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Synthesis and properties of 1-dinitromethyl-3-R-1,2,4-triazoles
Authors:T. P. Kofman  A. E. Trubitsyn  I. V. Dmitrienko  E. Yu. Glazkova  I. V. Tselinskii
Affiliation:(1) St. Petersburg State Technological Institute, St. Petersburg, 190013, Russia
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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