New High-Energy Oxygen Oxidizers

Abstract

Attempts at the synthesis of TENDE, 1,2-dicyanotetranitroethane, a potentially new high-energy oxidizer, are described. The dipotassium salt of 2, 3-dinitrosuccinonitrile, an intermediate to TENDE, has been synthesized by the base catalyzed reaction of succinonitrile with alkyl nitrates. From the dipotassium salt, the disilver and disodium salts of dinitrosuccinonitrile were obtained. The nitration and halogenation of dicyanoglyoxime led to the formation of dicyanofuroxan. The reaction of dicyanoglyoxime with peroxytrifluoroacetic acid yielded the new compound, 3-carbamyl-4-cyanofurazan- 2-oxide. No addition of NO2 to fumaronitrile, dichlorofumaro and dichloromaleo nitriles was observed. Oxidative dimerization reactions were unsuccessful on dinitroacetonitrile, nitroacetonitrile and ethyl cyanoacetate. Cyanation reactions attempted on dipotassium tetranitroethane, dichlorotetranitroethane, hexanitroethane, and fluorotrinitromethane were unsuccessful. (Author)

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Document Details

Document Type
Technical Report
Publication Date
Mar 01, 1969
Accession Number
AD0501704

Entities

People

  • E. F. Witucki
  • M. B. Frankel
  • W. Maya

Tags

Communities of Interest

  • Weapons Technologies

DTIC Thesaurus Topics

  • Air Force
  • Alcohols
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Chlorination
  • Contracts
  • Cyanides
  • Halogens
  • Infrared Spectra
  • Materials
  • Materials Science
  • Nitrogen Oxides
  • Organic Chemistry
  • Rocket Oxidizers
  • Solid Propellants
  • Solid Rocket Oxidizers

Fields of Study

  • Chemistry

Readers

  • Chemistry (specifically Chemical Fluorescence)
  • Organic Chemistry