A spectroscopic study of the bromination of the endocrine disruptor ethynylestradiol.

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.

journal_name

Chemosphere

journal_title

Chemosphere

authors

Lu J,Korshin GV

doi

10.1016/j.chemosphere.2008.02.055

subject

Has Abstract

pub_date

2008-06-01 00:00:00

pages

504-8

issue

3

eissn

0045-6535

issn

1879-1298

pii

S0045-6535(08)00273-7

journal_volume

72

pub_type

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