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Experimental enthalpies of formation and other physicochemical characteristics of compounds containing C-NO2 and C-N(O)=N-NO2 groups: a comparison

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Abstract

The standard enthalpies of formation of nitro-NNO-azoxy compounds including nitro-NNO-azoxybenzene (2), 3-nitro-4-{[4-(nitro-NNO-azoxy)furazan-3-yl]-NNO-azoxy}-furazan (4), and bis-4,4′-(nitro-NNO-azoxy)-3,3′-azofurazan (6), as well as those of nitro compounds including 3-nitro-4-[(4-nitrofurazan-3-yl)-NNO-azoxy]furazan (3) and 4,4′-dinitro-3,3′-azofurazan (5) were determined by combustion calorimetry. It was shown that replacement of nitro group by nitro-NNO-azoxy group in the benzene and furazan rings causes the enthalpies of formation of the nitro-NNO-azoxy compounds to increase by 49–57 kcal mol−1 (on the average, by 52 kcal mol−1 per nitro-NNO-azoxy group introduced). According to the detonation velocity and detonation pressure calculations for compounds 3–6, the energetic characteristics of nitro-NNO-azoxyfurazans 4 and 6 approach those of hexanitrohexaazaisowurtzitane (CL-20), being much better than those of nitrofurazans 3 and 5.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    N. E. Leonov, M. S. Klenov, A. M. Churakov & V. A. Tartakovsky

  2. N. N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 119991, Moscow, Russian Federation

    T. S. Konkova, E. A. Miroshnichenko, Yu. N. Matyushin & N. V. Muravyev

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  1. N. E. Leonov
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  4. T. S. Konkova
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Correspondence to M. S. Klenov.

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This work was financially supported by the Ministry of Higher Education and Science of the Russian Federation (Contract No. 075-15-2020-803 with the N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences).

No human or animal subjects were used in this research.

The authors declare no competing interests.

Published in Russian in Izyestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1634–1640, August, 2022.

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Leonov, N.E., Klenov, M.S., Churakov, A.M. et al. Experimental enthalpies of formation and other physicochemical characteristics of compounds containing C-NO2 and C-N(O)=N-NO2 groups: a comparison. Russ Chem Bull 71, 1634–1640 (2022). https://doi.org/10.1007/s11172-022-3572-5

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