DOI: 10.1016/j.watres.2018.06.049
Scopus记录号: 2-s2.0-85053069719
论文题名: Rapid degradation of brominated and iodinated haloacetamides with sulfite in drinking water: Degradation kinetics and mechanisms
作者: Ding S. ; Wang F. ; Chu W. ; Cao Z. ; Pan Y. ; Gao N.
刊名: Water Research
ISSN: 431354
出版年: 2018
卷: 143 起始页码: 325
结束页码: 333
语种: 英语
英文关键词: Disinfection by-products
; Haloacetamides
; Reductive dehalogenation
; Sodium sulfite
; Sulfonate
Scopus关键词: Amides
; Chemical bonds
; Degradation
; Dehalogenation
; Disinfection
; Kinetics
; Reaction rates
; Sodium sulfite
; Substitution reactions
; Degradation kinetics
; Disinfection by-product
; Haloacetamides
; Nucleophilic substitution reactions
; Reductive dehalogenation
; Relative activities
; Second order kinetics
; Sulfonate
; Potable water
; byproduct
; chemical bonding
; chemical reaction
; concentration (composition)
; degradation
; disinfection
; drinking water
; organic compound
; reaction kinetics
; sulfide
; sulfite
; sulfonate
英文摘要: The effective removal of haloacetamides (HAMs) as a group of emerging disinfection by-products is essential for drinking water safety. This study investigated the degradation of 10 HAMs, including chlorinated, brominated, and iodinated analogues, by sodium sulfite (S(IV)) and the mechanism behind it. The results indicated that all HAMs, excluding chlorinated HAMs, decomposed immediately when exposed to S(IV). The reductive dehalogenation kinetics were well described by a second-order kinetics model, first-order in S(IV) and first-order in HAMs. The degradation rates of HAMs increased with the increase of pH and they were positively correlated with sulfite concentration, indicating that the reaction of S(IV) with HAMs mainly depends on sulfite. The rank order and relative activity of the reaction of sulfite with HAMs depends on bimolecular nucleophilic substitution reaction reactivity. The order of the reductive dehalogenation rates of HAMs versus the substitution of halogen atoms was iodo- > bromo- >> chloro-. During reductive dehalogenation of HAMs by sulfite, the α-carbon bound to the amide group underwent nucleophilic attack at 180° to the leaving group (halide). As a consequence, the halide was pushed off the opposite side, generating a transition state pentacoordinate. The breaking of the C-X bond and the formation of the new C-S bond occurred simultaneously and HAM sulfonate formed as the immediate product. Results suggest that S(IV) can be used to degrade brominated and iodinated HAMs in drinking water and therefore should not be added as a quenching agent before HAM analysis to accurately determine the HAM concentrations produced during water disinfection. © 2018 Elsevier Ltd Citation statistics:
资源类型: 期刊论文
标识符: http://119.78.100.158/handle/2HF3EXSE/112571
Appears in Collections: 气候减缓与适应
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作者单位: State Key Laboratory of Pollution Control and Resources Reuse, College of Environmental Science and Engineering, Tongji University, Shanghai, 200092, China; Shanghai Institute of Pollution Control and Ecological Security, Shanghai, 200092, China; Department of Water Management, Faculty of Civil Engineering and Geosciences, Delft University of Technology, PO Box 5048, Delft, GA 2600, Netherlands; State Key Laboratory of Pollution Control and Resource Reuse, School of the Environment, Nanjing University, Nanjing, Jiangsu province 210023, China
Recommended Citation:
Ding S.,Wang F.,Chu W.,et al. Rapid degradation of brominated and iodinated haloacetamides with sulfite in drinking water: Degradation kinetics and mechanisms[J]. Water Research,2018-01-01,143