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2018/4
On role of topoisomerism of heterocycles in [alkyl(aryl)sulfonyl]-azoles
Chemical sciences

Authors: Vladimir N. KOSHELEV graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1975. He is Vice Rector for Academic Affairs, Head of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas (National Research University). He is author of more than 320 scientific papers in the field of organic and petroleum chemistry. E-mail: koshelev.v@gubkin.ru
Vladimir D. RYABOV graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry. He is Professor of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas (National Research University). He is author of more than 180 scientific papers in the field of organic and petroleum chemistry. E-mail: 27helga72@mail.ru
Zoya P. BELOUSOVA graduated from Kuibyshev State University in 1975, she is Candidate of Chemical Sciences, assistant professor of the Department of Geology of Organic, Bioorganic and Medicinal Chemistry of the Samara National Research University named after S.P. Korolyov. She is specialist in the field of organic chemistry and chemistry of natural compounds. She is author of more than 80 scientific publications. E-mail: zbelousova@mail.ru

Abstract: Sulfonyl-substituted derivatives of imidazole, 1,2,4-triazole, benzimidazole, benzotriazole have been synthesized and characterized by IR and NMR 1H-spectroscopy. It is shown that the interaction of azoles with methane and benzenesulfonic acid chlorides in the presence of an organic base gives rise to the 1H-isomers of imidazole and benzimidazole, the 4H isomer of  1,2,4-triazole and the 2H-isomer of benzotriazole. The presence in the NMR 1H-spectrum of PhSO2-4-1,2,4-Tri singlet in the region of 8.31 ppm. confirmed, that the compound is a 4H-isomer. In the NMR 1Н MeSO2-2-BzTri spectrum, a doublet of doublets is present in the regions of 7.43 and 7.91 ppm. 1H-Isomers of  1,2,4-triazole and benzotriazole and their symmetrical analogues differ in dipole moment and lipophilicity. The information obtained will help explain the mechanism of their biological action

Index UDK: 547.56; 547.584

Keywords: heterocycles, 1-(phenylsulfonyl)-1Н-imidazole, 1-(methylsulfonyl)-1Н-benzimidazole, 4-(phenylsulfonyl)-1Н-1,2,4-1,2,4-triazole, 2-(methylsulfonyl)-1Н-benzotriazole, lipophilicity, dipole moment

Bibliography:
1. Zinchenko V.A. Himicheskaja zaschita rastenii: sredstva, tehnologioga i ekologicheskaja bezopasnost [Chemical protection of plants: means, technology and environmental safety]. М.: KolosS, 2012, 127 p. (in Russian).
2. Krasovitsky B.M., Bolotin B.M. Organischeskie lubimofori [Organic phosphors]. M.: Che- mistry, 1984, 334 p. (in Russian).
3. Kozinsky V.A., Rubinov I.I. Issledovaniya v riady 2aril-benzotriazolov. Voprosy khimii i khi-micheskoy tekhnologii. Khar’kov [Studies in the series 2-aryl-benzotriazoles], 1973, vyp. 31, p. 7-14.
4. Yujie Ren, Fanhong Wu, Chunfeng Shu, Ma Liu Synthesis and Potent Biological Activity of  1-Sulfonyl Substituted Imidazole and benzo[d]imidazole Compounds. Advanced Materials Research, 2011, vol. 236-238, p. 2570-2573.
5. Motoshi Yamauchi, Tomoya Miura, Masahiro Murakami Preparation of 2-sulfonyl-1,2,3-triazolez by bace-promoted 1,2-rearrangement of a sulfonyl group. Heterocycles. 2010, vol. 80, no. 1, p. 177-181.
6. Staab H.A. Synthesen mit heterocyclischen Amiden (azoliden). Angew.Chem. 1962, no. 74, p. 407-423.
7. Gilchrist T.L. Heterocyclic chemistry. M.: Mir, 1996, 464 p.
8. Alan R. Katritzky, Xiangfu Lan, Olga V. Denisko Properties and Synthetic Utility of N-Substituted Benzotriazoles. Chem. Rev., 1998, no. 98, p. 409-548.
9. Spartan’10. Evaluation version. Wavefunction, Inc., Irvine (CA), 2010.
10. http://www.vcclab.org/lab/alogps/
11. Belousova Z.P., Selezneva E.S. Antibacterial activity and phisico-chemical propertoes of sulfoasids benzoazolides. Vestnic of Samara State University, 2007, t. 47, no. 7, p. 6-11 (in Russian
12. Selezneva E.S., Belousova Z.P., Ten’gaev E.I. i dr. Synthesis and biological activity of triazolides. Pharmaceutical Chemistry Journal, 2003, Т. 37, No 8, pp. 14-17. (in Russian).
13. Potapova I.A., Purygin P.P., Lipatov I.S. i dr. Synthesis and biological activity of aliphatic and aromatic azolides. Pharmaceutical Chemistry Journal, 2001, vol. 35, no. 11, p. 5-7 (in Russian).
14. Traven V.F., Schekotikhin A.E. Praktikum po organicheskoy khimii. М.: Binom, Laboratoriya znaniy, 2014, 592 p. (in Russian).
15. Staab H.A. Synthesen mit heterocyclischen Amiden (azoliden). Angew.Chem., 1962, no. 74, p. 407-423.

