Novel Highly Energetic Pyrazoles: N‐Trinitromethyl‐Substituted Nitropyrazoles

Novel Highly Energetic Pyrazoles: N‐Trinitromethyl‐Substituted Nitropyrazoles Full article

Journal

Chemistry-An Asian Journal
ISSN: 1861-471X , E-ISSN: 1861-4728

Output data

Year: 2015, Volume: 10, Number: 9, Pages: 1987-1996 Pages count : 10 DOI: 10.1002/asia.201500533

Authors

Dalinger Igor L. ¹ , Vatsadze Irina A. ¹ , Shkineva Tatyana K. ¹ , Kormanov Alexandr V. ¹ , Struchkova Marina I. ¹ , Suponitsky Kyrill Yu. ² , Bragin Anatoly A. ³ , Monogarov Konstantin A. ³ , Sinditskii Valery P. ⁴ , Sheremetev Aleksei B. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky pr., Moscow, 119991 Russian Federation
2	A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Science, 28 Vavilov str., Moscow, 119991 Russian Federation
3	N. N. Semenov Institute of Chemical Physics, Russian Academy of Science, 4 Kosygin St., Moscow, 119991 Russian Federation
4	Mendeleev University of Chemical Technology, Miusskaya sq. 9, Moscow, 125047 Russian Federation

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.

Dalinger I.L. , Vatsadze I.A. , Shkineva T.K. , Kormanov A.V. , Struchkova M.I. , Suponitsky K.Y. , Bragin A.A. , Monogarov K.A. , Sinditskii V.P. , Sheremetev A.B.
Novel Highly Energetic Pyrazoles: N‐Trinitromethyl‐Substituted Nitropyrazoles
Chemistry-An Asian Journal. 2015. V.10. N9. P.1987-1996. DOI: 10.1002/asia.201500533 WOS OpenAlex

≡ Web of science:	WOS:000360589300026
≡ OpenAlex:	W1914309859