Formation of chloroamines from styrene under conditions mimicking those of water "chlorination" treatment.
The reaction of styrene with sodium hypochlorite in the presence of ammonium ion in 0.3 M phosphate buffer (pH 6.0) at room temperature afforded N-chloro-1-phenyl-2-chloroethylamine and N,N-dichloro-1-phenyl-2-chloroethylamine. 1-Phenyl-2-chloroethylamine hydrochloride, obtained as the reduction product of the two N-chloroamines, was shown to be mutagenic in the Salmonella typhimurium test.
Faculty of Pharmaceutical Sciences, Josai University, Saitama, Japan.
K
K
Nojima
C
C
Isogami
Y
Y
Itoh
Y
Y
Takahashi
M
M
Kobashi
D000818:Animals; D001388:Aziridines / Q000138:chemical synthesis / Q000737:chemistry; D002700:Chloramines / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D002855:Chromatography, Thin Layer; D008099:Liver / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009153:Mutagens / Q000138:chemical synthesis / Q000737:chemistry / Q000633:toxicity; D051381:Rats; D012486:Salmonella typhimurium / Q000187:drug effects* / Q000235:genetics; D012973:Sodium Hypochlorite / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D020058:Styrene; D013343:Styrenes / Q000737:chemistry / Q000378:metabolism*; D014867:Water / Q000737:chemistry; D018508:Water Purification
D001388:Aziridines; D002700:Chloramines; D009153:Mutagens; D013343:Styrenes; D014867:Water; D020058:Styrene; D012973:Sodium Hypochlorite