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.

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Document Details

Document Type
Technical Report
Publication Date
Mar 18, 2015
Accession Number
AD1065032

Entities

People

  • Karl O. Christe
  • Ralf Haiges

Organizations

  • University of Southern California

Tags

Communities of Interest

  • C4I
  • Weapons Technologies

DTIC Thesaurus Topics

  • Alcohols
  • Aqueous Solutions
  • Chemical Synthesis
  • Chemistry
  • Crystal Structure
  • Crystals
  • Decomposition
  • Dielectric Gases
  • Electron Density
  • Electrons
  • Energetic Materials
  • Heat Energy
  • Measurement
  • Organic Chemistry
  • Spectra
  • Spectroscopy
  • X Rays

Fields of Study

  • Chemistry

Readers

  • Marine Ecological Systems Migration
  • Organic Chemistry