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Photodechlorination of 3,3′‐dichlorobenzidine in water
Author(s) -
Nyman Marianne C.,
Haber Ken S.,
Kenttämaa Hilkka I.,
Iii Ernest R. Blatchley
Publication year - 2002
Publication title -
environmental toxicology and chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.1
H-Index - 171
eISSN - 1552-8618
pISSN - 0730-7268
DOI - 10.1002/etc.5620210305
Subject(s) - chemistry , mass spectrometry , fourier transform ion cyclotron resonance , benzidine , kinetics , high performance liquid chromatography , analytical chemistry (journal) , yield (engineering) , congener , chromatography , photochemistry , organic chemistry , materials science , physics , quantum mechanics , metallurgy
Laboratory experiments have been conducted to elucidate the photochemical behavior of 3,3′‐dichlorobenzidine (DCB) and its congeners in aquatic systems. Photodechlorination of DCB was observed in aqueous samples that were irradiated with monochromatic radiation from a variable‐wavelength laser at several wavelengths in the range 300 nm ≤ λ ≤ 360 nm. Analytical measurements performed by high‐performance liquid chromatography (HPLC) and Fourier‐transform ion cyclotron resonance (FTICR) mass spectrometry revealed that 3‐chlorobenzidine (MCB) was produced as a transient intermediate in the photodechlorination process, with subsequent photodechlorination to yield benzidine as a stable photoproduct. Data obtained from these measurements also suggest the existence of other (unidentified) reaction pathways and products. The time‐course measurements of chlorobenzidine congener concentrations and irradiance history were combined with a simple reaction model to develop estimates of reaction kinetics. Model predictions were consistent with results obtained for all wavelengths investigated.