Sulphur-bound steroid and phytane carbon skeletons in geomacromolecules: Implications for the mechanism of incorporation of sulphur into organic matter

Details Sulphur-bound steroid and phytane carbon skeletons in geomacromolecules: Implications for the mechanism of incorporation of sulphur into organic matter Sulphur-bound steroid and phytane carbon skeletons in geomacromolecules: Implications for the mechanism of incorporation of sulphur into organic matter

Jun 1993

adsabs.harvard.edu/cgi-bin/nph-data_query?bibcode=1993gecoa..57.2515k&link_type=abstract

Geochimica et Cosmochimica Acta, vol. 57, Issue 11, pp.2515-2528

Computer Science

2

Scientific paper

Sulphur-bound steroid and phytane moieties in macromolecules present in the polar fractions of six immature samples (both crude oils and sediment extracts) have been analyzed using S-selective chemolysis methods and analytical pyrolysis. The identifications of the methylthioethers released from the macromolecule-containing fractions after MeLi/MeI treatment are based on comparison of mass spectral data and chromatographic data with those for synthesized methylthioethers. Evidence is presented that di- or polysulphide linkages are present in geomacromolecules in both sediments and oils and that the location of di- or polysulphide linkages in macromolecularly S-bound moieties is the same as that of monosulphide linkages. Macromolecularly S-bound phytanyl moieties are chiefly bound with S linkages located at the tertiary positions of their carbon skeletons, which indicates that the S incorporation mechanism(s) involve(s) intermediate carbocations. The macromolecularly S-bound steroids are bound with S linkages located mainly at C-2, C-3, C-4, or C-5 of their carbon skeletons, which indicates that the S incorporation took place into sterenes or steradienes--the dehydration products of stanols and stenols, respectively. However, it remains possible that the macromolecularly S-bound steroids with an axial S linkage at C-3 are, in part, resulting from a S N 2 reaction of inorganic S species with steryl esters or stanols.

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