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Characterization Of Oxidation Products Of Tnt Metabolism In Aquatic Phytoremediation Systems Of Myriophyllum Aquaticum, R. Bhadra, R. J. Spanggord, D. G. Wayment, J. B. Hughes, Jacqueline V. Shanks

Jacqueline V. Shanks

TNT transformation processes in sediment-free, “natural”, aquatic phytoremediation systems of Myriophyllum aquaticum were investigated with specific interest in oxidation products. Extraction procedures combining liquidliquid extractions and solid-phase extractions were developed for the isolation of the mostly acidic, oxidized TNT metabolites. Six compounds unique from the reduction products of TNT were isolated and characterized by UVvis, 1H, and 13C NMR spectroscopy, by mass spectroscopy, and by chemical synthesis where feasible. These compounds include 2-amino-4,6-dinitrobenzoic acid, 2,4-dinitro-6- hydroxy-benzyl alcohol, 2-N-acetoxyamino-4,6-dinitrobenzaldehyde, 2,4-dinitro-6-hydroxytoluene, and two binuclear metabolites unique from the customary azoxytetranitrotoluenes. The monoaryl compounds show clear evidence of oxidative transformations, methyl oxidation and/or …