Record Display for the EPA National Library CatalogRECORD NUMBER: 6 OF 6
|Main Title||Synthesis of a Novel Fluorinated Benzo(a)pyrene: 4,5-Difluorobenzo(a)pyrene.|
|Author||Agarwal, S. C. ; Lambert, G. ; Padgett, W. ; Nesnow, S. ;|
|CORP Author||Environmental Health Research and Testing, Inc., Research Triangle Park, NC.;Health Effects Research Lab., Research Triangle Park, NC.|
|Report Number||EPA-68-02-4456; EPA/600/J-91/246;|
|Additional Subjects||Chemical reactions ; Fluorescent dyes ; Biochemistry ; Benzo(a)pyrene ; Metabolic activation ; DNA damage ; Carcinogens ; Reprints ; Benzo(a)pyrene/difluoro|
The synthesis of 4,5-difluorobenzo(a)pyrene, as a fluorinated probe to investigate the involvement of the K-region in the further metabolic activation of benzo(a)pyrene metabolites, is described. Benzo(a)pyrene-4,5-dione obtained from 2,3-dichloro-5,6-dicyano-1,4-benzoquinone oxidation of cis-4,5-dihydro-4,5-dihydroxybenzo(a)pyrene was fluorinated with dimethylaminosulfur trifluoride to give 4H,5H,4,4,5,5-tetrafluoro-benzo(a)pyrene. Defluorination using lithium aluminum hydride in tetrahydrofuran gave 4,5-difluorobenzo(a)pyrene.