Selective Reduction of Dinitrotoluene Isomers by Ascorbate Ion. Relative Rates in Homogeneous Solution.
Technical rept. Nov 72-Apr 76,
ARMY ARMAMENT RESEARCH AND DEVELOPMENT COMMAND ABERDEEN PROVING GROUND MD CHEMICAL SYSTEMS LAB
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Investigations were conducted with the objective to reduce waste products and the associated water pollution problems arising from the manufacture of trinitrotoluene TNT. The approach was to remove undesired dinitrotoluene DNT isomers by selective reduction with inexpensive carbohydrates, such that the resulting mixture, upon subsequent nitration, would yield specification grade TNT. Using ascorbic acid as a model compound, kinetic studies were performed on five DNT isomers in aqueous acetonitrile at different pHs. Appreciable differences in the rates of reduction of the five DNT isomers were obtained indicating that the undesired DNT isomers could be preferentially removed from a crude mixture of DNT. Furthermore, experiments were performed to simulate process conditions. When actual mixtures of DNT isomers were stirred in a basic ascorbic acid solution, the undesired DNT isomers were considerably reduced, whereas the desired 2,4- and 2,6-DNTs were virtually unaffected. Author
- Ammunition and Explosives
- Water Pollution and Control