A spectroscopic study of the bromination of the endocrine disruptor ethynylestradiol |
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Authors: | Lu Junhe Korshin Gregory V |
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Institution: | Department of Crop and Soil Sciences, University of Georgia, Griffin, GA 30223, United States. |
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Abstract: | Bromination of ethynylestradiol (EE2) was studied using fluorescence and conventional and stopped-flow absorbance spectroscopy. EE2 transformations in the presence of bromine were determined to proceed through sequential reactions. The first step is very rapid and results in the formation of a brominated cyclohexadienone that is susceptible to reduction but in oxidative conditions it undergoes a transformation into monobromo-EE2 in a first-order OH- -accelerated reaction. The transformation from monobromo-EE2 to dibromo-EE2 follows a similar mechanism. The rates of reactions of bromine-substituted EE2 species are orders of magnitude lower than that of the parent compound indicating that these species can persist in conditions typical for water treatment operations. |
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