Issue 39, 2021

N-Functionalisation of 5,5′-bistetrazole providing 2,2′-di(azidomethyl)bistetrazole: a melt-castable metal-free green primary explosive

Abstract

N-Hydroxymethylation of heterocyclic compounds offers a promising starting procedure to ultimately introduce nitratomethyl- as well as azidomethyl-moieties. Applied to 5,5′-bistetrazole, the resulting 2,2′-di(azidomethyl)bistetrazole (3) and 2,2′-di(nitratomethyl)bistetrazole (4) are high-performing melt-castable energetic materials. Sensitivities were predicted by Hirshfeld analysis and explored in detail by experimental analysis. Because of their increased values towards mechanical stimuli and a short deflagration to detonation transition (DDT), the diazidomethyl derivative especially shows promise as a new melt-castable primary explosive.

Graphical abstract: N-Functionalisation of 5,5′-bistetrazole providing 2,2′-di(azidomethyl)bistetrazole: a melt-castable metal-free green primary explosive

Supplementary files

Article information

Article type
Communication
Submitted
16 Aug 2021
Accepted
09 Sep 2021
First published
10 Sep 2021

Dalton Trans., 2021,50, 13656-13660

Author version available

N-Functionalisation of 5,5′-bistetrazole providing 2,2′-di(azidomethyl)bistetrazole: a melt-castable metal-free green primary explosive

T. M. Klapötke, M. Kofen and J. Stierstorfer, Dalton Trans., 2021, 50, 13656 DOI: 10.1039/D1DT02731J

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