Occurrence and control of nitrogenous disinfection by-products in drinking water--a review.

The presence of nitrogenous disinfection by-products (N-DBPs), including nitrosamines, cyanogen halides, haloacetonitriles, haloacetamides and halonitromethanes, in drinking water is of concern due to their high genotoxicity and cytotoxicity compared with regulated DBPs. Occurrence of N-DBPs is likely to increase if water sources become impacted by wastewater and algae. Moreover, a shift from chlorination to chloramination, an option for water providers wanting to reduce regulated DBPs such as trihalomethanes (THMs) and haloacetic acids (HAAs), can also increase certain N-DBPs. This paper provides a critical review of the occurrence and control of N-DBPs. Data collated from surveys undertaken in the United States and Scotland were used to calculate that the sum of analysed halonitromethanes represented 3-4% of the mass of THMs on a median basis; with Pearson product moment correlation coefficients of 0.78 and 0.83 between formation of dihaloacetonitriles and that of THMs and HAAs respectively. The impact of water treatment processes on N-DBP formation is complex and variable. While coagulation and filtration are of moderate efficacy for the removal of N-DBP precursors, such as amino acids and amines, biofiltration, if used prior to disinfection, is particularly successful at removing cyanogen halide precursors. Oxidation before final disinfection can increase halonitromethane formation and decrease N-nitrosodimethylamine, and chloramination is likely to increase cyanogen halides and NDMA relative to chlorination.

[1]  M. R. Templeton,et al.  NDMA and seven other nitrosamines in selected UK drinking water supply systems , 2010 .

[2]  B. G. Oliver Dihaloacetonitriles in drinking water: algae and fulvic acid as precursors. , 1983, Environmental science & technology.

[3]  Baiyang Chen,et al.  Occurrence of disinfection byproducts in United States wastewater treatment plant effluents. , 2009, Environmental science & technology.

[4]  Paul Westerhoff,et al.  Dissolved organic nitrogen in drinking water supplies: a review , 2002 .

[5]  David T. Williams,et al.  Disinfection by-products in Canadian drinking water , 1997 .

[6]  B. Mariñas,et al.  Cyanogen bromide formation from the reactions of monobromamine and dibromamine with cyanide ion. , 2006, Environmental science & technology.

[7]  P. Westerhoff,et al.  Nitrogen enriched dissolved organic matter (DOM) isolates and their affinity to form emerging disinfection by-products. , 2009, Water science and technology : a journal of the International Association on Water Pollution Research.

[8]  M. Pocernich,et al.  NUTRIENT CONCENTRATIONS IN WASTEWATER TREATMENT PLANT EFFLUENTS, SOUTH PLATTE RWER BASIN 1 , 1997 .

[9]  U. von Gunten,et al.  Reactions of chlorine with inorganic and organic compounds during water treatment-Kinetics and mechanisms: a critical review. , 2008, Water research.

[10]  K. Linden,et al.  Effect of UV treatment on DBP formation , 2010 .

[11]  N. Merlet,et al.  Chloropicrin formation during oxidative treatments in the preparation of drinking water. , 1985, The Science of the total environment.

[12]  Yongtao Li,et al.  Analysis of hydrazine in drinking water by isotope dilution gas chromatography/tandem mass spectrometry with derivatization and liquid-liquid extraction. , 2008, Analytical Chemistry.

[13]  N. Ram A review of the significance and formation of chlorinated N-organic compounds in water supplies including preliminary studies on the chlorination of alanine, tryptophan, tyrosine, cytosine, and syringic acid , 1985 .

[14]  W. Mitch,et al.  Enhanced nitrogenous disinfection byproduct formation near the breakpoint: implications for nitrification control. , 2007, Environmental science & technology.

[15]  G. Amy,et al.  Fate of effluent organic matter and DBP precursors in an effluent-dominated river: a case study of wastewater impact on downstream water quality. , 2009, Water research.

[16]  T. Olson,et al.  Stability of cyanogen chloride in the presence of free chlorine and monochloramine. , 2004, Environmental science & technology.

[17]  H. Weinberg,et al.  Formation and Removal of Aldehydes in Plants That Use Ozonation , 1993 .

