L. Marynowski, Mariusz J. Rospondek, R. M. Z. Reckendorf
Jul 1, 2002
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Influential Citations
58
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Journal
Organic Geochemistry
Abstract
Abstract The phenyl derivatives of dibenzo[ b , d ]furan and dibenzo[ b , d ]thiophene, so far not reported in geological samples, have now been identified in some sedimentary rocks, bitumen and hydrothermal petroleum through a comparison of their retention times and mass spectra with those of authentic standards. All four possible positional isomers were detected for each phenyldibenzo[ b , d ]furan (PhDBF) and phenydibenzo[ b , d ]thiophene (PhDBT). Their elution sequence is 1-, 4-, 2- and 3-phenyldibenzo[ b , d ]furan and 1-, 4-, 2- and 3-phenyldibenzo[ b , d ]thiophene on apolar stationary phases. In contrast to phenyldibenzofurans, the distributions of the thiophene series is controlled mainly by the organic matter maturity. In the most mature samples 4-, 2- and 3-PhDBTs prevail over 1-PhDBT, while less mature samples contain mainly 4-PhDBT or 1-PhDBT and 2-, 3-PhDBTs occur at comparable concentrations. However, in samples of low maturity, in addition to the phenyldibenzo[ b , d ]thiophene C 18 H 12 S series, other structural isomers of C 18 H 12 S possessing very similar mass spectra were detected. These are likely to be either naphthylbenzo[ b ]thiophenes and/or phenylnaphtho[ b ]thiophenes. PhDBFs and PhDBTs are likely to be intermediate products in the formation of more condensed heterocyclic polycyclic aromatic compounds like triphenyleno[1,12 −bcd ]thiophene and triphenyleno[1,12 -bcd ]furan, and benzobisbenzofurans and benzobisbenzothiophenes, which are commonly detected in geological samples.