2018/3
Synthesis and antioxidant activity of phenolic derivatives with heterocycles fragments
Chemical sciences

Authors: Stepan V. VOROBYEV graduated from Dmitry Mendeleev University of Chemical Technology of Russia in 2015. He is junior researcher of Chemistry and Technology of Hydrocarbons Research and Educational Center of Gubkin Russian State University of Oil and Gas (National Research University). He is author of 10 scientific publications. E-mail: vorstepan@yandex.ru
Olga V. PRIMEROVA graduated from Gubkin Russian State University of Oil and Gas in 2015. She is postgraduate student of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas (National Research University). She is author of 35 scientific publications. E-mail: Primerova92@yandex.ru
Ludmila V. IVANOVA graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1983. She is Professor of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas (National Research University). She is author of more than 100 scientific publications. E-mail: ivanova.l@gubkin.ru
Vladimir N. KOSHELEV graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1975. He is Vice Rector for Academic Affairs, Head of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas (National Research University). He is author of more than 320 scientific papers in the field of organic and petroleum chemistry. E-mail: koshelev.v@gubkin.ru
Vladimir D. RYABOV graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry. He is Professor of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas (National Research University). He is author of more than 180 scientific papers in the field of organic and petroleum chemistry. E-mail: 27helga72@mail.ru

Abstract: The synthesis of 2-(2,3-dihydroxybenzyl)-1H-isoindol-1,3(2H)-dione was descri-bed. The structure of synthesized compound was confirmed by IR- and NMR-spectroscopy. The way of electrophilic attack of catechol ring depends on the solvent, as it was shown by quantum-chemical calculations (Gaussian09 program, semi-empirical method PM6). In case of substitution at the third position in catechol ring the energy of cationic intermediate is lower in chloroform than the one in methanol. As the reaction proceeds on the way of energy minimum, it afforded the 3-substituted product. Energy of dissociation of ArO-H bond was calculated to reveal possible antioxidant activity of target compounds using quantum chemical method (semi-empirical PM6). The ability of synthesized compounds to destruct cumene hydroperoxide was studied. It was estimated, that 2-(2,3-dihydroxybenzyl)-1H-isoindol-1,3(2H)-dione, 1-(4-hydroxy-5-isopropil-2-methylbenzyl)azepan-2-one and 1-(4-hydroxy-5-isopropil-2-methylbenzyl)pyr-rolidin-2-one possess the best antioxidant effect

Index UDK: 547.56; 547.584

Keywords: organic synthesis, heterocyclic phenols derivatives, quantum-chemical calculations, antioxidant activity

