Journal
ENVIRONMENTAL CHEMISTRY
Volume 9, Issue 6, Pages 558-563Publisher
CSIRO PUBLISHING
DOI: 10.1071/EN12143
Keywords
chloroanilines
Categories
Funding
- National Natural Science Foundation of China [41076040, 20807036]
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Photochlorination of aniline was observed in aqueous solutions containing dissolved Fe-III and chloride ions under simulated solar light irradiation. Effects of O-2, Cl-, Fe3+ and pH on the formation of chloroanilines (CAs) were investigated. para-chloroaniline (4CA) was identified as the main chlorinated product. The formation of 4CA is enhanced with increased concentrations of Cl- or Fe3+, and decreased pH, whereas oxygen plays a negligible role in the process. The results indicate that, Cl-center dot is formed mainly by the photodissociation of FeCl2+-FeCl2+ complexes, and reacts with Cl- to produce Cl-2(center dot-). Aniline is then oxidised by Cl-2(center dot-) into an anilino radical cation, which further reacts with Cl-2(center dot-) to generate CAs. The photochlorination of aniline in natural seawater was also observed. Other phototransformation products of aniline were detected and a transformation pathway was proposed. This work provides evidence for the photochemical chlorination path of aniline-based aromatic amines in aqueous solutions.
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