[18]  S. Richardson,et al.  Multispectral identification of chlorine dioxide disinfection byproducts in drinking water. , 1994, Environmental science & technology.

[19]  B. Jefferson,et al.  Disinfection by-product formation of natural organic matter surrogates and treatment by coagulation, MIEX and nanofiltration. , 2010, Water research.

[20]  P. Westerhoff,et al.  Formation of organic chloramines during water disinfection: chlorination versus chloramination. , 2009, Water research.

[21]  Alicia C. Diehl,et al.  DBP formation during chloramination , 2000 .

[22]  Cordelia J. Hwang,et al.  Contribution of wastewater to DBP formation , 2005 .

[23]  M. Rebhun,et al.  Formation of Cyanogen Bromide and Other Volatile DBPs in the Disinfection of Bromide-Rich Lake Water , 1999 .

[24]  S. Rocks,et al.  A comparison of disinfection by-products found in chlorinated and chloraminated drinking waters in Scotland. , 2009, Water research.

[25]  R. Trussell,et al.  NDMA Formation in Water and Wastewater , 2001 .

[26]  S. Richardson,et al.  Occurrence, synthesis, and mammalian cell cytotoxicity and genotoxicity of haloacetamides: an emerging class of nitrogenous drinking water disinfection byproducts. , 2008, Environmental science & technology.

[27]  S. Richardson,et al.  Environmental mass spectrometry: emerging contaminants and current issues. , 2002, Analytical Chemistry.

[28]  Katherine C. McKinstry,et al.  Application of an optimized total N-nitrosamine (TONO) assay to pools: placing N-nitrosodimethylamine (NDMA) determinations into perspective. , 2010, Environmental science & technology.

[29]  K. L. Simpson,et al.  Drinking water disinfection by-products: an Australian perspective , 1998 .

[30]  T. Young,et al.  NDMA formation during chlorination and chloramination of aqueous diuron solutions. , 2008, Environmental science & technology.

[31]  David A. Reckhow,et al.  Formation and degradation of dichloroacetonitrile in drinking waters , 2001 .

[32]  B. Mariñas,et al.  Formation of Cyanogen Chloride from the Reaction of Monochloramine with Formaldehyde , 1999 .

[33]  D. Reckhow,et al.  Relationship between Brominated THMs, HAAs, and Total Organic Bromine during Drinking Water Chlorination , 2008 .

[34]  James M. Symons,et al.  Measurement of THM and Precursor Concentrations Revisited: The Effect of Bromide Ion , 1993 .

[35]  S. Richardson,et al.  Tribromopyrrole, brominated acids, and other disinfection byproducts produced by disinfection of drinking water rich in bromide. , 2003, Environmental science & technology.

[36]  W. Mitch,et al.  Influence of the order of reagent addition on NDMA formation during chloramination. , 2005, Environmental science & technology.

[37]  Nancy L. Patania,et al.  Ozonation: Assessing Its Role in the Formation and Control of Disinfection By‐products , 1989 .

[38]  Alan A. Stevens,et al.  Formation and Control of Non‐Trihalomethane Disinfection By‐products , 1989 .

[39]  Debra Silverman,et al.  Bladder cancer and exposure to water disinfection by-products through ingestion, bathing, showering, and swimming in pools. , 2006, American journal of epidemiology.

[40]  K. Linden,et al.  Experimental and model comparisons of low- and medium-pressure Hg lamps for the direct and H2O2 assisted UV photodegradation of N-nitrosodimethylamine in simulated drinking water. , 2003, Environmental science & technology.

[41]  P. Westerhoff,et al.  Occurrence and removal of dissolved organic nitrogen in US water treatment plants , 2006 .

[42]  S. Joo,et al.  Nitrile, aldehyde, and halonitroalkane formation during chlorination/chloramination of primary amines. , 2007, Environmental science & technology.

[43]  B. Jefferson,et al.  Chemical and biological oxidation of NOM surrogates and effect on HAA formation. , 2009, Water research.

[44]  Yang Deng,et al.  Formation of haloacetamides during chlorination of dissolved organic nitrogen aspartic acid. , 2010, Journal of hazardous materials.

[45]  M. Plewa,et al.  Mammalian cell cytotoxicity and genotoxicity analysis of drinking water disinfection by‐products , 2002, Environmental and molecular mutagenesis.

