Fluoranthene

Fluoranthene is a component of polynuclear aromatic hydrocarbons, also known as polycyclic aromatic hydrocarbons, and is usually bound to small particulate matter present in urban air, industrial and natural combustion emissions, and cigarette smoke. 

FA induced lung and liver tumors 6-9 months after intraperitoneal injection of 0.7, 1.75, and 3.5mg of FA into preweanling CD-I mice. There was a dose-dependent increase in lung tumors, with a maximum tumor incidence of nearly 45%. 

FA and FA-DNA adducts in various tissues were isolated in various tissues of male rats 24h after a single intraperitoneal injection of [ H]FA. Formation and distribution of DNA adducts after chronic administration of FA in the diet were also studied. FA-derived radioactivity was widely distributed throughout the animal after a single dose, and excreta contained the greatest amounts of radioactivity at all dose levels. 

An ACGIH threshold limit value (TLV) has not been established for fluoranthene. 

Busby WF Jr, Cfoldman ME, Newbeme PM, Wogan GN Tumorigenicity of fluoranthene in a newborn mouse lung adenoma bioassay. Carcinogenesis 5 1311-1316, 1984 

Next to naphthalene and phenanthrene fluoranthene is one of the main constituents of coal tar, being present in excess of 3%. It was discovered in coal tar by Rudolph Fittig and Ferdinand Gebhard in 1878. 

Fluoranthene is recovered by the distillation of high-boiling anthracene oil fractions, or from pitch distillates followed by recrystallization of the fluoranthene fraction, which boils between 375 and 385 °C. The technical product is around 95% pure. 

Fluoranthene is especially used to produce fluorescent dyes. 

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For a single-point external standard, the relationship between the signal, S, and the concentration, C, of fluoranthene is... 

Using this value for k and the signal obtained for the extracted and diluted soil sample gives a fluoranthene concentration of... 

This, of course, is the concentration of fluoranthene in the sample injected into the HPLC. The concentration of fluoranthene in the soil is... 

The limits of lifetime detection and resolution in on-the-flight fluorescence lifetime detection in hplc were evaluated for simple, binary systems of polycycHc hydrocarbons (70). Peak homogeneity owing to coelution was clearly indicated for two compounds having fluorescence lifetime ratios as small as 1.2 and the individual peaks could be recovered using predeterrnined lifetimes of the compounds. Limits of lifetime detection were deterrnined to be 6 and 0.3 pmol for benzo[b]fluoranthene and benzo[k]fluoranthene, respectively. 

Fluoranthene (ben2o[/,A ]fluorene) [206-44-0] M 202.3, m 110-111°. Purified by chromatography of CCI4 solns on alumina, with benzene as eluent. Crystd from EtOH, MeOH or benzene. Purified by zone melting. [Gorman et al. J Am Chem Soc 107 4404 1985.]... 

BghiP = benzo(g,h,i)perylene CHy = chrysene Per = perylene BbF = benzo-(b)fluoranthene BkF = benzo-(k)fluoranthene BaP = benzo-(a)pyrene IP = indeno-(l,2,3-cd)pyrene Att = anthanthrene. 

Fig. 42 Chromatogram of polycyclic aromatic hydrocarbons on caffeine-impregnated precoated silica gel 60 HPTLC plates with concentrating zone (Merck). The following can be recognized in increasing Rf value. — 1. benzo(ghi)perylene, 2. indeno(l,2,3-cd)pyrene, 3 benzo(a)pyrene, 4. benzo(b)fluoranthene, 5. benzo(k)fluoranthene, 6. fluoranthene.

An older procedure based upon the thermally induced decarboxylation of sodium chlorodifluoroacetate in the presence of triphenylphosphine was used to introduce the difluoromethylene group into a substituted benzo[h]fluoranthene [48] (equation 46)... 

Ferroglycine sulfate Ferrous fumarate Fluoranthene Flora ntyrone Fluoroacetyl chloride Afloqualone p-Fluorobenzaldehyde Sulindac Fluorobenzene Flubendazole o-Fluorobenzoyl chloride Flunitrazepam... 

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