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The role of aromatic precursors in the formation of haloacetamides by chloramination of dissolved organic matter

Le Roux, Julien ; Nihemaiti, Maolida ; Croué, Jean-Philippe

Water research (Oxford), 2016-01, Vol.88, p.371-379 [Periódico revisado por pares]

England: Elsevier Ltd

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  • Título:
    The role of aromatic precursors in the formation of haloacetamides by chloramination of dissolved organic matter
  • Autor: Le Roux, Julien ; Nihemaiti, Maolida ; Croué, Jean-Philippe
  • Assuntos: Acetamides - chemistry ; Amino acids ; Analytical chemistry ; Aromatic compounds ; Chemical Sciences ; Chloramination ; Chloramines - chemistry ; Correlation ; Disinfectants - chemistry ; Disinfection byproducts ; Dissolved organic matter ; Environmental Engineering ; Environmental Sciences ; Formations ; Fresh Water - chemistry ; Haloacetamides ; Hydrocarbons, Aromatic - chemistry ; Kinetics ; Nitrogen - chemistry ; Nitrogen Compounds - chemistry ; Organic chemistry ; Precursors ; Reaction kinetics ; Surface water ; Waste Water - chemistry ; Wastewater / chemistry ; Water Purification - methods ; Water treatment
  • É parte de: Water research (Oxford), 2016-01, Vol.88, p.371-379
  • Notas: ObjectType-Article-1
    SourceType-Scholarly Journals-1
    ObjectType-Feature-2
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  • Descrição: Water treatment utilities are diversifying their water sources and often rely on waters enriched in nitrogen-containing compounds (e.g., ammonia, organic nitrogen such as amino acids). The disinfection of waters exhibiting high levels of nitrogen has been associated with the formation of nitrogenous disinfection byproducts (N-DBPs) such as haloacetonitriles (HANs) and haloacetamides (HAcAms). While the potential precursors of HANs have been extensively studied, only few investigations are available regarding the nature of HAcAm precursors. Previous research has suggested that HAcAms are hydrolysis products of HANs. Nevertheless, it has been recently suggested that HAcAms can be formed independently, especially during chloramination of humic substances. When used as a disinfectant, monochloramine can also be a source of nitrogen for N-DBPs. This study investigated the role of aromatic organic matter in the formation of N-DBPs (HAcAms and HANs) upon chloramination. Formation kinetics were performed from various fractions of organic matter isolated from surface waters or treated wastewater effluents. Experiments were conducted with 15N-labeled monochloramine (15NH2Cl) to trace the origin of nitrogen. N-DBP formation showed a two-step profile: (1) a rapid formation following second-order reaction kinetics and incorporating nitrogen atom originating from the organic matrix (e.g., amine groups); and (2) a slower and linear increase correlated with exposure to chloramines, incorporating inorganic nitrogen (15N) from 15NH2Cl into aromatic moieties. Organic matter isolates showing high aromatic character (i.e., high SUVA) exhibited high reactivity characterized by a major incorporation of 15N in N-DBPs. A significantly lower incorporation was observed for low-aromatic-content organic matter. 15N-DCAcAm and 15N-DCAN formations exhibited a linear correlation, suggesting a similar behavior of 15N incorporation as SUVA increases. Chloramination of aromatic model compounds (i.e., phenol and resorcinol) showed higher HAcAm and HAN formation potentials than nitrogenous precursors (i.e., amino acids) usually considered as main precursors of these N-DBPs. These results demonstrate the importance of aromatic organic compounds in the formation of N-DBPs, which is of significant importance for water treatment facilities using chloramines as final disinfectant. [Display omitted] •Haloacetamide formation kinetics follow two pathways during chloramination.•Fast incorporation of organic nitrogen from NOM follows second-order kinetics.•A slower step incorporates inorganic nitrogen from NH2Cl in aromatic moieties.•High SUVA organic matter shows major incorporation of inorganic nitrogen.•Chloramination of phenol and resorcinol exhibits high N-DBP formation potentials.
  • Editor: England: Elsevier Ltd
  • Idioma: Inglês

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