Issue 22, 2015

5-(Fluorodinitromethyl)-2H-tetrazole and its tetrazolates – Preparation and Characterization of New High Energy Compounds

Abstract

5-(Fluorodinitromethyl)-2H-tetrazole (HFDNTz) has been prepared by the cycloaddition reaction of HN3 with F(NO2)2CCN, which in turn was prepared by aqueous fluorination of sodium dinitrocyanomethanide. HFDNTz was converted into the ammonium, silver and tetraphenylphosphonium 5-(fluorodinitromethyl)tetrazolates. While the reaction of trinitroacetonitrile with HBr, followed by the treatment with NaOH, resulted in the formation of sodium dinitrocyanomethanide, the reaction of trinitroacetonitrile with aqueous ammonia produced ammonium dinitrocyanomethanide. Hydrazinium dinitromethanide was obtained from trinitroacetonitrile and hydrazine hydrate. All compounds were fully characterized by multinuclear NMR spectroscopy, IR spectroscopy and X-ray crystal structure determinations. Initial safety testing (impact and friction sensitivity) and thermal stability measurements (DTA) were also carried out.

Graphical abstract: 5-(Fluorodinitromethyl)-2H-tetrazole and its tetrazolates – Preparation and Characterization of New High Energy Compounds

Supplementary files

Article information

Article type
Paper
Submitted
21 Jan 2015
Accepted
18 Mar 2015
First published
18 Mar 2015
This article is Open Access
Creative Commons BY license

Dalton Trans., 2015,44, 10166-10176

Author version available

5-(Fluorodinitromethyl)-2H-tetrazole and its tetrazolates – Preparation and Characterization of New High Energy Compounds

R. Haiges and K. O. Christe, Dalton Trans., 2015, 44, 10166 DOI: 10.1039/C5DT00291E

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