A chromatography-mass spectrometry study of aquatic chlorination of UV-filter avobenzone
- Авторы: Kalister K.1, Dolenc D.2, Sarakha M.3, Polyakova O.4, Lebedev A.4, Trebše P.5
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Учреждения:
- Laboratory for Environmental Research
- Faculty of Chemistry and Chemical technology
- Clermont Universite, Universite Blaise Pascal, Institut de Chimie de Clermont-Ferrand, Equipe Photochimie
- Department of Chemistry
- Faculty of Health Sciences
- Выпуск: Том 71, № 14 (2016)
- Страницы: 1289-1293
- Раздел: Articles
- URL: https://journals.rcsi.science/1061-9348/article/view/182230
- DOI: https://doi.org/10.1134/S1061934816140057
- ID: 182230
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Аннотация
We studied the reactions of 4-tert-butyl-4′-methoxydibenzoylmethane (avobenzone), the most common UV filter in formulations of sunscreens, under the conditions of disinfection. Three chlorinated compounds were identified as the main products. Their structures were confirmed by high-performance liquid chromatography-tandem mass spectrometry (HPLC–MS2) with accurate mass measurements and by gas chromatography–mass spectrometry (GC/MS). It was reliably proved, that the substitution involved the double bond of the enolic form of the diketone, rather than the activated aromatic ring, leading to the formation of 2-chloro-1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)-1,3-propanedione and 2,2-dichloro-1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)-1,3-propanedione as the main products. The third identified product was 2-chloro-1-(4-methoxyphenyl)ethanone.
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Об авторах
K. Kalister
Laboratory for Environmental Research
Email: polonca.trebse@zf.uni-lj.si
Словения, Nova Gorica, 5000
D. Dolenc
Faculty of Chemistry and Chemical technology
Email: polonca.trebse@zf.uni-lj.si
Словения, Ljubljana, 1000
M. Sarakha
Clermont Universite, Universite Blaise Pascal, Institut de Chimie de Clermont-Ferrand, Equipe Photochimie
Email: polonca.trebse@zf.uni-lj.si
Франция, Clermont-Ferrand, 63000
O. Polyakova
Department of Chemistry
Email: polonca.trebse@zf.uni-lj.si
Россия, Moscow, 119991
A. Lebedev
Department of Chemistry
Автор, ответственный за переписку.
Email: a.lebedev@org.chem.msu.ru
Россия, Moscow, 119991
P. Trebše
Faculty of Health Sciences
Автор, ответственный за переписку.
Email: polonca.trebse@zf.uni-lj.si
Словения, Ljubljana, 1000