Synthesis of melt-castable gem-dinitro derivatives of 4,5,6,7-tetrahydrobenzofurazan and its N-oxide

Synthesis of melt-castable gem-dinitro derivatives of 4,5,6,7-tetrahydrobenzofurazan and its N-oxide Full article

Journal

FirePhysChem
ISSN: 2667-1344

Output data

Year: 2025, DOI: 10.1016/j.fpc.2025.08.004

Authors

Nigmatov Albert G. ¹ , Suponitsky Kyrill Yu. ¹ , Sinditskii Valery P. ² , Sheremetev Aleksei B. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991, Russia
2	Mendeleev University of Chemical Technology, Moscow 125047, Russia

The synthesis of energetic compounds of the gem-dinitrocarbocycle family, furazan and furoxan fused to dinitrocyclohexane, is reported. The construction of the gem-dinitro moiety was achieved by nitration of the hydroxyimine group by using both fuming and dilute nitric acid. These hybrid materials were characterized with respect to their spectral and energetic materials properties. The structural features of furazan 5 and furoxan 6 were revealed using X-ray crystallography. Energetic compound 5 was found to exhibit melt-castable properties, with a melting point of 78 °C and an onset decomposition temperature of 198 °C. It was insensitive to impact, with a calculated detonation pressure ca. 21% higher than the benchmark melt-castable explosive TNT.

Nigmatov A.G. , Suponitsky K.Y. , Sinditskii V.P. , Sheremetev A.B.
Synthesis of melt-castable gem-dinitro derivatives of 4,5,6,7-tetrahydrobenzofurazan and its N-oxide
FirePhysChem. 2025. DOI: 10.1016/j.fpc.2025.08.004 OpenAlex

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