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

Klapötke, Thomas M.; Kofen, Moritz und Stierstorfer, Jörg (2021): N-Functionalisation of 5,5 '-bistetrazole providing 2,2 '-di(azidomethyl)bistetrazole: a melt-castable metal-free green primary explosive. In: Dalton Transactions, Bd. 50, Nr. 39: S. 13656-13660

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.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Chemie und Pharmazie > Department Chemie
• Themengebiete: 500 Naturwissenschaften und Mathematik > 540 Chemie
• ISSN: 1477-9226
• Sprache: Englisch