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Recovery of Organic Values from TNT Purification Waste Water
Author(s) -
Gilbert E. E.
Publication year - 1977
Publication title -
propellants, explosives, pyrotechnics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.56
H-Index - 65
eISSN - 1521-4087
pISSN - 0721-3115
DOI - 10.1002/prep.19770020603
Subject(s) - sulfonate , chemistry , toluene , chlorine , nitro , extraction (chemistry) , sodium , organic chemistry , alkyl
Abstract Pure sodium 2,4‐dinitrotoluene‐3‐sulfonate and ‐5‐sulfonate were prepared, and a procedure was developed for their extraction (as a mixture) from TNT purification waste water (‘red water’). Reactions of the sulfonates were studied, with special emphasis on possible direct and indirect methods for desulfonating them to 2,4‐DNT. Other reactions studied included reduction of one or both nitro groups, followed by desulfonation, yielding 2‐amino‐4‐nitrotoluene and 2,4‐diamino‐toluene, respectively, and replacement of the sulfonate group by chlorine, hydroxyl, and various substituted amino groups. Most of these reactions with the pure sulfonates were also applied to the corresponding TNT isomers, and in some cases directly to stabilized red water.