E. Boger, R. F. O'Malley, D. J. Sardella
Dec 1, 1976
Citations
0
Influential Citations
23
Citations
Journal
Journal of Fluorine Chemistry
Abstract
Abstract 9-Fluoro-7H-benz(de)anthracene-9-one (9-fluorobenzanthrone) was prepared from 2-fluoro-9-anthrone by the Bally-Scholl reaction. The identity and stucture of the compound were demonstrated by M.S. and C-13 NMR analysis. Its condensation with phenylacetonitrile, followed by a sequence of reactions leading to the hexacyclic aromatic system, yielded 3-fluorobenzo(rst)pentaphene; with p-fluorophenylacetonitrile, 2,10-difluorobenzo(rst)pentaphene was obtained. The results of testing of the two compounds for carcinogenic activity support the recent hypotheses that metabolic activation and binding of the parent hydrocarbon occur on the lateral rings rather than the K regions.