Oxygen‐Rich 1,2,4‐Triazolo[3,4‐d]‐1,2,4‐triazolo[3,4‐f]furazano[3,4‐b]pyrazines as Energetic Materials

Oxygen‐Rich 1,2,4‐Triazolo[3,4‐d]‐1,2,4‐triazolo[3,4‐f]furazano[3,4‐b]pyrazines as Energetic Materials Full article

Journal

Asian Journal of Organic Chemistry
ISSN: 2193-5815 , E-ISSN: 2193-5807

Output data

Year: 2016, Volume: 5, Number: 11, Pages: 1388-1397 Pages count : 10 DOI: 10.1002/ajoc.201600386

Authors

Sheremetev Aleksei B. ¹ , Korolev Vecheslav L. ¹ , Potemkin Aleksandr A. ^2,1 , Aleksandrova Natali S. ¹ , Palysaeva Nadezhda V. ¹ , Hoang Trung H. ³ , Sinditskii Valery P. ³ , Suponitsky Kyrill Yu. ⁴

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp, Moscow, 119991 Russia
2	Department of Chemistry, Lomonosov Moscow State University, GSP-1, Leninskie Gory, Moscow, 119991 Russia
3	Mendeleev University of Chemical Technology, 9 Miusskaya Square, 125047 Moscow, Russia
4	A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov St., 117813 Moscow, Russia

A convenient one-pot synthesis of 5,10-bis(trinitromethyl)- (5) and 5,10-bis(fluorodinitromethyl)furazano[3,4-e]di([1,2,4]triazolo)[4,3-a:3′,4′-c]pyrazines (6) by employing the reaction of 5,6-dichlorofurazano[3,4-b]pyrazine with 5-(trinitromethyl)- and 5-(1-fluoro-1,1-dinitromethyl)tetrazoles, respectively, was developed. The protocol was carried out under mild conditions at a moderate temperature and over short reaction times to synthesize the products in excellent yields. For the first time, these polynitromethyl-substituted compounds, which may have potential use as explosive and propellant materials, have been fully characterized. The burning rate of compound 5 was shown to be slightly superior to that of 2,4,6,8,10,12-hexanitrohexaazaisowurtzitane (CL-20).

Sheremetev A.B. , Korolev V.L. , Potemkin A.A. , Aleksandrova N.S. , Palysaeva N.V. , Hoang T.H. , Sinditskii V.P. , Suponitsky K.Y.
Oxygen‐Rich 1,2,4‐Triazolo[3,4‐d]‐1,2,4‐triazolo[3,4‐f]furazano[3,4‐b]pyrazines as Energetic Materials
Asian Journal of Organic Chemistry. 2016. V.5. N11. P.1388-1397. DOI: 10.1002/ajoc.201600386 WOS Scopus OpenAlex

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