Oxidation of dithiocarbamates to yield N-nitrosamines by water disinfection oxidants
作者： Lokesh P. Padhye , Jae-Hong Kim , Ching-Hua Huang
DOI: 10.1016/J.WATRES.2012.10.043
关键词: Dithiocarbamate 、 Organic chemistry 、 Yield (chemistry) 、 Chlorine 、 Chemistry 、 Dimethyldithiocarbamate 、 Amine gas treating 、 Reaction intermediate 、 Nitrosamine 、 Chlorine dioxide
摘要: Two most commonly used dithiocarbamate (DTC) pesticides, dimethyldithiocarbamate (DMDTC) and diethyldithiocarbamate (DEDTC), were examined in this study to evaluate their potential form nitrosamines when contact with various water disinfection oxidants. Results show that DTCs can serve as nitrosamine precursors, by release of secondary amines through hydrolysis or reactions The monochloramine ozone found be particularly problematic the risk generating nitrosamines, though all four tested oxidants, including free chlorine dioxide, formed nitrosamines. NDEA yield from DEDTC was lower, different degrees, than NDMA DMDTC for which attributed steric hindrance associated bulkier reaction intermediate are more difficult further oxidized nitrosamine. increased oxidant dosage both monochloramination ozonation DTCs. formation at varying pH consistent trend amines. Kinetic results identification quantification products suggest not significant direct precursors during ozonation, but rather primarily oxidants amine may generated either oxidation
sci-hub.se 参考文章(31)
David L. Sedlak, Rula A. Deeb, Elisabeth L. Hawley, William A. Mitch, Timothy D. Durbin, Sam Mowbray, Steve Carr, Sources and fate of nitrosodimethylamine and its precursors in municipal wastewater treatment plants. Water Environment Research. ,vol. 77, pp. 32- 39 ,(2005) , 10.2175/106143005X41591
Andrew Eaton, A.E. Greenberg, Lenore S. Clesceri, Standard methods for the examination of water and wastewater Published in <b>1998</b> in Washington DC) by American public health association. ,(1992)
Serge J. Joris, Keijo I. Aspila, Chuni L. Chakrabarti, On the mechanism of decomposition of dithiocarbamates The Journal of Physical Chemistry. ,vol. 74, pp. 860- 865 ,(1970) , 10.1021/J100699A033
Lokesh P. Padhye, Benjamin Hertzberg, Gleb Yushin, Ching-Hua Huang, N-Nitrosamines Formation from Secondary Amines by Nitrogen Fixation on the Surface of Activated Carbon Environmental Science & Technology. ,vol. 45, pp. 8368- 8376 ,(2011) , 10.1021/ES201696E
Changha Lee, Carsten Schmidt, Jeyong Yoon, Urs von Gunten, Oxidation of N-nitrosodimethylamine (NDMA) precursors with ozone and chlorine dioxide : Kinetics and effect on ndma formation potential Environmental Science & Technology. ,vol. 41, pp. 2056- 2063 ,(2007) , 10.1021/ES062484Q
H. Bader, J. Hoigné, Determination of ozone in water by the indigo method Water Research. ,vol. 15, pp. 449- 456 ,(1981) , 10.1016/0043-1354(81)90054-3
Keuo I. Aspila, Vedula S. Sastri, Chuni L. Chakrabarti, Studies on the stability of dithiocarbamic acids Talanta. ,vol. 16, pp. 1099- 1102 ,(1969) , 10.1016/0039-9140(69)80149-9
M. Elmghari-Tabib, A. Laplanche, F. Venien, G. Martin, Ozonation des amines dans l'eau ozonation of amines in aqueous solutions Water Research. ,vol. 16, pp. 223- 229 ,(1982) , 10.1016/0043-1354(82)90115-4
William A. Mitch, David L. Sedlak, Characterization and fate of N-nitrosodimethylamine precursors in municipal wastewater treatment plants. Environmental Science & Technology. ,vol. 38, pp. 1445- 1454 ,(2004) , 10.1021/ES035025N
Przemysław Andrzejewski, Barbara Kasprzyk-Hordern, Jacek Nawrocki, N-nitrosodimethylamine (NDMA) formation during ozonation of dimethylamine-containing waters Water Research. ,vol. 42, pp. 863- 870 ,(2008) , 10.1016/J.WATRES.2007.08.032