Bibliography:
1. Yehye W.A., Rahman N.A., Ariffin A., Abd H., Sharifah B., Alhadi A.A., Kadir F.A., Yaeghoobi M. Understanding the chemistry behind the antioxidant activities of butylated hydroxytoluene (BHT): A review. European Journal of Medicinal Chemistry, 2015, vol. 101, p. 295-312.
2. Almeida E.S. et al. Behaviour of the antioxidant tert-butylhydroquinone on the storage stability and corrosive character of biodiesel. FUEL, 2011, vol. 90 (11), p. 3480-3484.
3. Koshelev V.N., Kelarev V.I., Belov N.V., Malova O.V., Osipov S.L., Spirkin V.G.. Effect of azoles and sym-triazines with hindered phenol fragments on protective properties of turbine oils. Chemistry and technology of fuels and oils, 1995, vol. 31, p. 26-29.
4. Koshelev V.N., Golubeva I.A., Klinaeva E.V., Kelarev V.I. Stabilization of ecologically clean diesel fuel by means of combinations of additives. Chemistry and technology of fuels and oils, 1996, vol. 32, p. 189-194.
5. Kelarev V.I., Silin M.A., Golubeva I.A., Borisova O.A. Stabilization of distillate fuels in storage. Chemistry and technology of fuels and oils, 2000, vol. 36, p. 111-115.
6. Vorobyev S.V., Primerova O.V., Koshelev V.N., Ivanova L.V. Synthesis of alkylphenols lactamomethyl derivatives. Butlerov Communications, 2018, vol. 55, p. 124-132.
7. Negrebetsky V.V., Vorobyev S.V., Kramarova E.P., Shipov A.G., Lagunin A.A., Shmi- gol T.A., Baukov Y.I., Korlyukov A.A., Arkhipov D.E. Lactamomethyl derivatives of diphenols as potential immunosuppressants: synthesis, structure and properties. Russian Chemical Bulleten’, 2018, no. 8, p. 1518-1529.
8. Barry J., Mayeda E., Ross S. The amidoalkylation of aromatic hydrocarbons. Tetrahedron, 1976, vol. 33, p. 369-372.
9. Tiwari, Pandey. Journal of the Indian Chemical Society, 1975, vol. 52, p. 777-779.
10. Zaugg H E. a-Amidoalkylation at carbon: Recent advances. Part I. Synthesis, 1984, p. 85-110.
11. Gaussian 09, Revision D.01, Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Scalmani G., Barone V., Mennucci B., Petersson G. A., Nakatsuji H., Ca-ricato M., Li X., Hratchian H.P., Izmaylov A.F., Bloino J., Zheng G., Sonnenberg J.L., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Vreven T., Montgomery J.A., Peralta J.E., Ogliaro F., Bearpark M., Heyd J.J., Brothers E., Kudin K.N., Staroverov V.N., Kobayashi R., Normand J., Raghavachari K., Rendell A., Burant J.C., Iyengar S.S., Tomasi J., Cossi M., Rega N., Millam J. M., Klene M., Knox J.E., Cross J.B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochter- ski J.W., Martin R.L., Morokuma K., Zakrzewski V.G., Voth G.A., Salvador P., Dannenberg J.J., Dapprich S., Daniels A.D., Farkas Ö., Foresman J.B., Ortiz J.V., Cioslowski J., Fox D.J. Gaussian, Inc., Wallingford CT, 2009.
12. Mashentseva A.A., Seitembetov T.S. The Study of the Structure-Activity Relationship For a Cinnamic Acid Derivatives. Journal of Siberian Federal Univercity. Chemistry, 2010, vol. 3, p. 183-192.
13. Vasil’ev R.F., Fedorova G.F., Trofimov A.V., Kancheva V.D., Batovska D.I. Antioxidant activity of chalcones: The chemiluminescence determination of the reactivity and the quantum chemical calculation of the energies and structures of reagents and intermediates. Kinetics and Catalysis, 2010, vol. 51, no. 4, p. 507-515.
14. Rudnick L.R. Lubricant Additives: Chemistry and Applications. Spb., CRC press, 2009, 777 p.
15. Zaugg H., Martin W. α-Amidoalkylations at carbon. N.-Y., John Wiley & Sons, 1965, 167 p.

2015/4
Possibilities of mid-ir-spectroscopy to analyze diesel fuels
Chemical sciences

Authors: Olga V. PRIMEROVA graduated from Gubkin Russian State University of Oil and Gas in 2015. Еngineer of department of Organic chemistry and petroleum chemistry of the Gubkin Russian State University of Oil and Gas, author of 18 publications in the field chemistry of oil. E-mail: Primerova92@yandex.ru
Ludmila V. IVANOVA graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1983. She is Associate Professor of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. She has authored 98 scientific publications in the field of chemistry of oil. E-mail: ivanova.l@gubkin.ru
Vladimir N. KOSHELEV born in 1953. He graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1975. He is Vice Rector for Academic Affairs, Head of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. He is author of over 310 scientific papers in the field of organic and petroleum chemistry.
E-mail: koshelev.v@gubkin.ru
Yegor A. BUROV was born in 1987. Нe defended his Master’s thesis at Gubkin Russian State University of Oil and Gas in 2010. He is presently a postgraduate student of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. He has authored 21 scientific publications in the field of chemistry of oil. E-mail: burov_egor48@mail.ru
Alexey V. YUSOVSKY born in 1994. Student of oil Processing Technologies department of the Gubkin Russian State University of Oil. Author of 2 publications in the field chemistry of oil. E-mail: Jusovskijj94@yandex.ru

