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Novel Highly Energetic Pyrazoles: N ‐Trinitromethyl‐Substituted Nitropyrazoles
Author(s) -
Dalinger Igor L.,
Vatsadze Irina A.,
Shkineva Tatyana K.,
Kormanov Alexandr V.,
Struchkova Marina I.,
Suponitsky Kyrill Yu.,
Bragin Anatoly A.,
Monogarov Konstantin A.,
Sinditskii Valery P.,
Sheremetev Aleksei B.
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201500533
Subject(s) - nitration , pentaerythritol tetranitrate , oxygen balance , energetic material , moiety , thermal stability , elemental analysis , chemistry , standard enthalpy of formation , triazine , nitrogen , materials science , oxygen , polymer chemistry , organic chemistry , explosive material
A new family of energetic compounds, nitropyrazoles bearing a trinitromethyl moiety at the nitrogen atom of the heterocycle, was designed. The desirable high‐energy dense oxidizers 3,4‐dinitro‐ and 3,5‐dinitro‐1‐(trinitromethyl)pyrazoles were synthesized in good yields by destructive nitration of the corresponding 1‐acetonylpyrazoles. All of the prepared compounds were fully characterized by multinuclear NMR and IR spectroscopy, as well as by elemental analysis. Single‐crystal X‐ray diffraction studies show remarkably high density. Impact sensitivity tests and thermal stability measurements were also performed. All of the pyrazoles possess positive calculated heats of formation and exhibit promising energetic performance that is the range of 1,3,5‐trinitroperhydro‐1,3,5‐triazine and pentaerythritol tetranitrate. The new pyrazoles exhibit positive oxygen balance and are promising candidates for new environmentally benign energetic materials.