Identification of brominated carbazoles in sediment cores from Lake Michigan.
During the analysis of brominated flame retardants in sediment cores taken from Lake Michigan, a group of unknown brominated compounds were observed. To identify their chemical structures, a variety of gas chromatographic mass spectrometric techniques were used. With the help of high-resolution and positive chemical ionization mass spectrometry, the molecular formula of the most abundant congener was established to be C12H5Br4N. On the basis of the electron impact and electron capture negative ionization mass spectra, this chemical was suspected of being a tetrabromocarbazole. The structure was confirmed by comparing the mass spectra and gas chromatographic retention times of an authentic standard of 1,3,6,8-tetrabromocarbazole with those of the most abundant unknown. The other unknown compounds may be other bromocarbazole congeners. The time trend determined by measuring these compounds as a function of depth in the Lake Michigan sediment cores indicated that the concentration of 1,3,6,8-tetrabromocarbazole peaked around 1920-1935. This is the first time that bromocarbazoles have been found in the environment.
School of Public and Environmental Affairs, Indiana University, Bloomington, Indiana 47405, USA.
Lingyan
L
Zhu
Ronald A
RA
Hites
D002227:Carbazoles / Q000032:analysis* / Q000302:isolation & purification; D004784:Environmental Monitoring; D005411:Flame Retardants / Q000032:analysis*; D008401:Gas Chromatography-Mass Spectrometry; D019015:Geologic Sediments / Q000737:chemistry*; D006114:Great Lakes Region; D006842:Hydrocarbons, Brominated / Q000032:analysis*; D008824:Michigan; D013997:Time Factors; D014874:Water Pollutants, Chemical / Q000032:analysis*
C509933:1,3,6,8-tetrabromocarbazole; D002227:Carbazoles; D005411:Flame Retardants; D006842:Hydrocarbons, Brominated; D014874:Water Pollutants, Chemical