Reduction and Ammonolysis Products Derived from Isomeric Trinitrotoluenes. Synthesis and Chemical Stability of the Aminodinitrotoluenes.

Abstract

The reaction of ammonia with the six isomeric trinitrotoluenes has been examined. Syntheses of eight aminodinitrotoluenes, including all derived by ammonolysis of the five unsymmetrical trinitrotoluenes, and reduction of 2-4-6-trinitrotoluene (Alpha-TNT), are described. Synthesis of the sixteenth, and only previously unreported aminodinitrotoluene isomer, 3-amino-2-5-dinitrotoluene, has been achieved. Nuclear magnetic resonance spectra support the structure assignments. Impact sensitivities and decomposition temperatures (determined by differential thermal analysis) were determined for all eight aminodinitrotoluenes described in this report. All compounds were found to be quite stable, more stable than alpha-TNT itself. It is concluded that potential formation of aminodinitrotoluenes by reaction of ammonia with impurities in military grade TNT does not constitute a safety hazard. (Author)

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Jun 01, 1977
Accession Number
ADA042163

Entities

People

  • Arnold T. Nielsen
  • Donald W. Moore
  • Ronald A. Henry
  • Ronald L. Atkins
  • William P. Norris

Organizations

  • Naval Air Weapons Station China Lake

Tags

Communities of Interest

  • Weapons Technologies

DTIC Thesaurus Topics

  • Air Force
  • Air Force Facilities
  • Alcohols
  • Chemical Reactions
  • Chemical Stability
  • Explosives
  • Magnetic Resonance
  • Mass Spectra
  • Mass Spectrometry
  • Mass Spectroscopy
  • Nitrogen Compounds
  • Nuclear Magnetic Resonance
  • Physical Properties
  • Resonance
  • Rocket Oxidizers
  • Spectra
  • Spectroscopy

Readers

  • Agricultural Chemistry/Soil Science
  • Organic Chemistry