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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.
Publisher c1991
Year Published 1991
Report Number EPA-68-02-4456; EPA/600/J-91/246;
Stock Number PB92-110493
Additional Subjects Chemical reactions ; Fluorescent dyes ; Biochemistry ; Benzo(a)pyrene ; Metabolic activation ; DNA damage ; Carcinogens ; Reprints ; Benzo(a)pyrene/difluoro
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NTIS  PB92-110493 Some EPA libraries have a fiche copy filed under the call number shown. 07/26/2022
Collation 6p
Abstract
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.