The use of amino compounds for binding 2,4,6-trinitrotoluene in water.
Sites polluted with 2,4,6-trinitrotoluene (TNT) constitute a worldwide problem. In this work, chemical reactions for binding TNT to amino-compounds are proposed as an initial step for developing new remediation techniques to clean-up groundwater and soils contaminated with TNT. Indeed, addition of aniline and an amino acid-like cysteine caused a decrease in free TNT of 86% and 68-100%, respectively. Using 13C-NMR spectroscopy, it was shown that TNT chemically forms a Meisenheimer complex with cysteine and aniline in 1/1 (by vol.) H2O/d6-acetone.
Fant
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BioNMR and Peptide Synthesis, Department of Organic Chemistry, University of Gent, Krijgslaan 281 S4bis, B-9000 Gent, Belgium.
De Sloovere
A
A
Matthijsen
K
K
Marlé
C
C
el Fantroussi
S
S
Verstraete
W
W
D000588:Amines / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry; D001673:Biodegradation, Environmental; D002247:Carbon Isotopes; D003545:Cysteine / Q000737:chemistry; D003666:Decontamination / Q000379:methods*; D005583:Fourier Analysis; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D012989:Soil Pollutants; D014303:Trinitrotoluene / Q000737:chemistry*; D014874:Water Pollutants, Chemical; D018508:Water Purification / Q000379:methods*
D000588:Amines; D000596:Amino Acids; D000814:Aniline Compounds; D002247:Carbon Isotopes; D012989:Soil Pollutants; D014874:Water Pollutants, Chemical; D014303:Trinitrotoluene; D003545:Cysteine; C023650:aniline