631-64-1Relevant articles and documents
Formation of the haloacetic acids during ozonation and chlorination of water in warsaw waterworks (Poland)
Dojlido, Jan,Zbiec, Edward,Swietlik, Ryszard
, p. 3111 - 3118 (1999)
The results of the study of the HAAs formation in Water Works in Warsaw, Poland are presented. Water taken from Zegrzynskie Lake is characterized by elevated content of humic substances and algae bloom in hot seasons. The water is ozonated and chlorinated
A Straightforward Homologation of Carbon Dioxide with Magnesium Carbenoids en Route to α-Halocarboxylic Acids
Monticelli, Serena,Urban, Ernst,Langer, Thierry,Holzer, Wolfgang,Pace, Vittorio
supporting information, p. 1001 - 1006 (2019/01/30)
The homologation of carbon dioxide with stable, (enantiopure) magnesium carbenoids constitutes a valuable method for preparing α-halo acid derivatives. The tactic features a high level of chemocontrol, thus enabling the synthesis of variously functionalized analogues. The flexibility to generate magnesium carbenoids through sulfoxide-, halogen- or proton- Mg exchange accounts for the wide scope of the reaction. (Figure presented.).
Chemical and biological characterization of newly discovered iodoacid drinking water disinfection byproducts
Plewa, Michael J.,Wagner, Elizabeth D.,Richardson, Susan D.,Thruston Jr., Alfred D.,Woo, Yin-Tak,McKague, A. Bruce
, p. 4713 - 4722 (2007/10/03)
Iodoacid drinking water disinfection byproducts (DBPs) were recently uncovered in drinking water samples from source water with a high bromide/iodide concentration that was disinfected with chloramines. The purpose of this paper is to report the analytical chemical identification of iodoacetic acid (IA) and other iodoacids in drinking water samples, to address the cytotoxicity and genotoxicity of IA in Salmonella typhimurium and mammalian cells, and to report a structure-function analysis of IA with its chlorinated and brominated monohalogenated analogues. The iodoacid DBPs were identified as iodoacetic acid, bromoiodoacetic acid, (Z)- and (E)-3-bromo-3-iodopropenoic acid, and (E)-2-iodo-3-methylbutenedioic acid. IA represents a new class (iodoacid DBPs) of highly toxic drinking water contaminants. The cytotoxicity of IA in S. typhimurium was 2.9× and 53.5× higher than bromoacetic acid (BA) and chloroacetic acid (CA), respectively. A similar trend was found with cytotoxicity in Chinese hamster ovary (CHO) cells; IA was 3.2× and 287.5× more potent than BA and CA, respectively. This rank order was also expressed in its genotoxicity with IA being 2.6× and 523.3× more mutagenic in S. typhimurium strain TA100 than BA and CA, respectively. IA was 2.0× more genotoxic than BA and 47.2× more genotoxicthan CA in CHO cells. The rank order of the toxicity of these monohalogenated acetic acids is correlated with the electrophilic reactivity of the DBPs. IA is the most toxic and genotoxic DBP in mammalian cells reported in the literature. These data suggest that chloraminated drinking waters that have high bromide and iodide source waters may contain these iodoacids and most likely other iodo-DBPs. Ultimately, it will be important to know the levels at which these iodoacids occur in drinking water in order to assess the potential for adverse environmental and human health risks.
