PREPARATION OF 5-DINITROMETHYLTETRAZOLE FROM SALTS OF DINITROACETONITRILE,

Abstract

An attempt was made to prepare the previously unknown dinitromethyltetrazole by the reaction of dinitroacetonitrile and sodium azide in water but with negative results probably due to generation of the sodium salt of dinitroacetonitrile and the highly associated hydrazoic acid. This led to an examination of the reactions of salts of dinitroacetonitrile with sodium or ammonium dinitroacetonitrile (but not the potassium salt) with sodium azide and ammonium chloride (mole ratio 1.00: 1.02: 1.02, respectively) in refluxing water but not in dimethylformamide. This appears to be the first example of the use of an organonitrile salt to form a tetrazole and is the first example of a 5-nitroalkyltetrazole.

Document Details

Document Type
Technical Report
Publication Date
Jan 01, 1963
Accession Number
AD0612145

Entities

People

  • F. Einberg

Organizations

  • Frankford Arsenal

Tags

DTIC Thesaurus Topics

  • Azides
  • Hydrazoic Acid
  • Sodium
  • Sodium Azides
  • Sodium Compounds
  • United States
  • United States Military Academy

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry