic Chemistry and Chemistry of Dyes, Moscow State Textile University, Moscow, Russia.
Karpov Institute of Physical Chemistry, Moscow, Russia.

Sodium 3,5-bis(hydroxyimino)-1-methyl-2,4,6-trioxocyclohexanide C₇H₅N₂NaO₅ (I) has been isolated as the only product of the reaction of nitrosation of methylphloroglucinol. The structure of the titled compound has been determined from single crystal X-ray diffraction data. The hydrated C₇H₅N₂NaO₅2.5H₂O crystallizes in the monoclinic space group C2/c, with a(?) 16.408(3); b(?) 12.446(3); c(?) 13.716(3); (^o) 126.34(3). The planar organic anion exists in a triketo-dihydroxyimino form with the C–O and C–N distances from 1.220(2) to 1.271(2) ? and from 1.292(2) to 1.293 ? respectively. In the IR spectrum of I, the sharp absorption band occurred at 1681 cm^-1 due to C=O stretching indicating the strong H-interactions. The correlations of theoretical (DFT-B3LYP/aug-cc-pVDZ) and experimental UV-vis absorption spectra in neutral and alkaline ethanolic solutions showed the existence of hydroxyimino-nitroso tautomerism while ionization of I.

Sodium 3, 5-Bis(Hydroxyimino)-1-Methyl-2, 4, 6-Trioxocyclohexanide; Crystal Structure; IR Spectra; Electronic Absorption Spectra; Quantum Chemical Modeling

O. Kovalchukova, N. Do, A. Stash, V. Bel’sky, P. Strashnov, A. Alafinov, O. Volyansky, S. Strashnova and K. Kobrakov, "Crystal and Molecular Structure, and Spectral Characteristics of Sodium 3,5-Bis(Hydroxyimino)-1-Methyl-2,4,6-Trioxocyclohexanide," Crystal Structure Theory and Applications, Vol. 1 No. 3, 2012, pp. 46-51. doi: 10.4236/csta.2012.13009.