Abstract
Reductive denitration of 1-trinitromethyl-3-R-1,2,4-triazoles by KI or NH2OH followed by the treatment of the formed 1-dinitromethyl-3-R-1,2,4-triazoles salts with sulfuric acid yielded dinitromethyl compounds (R = H, N3, Cl, NO2), sufficiently strong CH-acids (pKa 1.37–0.12) whose typical reactions are similar to those of gem-dinitrocompounds from the aliphatic series. The spectral data and the analysis of correlation relations between pKa of 1-dinitromethyl-3-R-1,2,4-triazoles and the substituent constants confirm that their structure is analogous to that of the majority of compounds belonging to the mentioned series.
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Dedicated to Professor V.A. Ostrovskii on occasion of his sixtieth birthday
Original Russian Text © T.P. Kofman, A.E. Trubitsyn, I.V. Dmitrienko, E.Yu. Glazkova, I.V. Tselinskii, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 5, pp. 760–766.
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Kofman, T.P., Trubitsyn, A.E., Dmitrienko, I.V. et al. Synthesis and properties of 1-dinitromethyl-3-R-1,2,4-triazoles. Russ J Org Chem 43, 758–764 (2007). https://doi.org/10.1134/S1070428007050193
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DOI: https://doi.org/10.1134/S1070428007050193