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Synthesis and properties of 5-substituted 1-dinitromethyl-3-nitro-1 H-1,2,4-triazoles

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Abstract

Denitration of 5-R-substituted 3-nitro-1-trinitromethyl-1H-1,2,4-triazoles (R = CH3, Cl, Br, N3, NH2) by the action of potassium iodide or hydroxylamine, followed by treatment with sulfuric acid, gave the corresponding 1-dinitromethyl derivatives which were shown to be very strong CH acids (pK a −0.55 to −1.62).

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Authors and Affiliations

  1. St. Petersburg State Institute of Technology, Moskovskii pr. 26, St. Petersburg, 190013, Russia

    T. P. Kofman, A. E. Trubitsin, I. V. Dmitrienko & E. Yu. Glazkova

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  1. T. P. Kofman
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  2. A. E. Trubitsin
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  3. I. V. Dmitrienko
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  4. E. Yu. Glazkova
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Dedicated to Prof. G.I. Koldobskii on his 75th anniversary

Original Russian Text © T.P. Kofman, A.E. Trubitsin, I.V. Dmitrienko, E.Yu. Glazkova, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 6, pp. 883−889.

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Kofman, T.P., Trubitsin, A.E., Dmitrienko, I.V. et al. Synthesis and properties of 5-substituted 1-dinitromethyl-3-nitro-1 H-1,2,4-triazoles. Russ J Org Chem 44, 874–881 (2008). https://doi.org/10.1134/S1070428008060171

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  • DOI: https://doi.org/10.1134/S1070428008060171

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