DOI: 10.1016/j.watres.2018.10.055
Scopus记录号: 2-s2.0-85055723703
论文题名: ClO2 pre-oxidation changes the yields and formation pathways of chloroform and chloral hydrate from phenolic precursors during chlorination
作者: Gan W. ; Ge Y. ; Zhu H. ; Huang H. ; Yang X.
刊名: Water Research
ISSN: 431354
出版年: 2019
卷: 148 起始页码: 250
结束页码: 260
语种: 英语
英文关键词: Chloral hydrate
; Chlorination
; Chlorine dioxide (ClO2)
; Chloroform
; Pre-oxidation
; Water treatment
Scopus关键词: Biological materials
; Carbonyl compounds
; Carboxylation
; Chemicals removal (water treatment)
; Chlorination
; Hydrates
; Hydration
; Oxidation
; Phenols
; Substitution reactions
; Unsaturated compounds
; Water treatment
; 2 , 4 , 6-trichlorophenol
; Chloral hydrates
; Chlorine dioxides
; Disinfection byproducts
; Formation pathways
; Natural organic matters
; Pre-oxidation
; Transformation products
; Chlorine compounds
; 1,3 dione
; 2,3 dihydroxyphenol
; 2,4,6 trichlorophenol
; alkane derivative
; benzoquinone derivative
; carbonyl derivative
; catechol
; chloral hydrate
; chlorine
; chlorine dioxide
; chloroform
; cyclopent 4 ene
; cyclopentane derivative
; mequinol
; phenol
; phenol derivative
; resorcinol
; unclassified drug
; chemical alteration
; chemical composition
; chlorination
; chloroform
; disinfection
; gas hydrate
; organic matter
; oxidation
; phenolic compound
; transformation
; Article
; biotransformation
; chemical structure
; chlorination
; controlled study
; decarboxylation
; hydrolysis
; oxidation
; priority journal
; reaction analysis
; ring opening
; substitution reaction
; water treatment
英文摘要: Phenolic moieties in natural organic matter (NOM) are important precursors of disinfection by-products (DBPs). In this study, the formation of chloral hydrate from chlorination of seventeen phenolic compounds, including mono-, di- and tri-hydroxybenzenes, were evaluated and the role of chlorine dioxide (ClO2) pre-oxidation on its formation pathways was explored. Chloroform, was also evaluated for comparison. Chlorination of resorcinol exhibited the highest chloral hydrate yield (2.83 ± 0.13%) followed by chlorination of 2,4,6-trichlorophenol (0.61 ± 0.03%). The median of chloral hydrate yields from the tested phenolic compounds was 0.22%. ClO2 pre-oxidation reduced the yields of chloroform from phenol derivatives by 37–97%, except 4-methoxyphenol, catechol and 2,3-dihydroxyphenol. On the contrary, ClO2 pre-oxidation of di- and tri-hydroxybenzenes tended to increase chloral hydrate yields in post-chlorination. Mixed results (both increases and decreases) were observed in chloral hydrate formation from chlorination of mono-hydroxybenzenes after ClO2 pre-oxidation. The changes of their formation were dependent on ClO2 pre-oxidation time and dosages. Identification of transformation products suggested that phenolic compounds were mainly converted to unsaturated carbonyl structures by ClO2. Chlorine substituted benzoquinones and cyclopent-4-ene-1,3-diones were important transformation products after a series of ring open, decarboxylation, hydrolysis and chlorine substitution reactions. The changes in the formation yields of chloral hydrate and chloroform were governed by the difference in initial phenolic precursors and the transformation products after ClO2 pre-oxidation. ClO2 pre-oxidation in water treatment can effectively reduce chloroform formation but may have a risk of increasing chloral hydrate formation. © 2018 Elsevier Ltd Citation statistics:
资源类型: 期刊论文
标识符: http://119.78.100.158/handle/2HF3EXSE/122208
Appears in Collections: 气候变化事实与影响
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作者单位: School of Environmental Science and Engineering, Guangdong Provincial Key Laboratory of Environmental Pollution Control and Remediation Technology, Sun Yat-sen University, Guangzhou, 510275, China
Recommended Citation:
Gan W.,Ge Y.,Zhu H.,et al. ClO2 pre-oxidation changes the yields and formation pathways of chloroform and chloral hydrate from phenolic precursors during chlorination[J]. Water Research,2019-01-01,148