Abstract—Carbon isotope composition was analyzed in С21n‑alkylbenzene and n‑alklylnaphthalene from five Upper Devonian oils of the Timan–Pechora Basin. In spite of the variations in carbon isotope composition, the difference in δ13C between n‑alkylbenzene and n‑alklylnaphthalene is relatively constant and accounts for, on average, 2.7‰. It is generally accepted that these compounds were derived from a common source. Thus, the revealed carbon isotope fractionation is related to the cyclization and aromatization of aliphatic chain.
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REFERENCES
M. Blumer, M. M. Mullin, and R. R. L. Guillard, “A polyunsaturated hydrocarbon (3,6,9,12,15,18‑heneicosahexaene) in the marine food web,” Mar. Biol. 6, 226–235 (1970).
D. A. Bushnev and N. S. Burdel’naya, “Crude oils and organic matter of Late Devonian deposits of the Timan–Pechora Basin: comparison by molecular and isotopic data,” Petrol. Chemistry 55 (7), 522–529 (2015).
D. A. Bushnev and O. V. Valyaeva, “Generation conditions and migration pathways of petroleums of the Upper Devonian complex from the northern portion of the Pechora Basin,” Petrol. Chemistry 40 (5), 299–308 (2000).
D. A. Bushnev and O. V. Valyaeva, “N‑alkylbenzene and 1‑n‑alkylnaphthalene in series of Late Devonian oils of the Timan–Pechora province,” Vestn. Inst. Geol. Komi Nauchn. Ts. Ur. Otd. Ross. Akad. Nauk 10, 17–20 (2015).
D. A. Bushnev, N. S. Burdel’naya, O. V. Valyaeva, and A. A. Drevesnikova, “Geochemistry of Late Devonian oils of the Timan–Pechora basin,” Russ. Geol. Geophys. 58 (3–4), 332–342 (2017).
J. Connan, J. Bouroullec, D. Dessort, and P. Albrecht, “The microbial input in carbonate‑anhydrite facies of a sabkha palaeoenvironment from Guatemala: a molecular approach,” Advances in Organic Geochemistry 1985, Ed. by D. Leythaueser, and J. Rullkotter, Org. Geochem. 10, 29–50 (1986).
K. H. Freeman, R. E. Boreham, R. E. Summons, and J. M. Hayes, “The effect of aromatization on the isotopic compositions of hydrocarbons during early diagenesis,” Org. Geochem. 21 (10–11), 1037–1049 (1994).
E. M. Galimov, Carbon Isotopes in Petroleum Geology (Nedra, Moscow, 1973) [in Russian].
E. M. Galimov, “Isotope organic geochemistry,” Org. Geochem. 37, 1200–1262 (2006).
I. K. Ivanova and V. A. Kashirtsev, “Distribution of monoalkylbenzene C12H18–C27H48 in Vendian–Cambrian oils of the Siberian Platform,” Russ. Geol. Geophys. 51 (11), 1199–1203 (2010).
R. F. Lee, and A. R. Loeblich, “Distribution of 21:6 hydrocarbon and its relationship to 22 : 6 fatty acid in algae,” Phytochemistry 10, 593–602 (1971).
R. F. Lee, J. C. Nevenzel, G.‑A. Paffenhöfer, A. A. Benson, S. Patton, and T. E. Kavanagh, “A unique hexaene hydrocarbon from a diatom (Skeletonema costatum),” Biochim. Biophys. Acta 202, 386–388 (1970).
J. Liao, H. Lu, G. Sheng, P. Peng, and C. S. Hsu, “Monoaromatic, diaromatic, triaromatic, and tetraaromatic hopanes in kukersite shale and their stable carbon isotopic composition,” Energy Fuels 29, 3573−3583 (2015).
P. Le Métayer, K. Grice, C. N. Chow, L. Caccetta, E. Maslen, D. Dawson, and L. Fusetti, “The effect of origin and genetic processes of low molecular weight aromatic hydrocarbons in petroleum on their stable carbon isotopic compositions,” Org. Geochem. 72, 23–33 (2014).
S. B. Ostroukhov, “On question of origin of C21 n‑alkylbenzene in oils,” Petroleum Chemistry. Proc. 7th International Conference (Inst. Optiki Atmosfery SO RAN, Tomsk, 2009), pp. 189–190.
J. S. Sinninghe Damste, S. Schouten, W. E. I. C. Rijpsra, E. C. Hopmans, H. Peletier, W. W. C. Gieskes, and J. A. J. Geenevasen, “Novel polyunsaturated n‑alkanes in the marine diatom Rhizosolenia setigera,” Eur. J. Biochem. 267, 5727–5732 (2000).
J. A. Williams, D. L. Dolcater, B. E. Torkelson, and J. C. Winters, “Anomalous concentrations of specific alkylaromatic and alkylcycloparafin components in West Texas and Michigan crude oils,” Advances in Organic Geochemistry 1987, Ed. by L. Mattavelli and L. Novelli, Org. Geochem. 13, 47–59 (1988).
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This work was carried out using facilities of the Geonauka Center for Collective Use.
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Chemical structures: (I) n‑henicosahexaene‑3,6,9,12,15,18; (II) n‑ henicosahexaene ‑1,3,5,7,9,12; (III) n‑pentadecylbenzene; (IV) 1‑n‑undecyl naphthalene; (V) 5‑n‑ undecyltetralin; (VI) 1‑n‑ undecyltetralin; (VII) 1‑n‑decyl‑5‑methyltetralin.
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Bushnev, D.A., Burdel’naya, N.S. & Valyaeva, O.V. С21n‑alkylbenzene and 1‑n‑alklylnaphthalene in Oils: Isotope Effect during Cyclization/Aromatization?. Geochem. Int. 58, 61–65 (2020). https://doi.org/10.1134/S0016702920010036
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DOI: https://doi.org/10.1134/S0016702920010036