Abstract
The mechanism proposed earlier for explanation of the furoxan ring formation in the nitrosation of dipotassium salts of 1-hydroxyimino-2,2-dinitro-1-R-ethanes with NaNO2/AcOH was confirmed experimentally by determining the ionization constants of the dinitromethyl and oxime fragments in the starting dipotassium salt and by examining 1H, 13C, 14N, and 15N NMR and mass spectra of isomeric 3(4)-nitro-4(3)-R-furoxans with the 15N(5) and 15N(2) ring atoms, respectively, and 3,4-diarylfuroxan with both 15N-labeled ring atoms. A comparative analysis of the IR and Raman spectra of the 15N-labeled furoxan derivatives obtained and their unlabeled analogs allowed refinement of the literature data on interpretation of the vibrational spectra of furoxan derivatives.
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