PMID- 33647627
OWN - NLM
STAT- PubMed-not-MEDLINE
DCOM- 20210604
LR  - 20210604
IS  - 1873-3336 (Electronic)
IS  - 0304-3894 (Linking)
VI  - 414
DP  - 2021 Jul 15
TI  - Iodide promotes bisphenol A (BPA) halogenation during chlorination: Evidence from 
      30 X-BPAs (X = Cl, Br, and I).
PG  - 125461
LID - S0304-3894(21)00424-6 [pii]
LID - 10.1016/j.jhazmat.2021.125461 [doi]
AB  - As a well known endocrine-disrupting and model chemical, bisphenol A (BPA) may 
      pose a serious threat to human health, since it and its disinfection by-products 
      (DBPs) have been detected in drinking water, urine, human colostrum, adipose 
      tissue, and placenta samples. Although chlorinated BPAs (Cl-BPAs) and iodinated 
      BPAs (I-BPAs) have been well studied, brominated BPAs (Br-BPAs), and mixed 
      halogenated DBPs like bromo-iodo-BPAs (Br-I-BPAs), and bromo-chloro-iodo-BPAs 
      (Cl-Br-I-BPAs) are less well understood. Notably, the role of iodide (I(-)) 
      during chlorination is not well understood, since the studies of the I-DBPs 
      mainly focus on their genotoxicity and cytotoxicity. To understand the formation 
      mechanisms of halogenated bisphenol A (HBPs) during chlorination with bromide 
      (Br(-)) and/or I(-), and the role of I(-) during chlorination, three set of 
      reactions were performed in the laboratory ("BPA + chlorine + Br(-)", "BPA + 
      chlorine + I(-)" and "BPA + chlorine + Br(-) +I(-)" assigned as group A, B and C 
      respectively). Thirty HBPs were identified and 18 of them were never reported 
      before. I(-) increases the transformation rate of BPA into HBPs as I-BPAs act as 
      intermediate HBPs during chlorination that easily react with HClO/ClO(-) and 
      HBrO/BrO(-) to form Cl-BPAs and Br-BPAs. HIO/IO(-) showed higher reactivity 
      towards BPA and HBPs than that of HBrO/BrO(-) and HClO/ClO(-). The recycling of 
      I(-) was observed in the reactions of "BPA + chlorine + I(-)" and "BPA + chlorine 
      + Br(-) +I(-)", which may explain why I(-) can induce BPA to transform into HBPs 
      and suggests that I(-) may act as a catalyst during the BPA chlorination 
      reactions. The reaction pathways are proposed which present the reactions of BPA 
      and HBPs with HClO/ClO(-), HBrO/BrO(-), and HIO/IO(-), as well as the recycling 
      of I(-). This study describes the potential DBP formation and transformation 
      mechanisms of BPA and its 16 alternatives, as well as the role of I(-) on the 
      transformation of phenol compounds during chlorination.
CI  - Copyright (c) 2021 Elsevier B.V. All rights reserved.
FAU - Li, Jiafu
AU  - Li J
AD  - School of Environmental Science and Engineering, Tianjin University, Tianjin 
      300072, China. Electronic address: jiafuli@suda.edu.cn.
FAU - He, Jiahui
AU  - He J
AD  - School of Environmental Science and Engineering, Tianjin University, Tianjin 
      300072, China.
FAU - Aziz, Md Tareq
AU  - Aziz MT
AD  - Department of Chemistry and Biochemistry, University of South Carolina, Columbia, 
      SC 29208, United States.
FAU - Song, Xiaocui
AU  - Song X
AD  - MOE Key Laboratory of Pollution Processes and Environmental Criteria/Tianjin Key 
      Laboratory of Environmental Technology for Complex Trans-Media Pollution, College 
      of Environmental Science and Engineering, Nankai University, Tianjin 300350, 
      China.
FAU - Zhang, Ying
AU  - Zhang Y
AD  - MOE Key Laboratory of Pollution Processes and Environmental Criteria/Tianjin Key 
      Laboratory of Environmental Technology for Complex Trans-Media Pollution, College 
      of Environmental Science and Engineering, Nankai University, Tianjin 300350, 
      China. Electronic address: zhangying@nankai.edu.cn.
FAU - Niu, Zhiguang
AU  - Niu Z
AD  - School of Environmental Science and Engineering, Tianjin University, Tianjin 
      300072, China. Electronic address: nzg@tju.edu.cn.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20210220
PL  - Netherlands
TA  - J Hazard Mater
JT  - Journal of hazardous materials
JID - 9422688
SB  - IM
OTO - NOTNLM
OT  - Bisphenol A
OT  - Chlorination
OT  - Disinfection by-products
OT  - Iodide recycling
OT  - Transformation mechanisms
EDAT- 2021/03/02 06:00
MHDA- 2021/03/02 06:01
CRDT- 2021/03/01 20:15
PHST- 2020/11/22 00:00 [received]
PHST- 2021/01/03 00:00 [revised]
PHST- 2021/01/11 00:00 [accepted]
PHST- 2021/03/02 06:00 [pubmed]
PHST- 2021/03/02 06:01 [medline]
PHST- 2021/03/01 20:15 [entrez]
AID - S0304-3894(21)00424-6 [pii]
AID - 10.1016/j.jhazmat.2021.125461 [doi]
PST - ppublish
SO  - J Hazard Mater. 2021 Jul 15;414:125461. doi: 10.1016/j.jhazmat.2021.125461. Epub 
      2021 Feb 20.