N -Functionalisation of 5,5′-bistetrazole providing 2,2′-di(azidomethyl)bistetrazole: a melt-castable metal-free green primary explosive
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-performin...
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Veröffentlicht in: | Dalton transactions : an international journal of inorganic chemistry 2021-10, Vol.50 (39), p.13656-13660 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | 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. |
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ISSN: | 1477-9226 1477-9234 |
DOI: | 10.1039/d1dt02731j |