Synthesis of 5,5'-dinitro-2,2'-bis(polynitromethyl)-bi(1,2,3(4)-triazoles), hydrogen-free oxidizers

Synthesis of 5,5'-dinitro-2,2'-bis(polynitromethyl)-bi(1,2,3(4)-triazoles), hydrogen-free oxidizers Full article

Journal

Chemistry of Heterocyclic Compounds
ISSN: 1573-8353 , E-ISSN: 0009-3122

Output data

Year: 2017, Volume: 53, Number: 6-7, Pages: 728-732 Pages count : 5 DOI: 10.1007/s10593-017-2117-6

Authors

Semenov Victor V. ¹ , Shevelev Svyatoslav A. ¹ , Bruskin Alexander B. ¹ , Shakhnes Alexander Kh. ¹ , Kuz’min Vladimir S. ²

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
2	N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, Russia

N,N'-Dinitromethyl derivatives of 5,5'-dinitrobi(1,2,4-triazole) and 5,5'-dinitrobi(1,2,3-triazole) were used in a sequence of nitration, fluorination, and difluoroamination reactions, providing the respective 2,2'-bis(trinitromethyl)-, 2,2'-bis(dinitro(fluoro)methyl)-, and 2,2'-bis[(N,N-difluoroamino)dinitromethyl] derivatives. The structures of all six products were studied by X-ray structural analysis; their crystal lattices were found to have high density (from 1.831 to 1.959 g/cm3 at 295 K). According to DTA data, the initial decomposition temperature for these compounds was in the range from 107 to 198°С. 2,2'-Bis[dinitro(fluoro)methyl]-5,5'-dinitro-2H,2'H-3,3'-bi(1,2,4-triazole) is of interest for the design of composite high-energy materials, due to its high density (1.959 g/cm3), good thermal stability (initial decomposition temperature 195°С), and the availability of starting materials.

Semenov V.V. , Shevelev S.A. , Bruskin A.B. , Shakhnes A.K. , Kuz’min V.S.
Synthesis of 5,5'-dinitro-2,2'-bis(polynitromethyl)-bi(1,2,3(4)-triazoles), hydrogen-free oxidizers
Chemistry of Heterocyclic Compounds. 2017. V.53. N6-7. P.728-732. DOI: 10.1007/s10593-017-2117-6 WOS Scopus OpenAlex

Web of science:	WOS:000409353800014
Scopus:	2-s2.0-85027987358
OpenAlex:	W2747485688

DB	Citing
OpenAlex	39
Scopus	38
Web of science	38