||Synthesis of a Novel Fluorinated Benzo(a)pyrene: 4,5-Difluorobenzo(a)pyrene.
Agarwal, S. C. ;
Lambert, G. ;
Padgett, W. ;
Nesnow, S. ;
||Environmental Health Research and Testing, Inc., Research Triangle Park, NC.;Health Effects Research Lab., Research Triangle Park, NC.
Chemical reactions ;
Fluorescent dyes ;
Metabolic activation ;
DNA damage ;
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||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.
||Pub. in Carcinogenesis, v12 n9 p1647-1650 Sep 91. Sponsored by Health Effects Research Lab., Research Triangle Park, NC.
|NTIS Title Notes
||Reprint: Synthesis of a Novel Fluorinated Benzo(a)pyrene: 4,5-Difluorobenzo(a)pyrene.
||57B; 57Y; 99D
||PC A02/MF A01