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August 25, 2026
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Energetic 1,2,3,4-Tetrazines

P. 139–187.
Churakov A., Klenov M., Aleksey A. Voronin, Tartakovsky V.

1,2,3,4-Tetrazine is considered as a promising scaffold for the construction of new high-energy materials, which possess high and, in some cases, record detonation performance. In this chapter, recent state-of-the-art methods for the synthesis of tetrazines, their 1,3-dioxides, benzo- and hetero-annulated derivatives, as well as their reactivity are summarized. Some physicochemical properties along with their spectral and crystallographic data are considered. Particular attention is paid to the thermal stability of these compounds and plausible thermal decomposition mechanisms since they are crucial parameters for practical applications. The energetic performance of the most promising tetrazine-based materials is also assessed.

Language: English
DOI
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Keywords: energetic materials1,2,3,4-Tetrazine

In book

Nitrogen-Rich Energetic Materials
Wiley, 2022.
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Expanding the Limits of Organic Energetic Materials: High-Performance Alliance of 1,3,4-Thiadiazole and Furazan Scaffolds
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A majority of known and newly synthesized energetic materials comprise polynitrogen or nitrogen–oxygen heterocycles with various explosophores. However, available structural combinations of these organic scaffolds are finite and are about to reach their limits. Herein, we present the design and synthesis of a series of sulfur-containing polyazole structures comprising 1,3,4-thiadiazole and furazan rings linked by ...
Added: June 24, 2024
Substituted tetrazoles with N-oxide moiety: critical assessment of thermochemical properties
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Added: November 22, 2023
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Added: November 22, 2023
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A number of new high-performing energetic materials possess explosophoric functionalities, high nitrogen content, and fused heterocyclic blocks. Two representatives of these materials have been synthesized recently, namely, 1,2,9,10-tetranitrodipyrazolo[1,5-d:5′,1′-f][1,2,3,4]-tetrazine (1) and 2,9-dinitrobis([1,2,4]triazolo)[1,5-d:5′,1′-f][1,2,3,4]tetrazine (2). The thermal stability of these energetic materials bearing the N–N–N = N–N–N fragment and three closely related compounds has been investigated for the ...
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Added: September 29, 2021
Synthesis of New Energetic Materials Based on Furazan Rings and Nitro‐NNO‐azoxy Groups
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Energetic compounds 1–6, consisting of one or two furazan rings linked by azo or azoxy bridges and one or two nitro‐NNO‐azoxy substituents, were synthesized by nitration of the corresponding tert‐butyl‐NNO‐azoxy precursors with NO2BF4. Novel methods for the synthesis of 3,4‐bis(tert‐butyl‐NNO‐azoxy)furazan (7) and bis‐4,4′‐(tert‐butyl‐NNO‐azoxy)‐3,3′‐azoxyfurazan (21) were elaborated. The nitro‐NNO‐azoxy compounds obtained display high calculated detonation performance (vD=8.07–9.40 km s−1 and PC‐J=27.4–43.4 GPa) that ...
Added: October 17, 2020
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