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Identification of Unknown Brominated Bisphenol S Congeners in Contaminated Soils as the Transformation Products of Tetrabromobisphenol S Derivatives
Environmental Science & Technology ( IF 10.8 ) Pub Date : 2018-09-05 , DOI: 10.1021/acs.est.8b03266
Aifeng Liu 1 , Jianbo Shi 2 , Zhaoshuang Shen 1 , Yongfeng Lin 2 , Guangbo Qu 2 , Zongshan Zhao 1 , Guibin Jiang 2
Environmental Science & Technology ( IF 10.8 ) Pub Date : 2018-09-05 , DOI: 10.1021/acs.est.8b03266
Aifeng Liu 1 , Jianbo Shi 2 , Zhaoshuang Shen 1 , Yongfeng Lin 2 , Guangbo Qu 2 , Zongshan Zhao 1 , Guibin Jiang 2
Affiliation
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Compared with tetrabromobisphenol A (TBBPA) and its derivatives, the skeletally similar chemicals tetrabromobisphenol S (TBBPS) and its derivatives have been rarely studied, and very little is known about their structures, environmental occurrence, and behaviors. In this study, a total of 84 soil samples from a chemical industrial park have been collected and analyzed to investigate the occurrence of TBBPS and its derivatives and to identify novel TBBPS analogs. TBBPS, TBBPS bis(2,3-dibromopropyl ether) (TBBPS-BDBPE), and three byproducts, TBBPS mono(allyl ether) (TBBPS-MAE), TBBPS mono(2-bromoallyl ether) (TBBPS-MBAE), and TBBPS mono(2,3-dibromopropyl ether) (TBBPS-MDBPE), have been detected with contents ranging from below detection limits to 1934.6 ng/g dw and with detection frequencies of 21.4–97.6%. In addition, another 5 unknown TBBPS analogs, tribromobisphenol S (TriBBPS), 2,2′,6′-TriBBPS-MAE (TriBBPS-MAE3.2), 2,6,2′-TriBBPS-MAE (TriBBPS-MAE3.4), 2′,6′-DBBPS-MAE (DBBPS-MAE2.0), and 2,6-DBBPS-MAE (DBBPS-MAE2.6), have been identified in these soil samples by untargeted mass spectrometry screening. These unknown analogs have also been observed in laboratory transformation experiments of TBBPS-MDBPE conducted under reducing conditions. TriBBPS-MAE3.4 and DBBPS-MAE2.6 were more likely to be produced than TriBBPS-MAE3.2 and DBBPS-MAE2.0 due to the stereoselectivity of the transformation. TriBBPS-MAE3.4 and DBBPS-MAE2.0 were more stable, resulting in higher detection frequencies of these compounds in soil samples. Ether bond breakage and debromination contributed to the generation of these novel products. The results provide new information on the behaviors of TBBPS and its derivatives in the environment.
中文翻译:
鉴定污染土壤中未知的溴化双酚S同系物,作为四溴双酚S衍生物的转化产物
与四溴双酚A(TBBPA)及其衍生物相比,骨架相似的化学物质四溴双酚S(TBBPS)及其衍生物很少被研究,对其结构,环境发生和行为的了解还很少。在这项研究中,已经收集并分析了来自化学工业园区的总共84个土壤样品,以调查TBBPS及其衍生物的发生情况,并鉴定出新颖的TBBPS类似物。TBBPS,TBBPS双(2,3-二溴丙基醚)(TBBPS-BDBPE)和三种副产品,TBBPS单(烯丙基醚)(TBBPS-MAE),TBBPS单(2-溴烯丙基醚)(TBBPS-MBAE)和TBBPS已检测到单(2,3-二溴丙基醚)(TBBPS-MDBPE)的含量范围从低于检测极限到1934.6 ng / g dw,检测频率为21.4–97.6%。此外,3.2),2,6,2'-TriBBPS-MAE(TriBBPS-MAE 3.4),2',6'-DBBPS-MAE(DBBPS-MAE 2.0)和2,6-DBBPS-MAE(DBBPS-MAE 2.6)通过非目标质谱筛查已在这些土壤样品中鉴定出。在还原条件下进行的TBBPS-MDBPE实验室转化实验中也观察到了这些未知的类似物。由于转化的立体选择性,与TriBBPS-MAE 3.2和DBBPS-MAE 2.0相比,TriBBPS-MAE 3.4和DBBPS-MAE 2.6更有可能生产。TriBBPS-MAE 3.4和DBBPS-MAE 2.0更加稳定,导致土壤样品中这些化合物的检测频率更高。醚键的断裂和脱溴作用促进了这些新颖产物的产生。结果提供了有关TBBPS及其衍生物在环境中的行为的新信息。
更新日期:2018-09-05
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
鉴定污染土壤中未知的溴化双酚S同系物,作为四溴双酚S衍生物的转化产物
与四溴双酚A(TBBPA)及其衍生物相比,骨架相似的化学物质四溴双酚S(TBBPS)及其衍生物很少被研究,对其结构,环境发生和行为的了解还很少。在这项研究中,已经收集并分析了来自化学工业园区的总共84个土壤样品,以调查TBBPS及其衍生物的发生情况,并鉴定出新颖的TBBPS类似物。TBBPS,TBBPS双(2,3-二溴丙基醚)(TBBPS-BDBPE)和三种副产品,TBBPS单(烯丙基醚)(TBBPS-MAE),TBBPS单(2-溴烯丙基醚)(TBBPS-MBAE)和TBBPS已检测到单(2,3-二溴丙基醚)(TBBPS-MDBPE)的含量范围从低于检测极限到1934.6 ng / g dw,检测频率为21.4–97.6%。此外,3.2),2,6,2'-TriBBPS-MAE(TriBBPS-MAE 3.4),2',6'-DBBPS-MAE(DBBPS-MAE 2.0)和2,6-DBBPS-MAE(DBBPS-MAE 2.6)通过非目标质谱筛查已在这些土壤样品中鉴定出。在还原条件下进行的TBBPS-MDBPE实验室转化实验中也观察到了这些未知的类似物。由于转化的立体选择性,与TriBBPS-MAE 3.2和DBBPS-MAE 2.0相比,TriBBPS-MAE 3.4和DBBPS-MAE 2.6更有可能生产。TriBBPS-MAE 3.4和DBBPS-MAE 2.0更加稳定,导致土壤样品中这些化合物的检测频率更高。醚键的断裂和脱溴作用促进了这些新颖产物的产生。结果提供了有关TBBPS及其衍生物在环境中的行为的新信息。