[46]  J. Hoigné,et al.  The formation of trichloronitromethane (chloropicrin) and chloroform in a combined ozonation/chlorination treatment of drinking water , 1988 .

[47]  S. Hrudey,et al.  Detecting N-nitrosamines in drinking water at nanogram per liter levels using ammonia positive chemical ionization. , 2004, Environmental science & technology.

[48]  R. Rhodes Trussell,et al.  N-Nitrosodimethylamine (NDMA) as a Drinking Water Contaminant: A Review , 2003 .

[49]  S. Hrudey,et al.  Chlorination disinfection by-products, public health risk tradeoffs and me. , 2009, Water research.

[50]  S. Richardson,et al.  Occurrence of a new generation of disinfection byproducts. , 2006, Environmental science & technology.

[51]  Wontae Lee,et al.  Dissolved organic nitrogen as a precursor for chloroform, dichloroacetonitrile, N-nitrosodimethylamine, and trichloronitromethane. , 2007, Environmental science & technology.

[52]  S. Richardson,et al.  Identification of New Ozone Disinfection Byproducts in Drinking Water , 1999 .

[53]  R. L. Valentine,et al.  The influence of the pre-oxidation of natural organic matter on the formation of N-nitrosodimethylamine (NDMA). , 2008, Environmental science & technology.

[54]  W. Mitch,et al.  Occurrence and fate of nitrosamines and nitrosamine precursors in wastewater-impacted surface waters using boron as a conservative tracer. , 2006, Environmental science & technology.

[55]  P. Westerhoff,et al.  Occurrence and removal of amino acids during drinking water treatment , 2009 .

[56]  Michael J. McGuire,et al.  Have utilities switched to chloramines? , 2005 .

[57]  C. Michejda,et al.  Nitrosamines and related N-nitroso compounds : chemistry and biochemistry : developed from a symposium sponsored by the Division of Agricultural and Food Chemistry at the 204th National Meeting of the American Chemical Society, Washington, D.C., August 23-28, 1992 , 1994 .

[58]  W. Mitch,et al.  Nitrosamine formation pathway revisited: the importance of chloramine speciation and dissolved oxygen. , 2006, Environmental science & technology.

[59]  J. Rook Formation of Haloforms during Chlorination of natural Waters , 1974 .

[60]  Y. Hirose,et al.  Formation of cyanogen chloride by the reaction of amino acids with hypochlorous acid in the presence of ammonium ion , 1988 .

[61]  K. Linden,et al.  Impact of UV disinfection combined with chlorination/chloramination on the formation of halonitromethanes and haloacetonitriles in drinking water. , 2011, Environmental science & technology.

[62]  R. L. Valentine,et al.  Formation of N-nitrosodimethylamine (NDMA) from reaction of monochloramine: a new disinfection by-product. , 2002, Water research.

[63]  Baiyang Chen,et al.  Impact of wastewater treatment processes on organic carbon, organic nitrogen, and DBP precursors in effuent organic matter. , 2009, Environmental science & technology.

[64]  W. Schmidt,et al.  Polar nitrogen compounds and their behaviour in the drinking water treatment process. , 2001, Water research.

[65]  R. L. Valentine,et al.  N-nitrosodimethylamine formation by free-chlorine-enhanced nitrosation of dimethylamine. , 2003, Environmental science & technology.

[66]  A. Dotson,et al.  Dissolved Organic Nitrogen Fractionation , 2007 .

[67]  D. DeMarini,et al.  Occurrence, genotoxicity, and carcinogenicity of regulated and emerging disinfection by-products in drinking water: a review and roadmap for research. , 2007, Mutation research.

[68]  David L Sedlak,et al.  Formation of N-nitrosodimethylamine (NDMA) from dimethylamine during chlorination. , 2002, Environmental science & technology.

[69]  O. Lev,et al.  Hydrolysis of haloacetonitriles: LINEAR FREE ENERGY RELATIONSHIP, kinetics and products , 1999 .

[70]  M. Trehy,et al.  Chlorination byproducts of amino acids in natural waters , 1986 .

[71]  S. Mirvish Formation of N-nitroso compounds: chemistry, kinetics, and in vivo occurrence. , 1975, Toxicology and applied pharmacology.