Abstract: The possibilities of infrared spectroscopy in the analysis of the hydrocarbon composition of diesel fuel are described and relationships between the composition and properties are established. The focus is on detailed study of the structure of paraffin and naphthenic hydrocarbons and their influence on the low temperature properties of diesel fuels e.g. filterability limit temperature and pour point. The data on various functional additives presence in diesel fuel are represented. Calibration curves to determine the concentration of additives are constructed. It is shown that the intensity of the characteristic band of the functional groups in the additive package is lower than that in solutions of individual additives

Index UDK: УДК 665.75:543.068.8

Keywords: IR spectroscopy, diesel fuel, hydrocarbon composition, low temperature properties, content of additives in fuels

Bibliography:
1.Sil’verstejn R., Bassler G., Morril T. Spektrometricheskaja identifikacija organicheskih soedinenij Per. s angl. M.: Mir, 2010, 592 р.
2.Vasilenko P.A. Apparaturno-metodicheskij kompleks dlja izmerenij soderzhanija primesej v mnogokomponentnyh uglevodorodnyh rastvorah IKAR-3. Geopolitika. Georesursy. Geojenergetika, 2010.
3.Ivanova L.V., Safieva R.Z., Koshelev V.N. Vestnik Bashkirskogo gosudarstvennogo universiteta, 2008, tom 13, no. 4, p. 869-874.
4.Kupcov A.H., Arbuzova T.V. Issledovanie tjazhelyh frakcij nefti metodom Fur’e — spektroskopii KR blizhnego IK diapazona Neftehimija, 2011, tom 51, no. 3, p. 214–222.
5.Glebovskaja
E.A., Maksimov Je.I., Petrov A.K. Kolichestvennoe opredelenie SN2-grupp v otkrytyh cepjah s chislom zven’ev ne menee chetyreh. Zhurnal analiticheskoj himii, 1959, tom 24, vyp. 4, p. 478-481.
6.Alessandra Borin, Ronei J. Poppi. Application of mid infrared spectroscopy and iPLS for the quantification of contaminants in lubricating oil. Vibrational Spectroscopy 37 (2005) 27–32.
7.Boris
Mizaikoff. Fuel Performance Specifications, Mid-infrared Analysis. Encyclopedia of Analytical Chemistry. R.A. Meyers (Ed.), 2000.
8.Berthold P., Staude V., Bernhard U. IR-spektrometrische Strukturgruppeanalyse aromatenbaltiger Mineralolprodukte. Schmierungstechnik, 1976, no. 7, p. 280.

2015/3
Water cut and salinity of the aqueous phase effect on the formation of deposits of asphalts, resins, and paraffins of oil from the fields in Udmutia
Chemical sciences

Authors: Veronika K. MILLER graduated from Gubkin Russian State University of Oil and Gas in 2010. She is post-graduate student of the Department of Organic Chemistry and Chemistry of Oil at Gubkin Russian State University of Oil and Gas. She works as engineer of the Corrosion monitoring group at ZAO „Izhevsk Oil Research Center”. E-mail: VKMiller@udmurtneft.ru
Lydmila V. IVANOVA graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1983. She is assistant professor of the Department of Organic Chemistry and Chemistry of Oil at Gubkin Russian State University of Oil and Gas. She is author of 80 publications in the field chemistry of oil. E-mail: ivanova.l@gubkin.ru
Julia A. PUGACHEVA is student of the Department of Organic Chemistry and Che- mistry of Oil at Gubkin Russian State University of Oil and Gas. E-mail: musyaka91@bk.ru
Vladimir N. KOSHELEV was born in 1953. He graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1975. He is First Vice Rector for Academic Work, Head of the Department of Organic Chemistry and Chemistry of Oil at Gubkin Russian State University of Oil and Gas. He is the author of over 280 publications in the field of organic chemistry and chemistry of oil. E-mail: koshelev.v@gubkin.ru

Abstract: The effect of the quantitaty and salinity of produced water on the intensity of the precipitation of the water-oil emulsions is studied. It was found that for Udmurtia oils characterized by a high content of high molecular weight resin-asphaltene compounds with the share of the aqueous phase growing up to 80 % the stability of oil-water emulsions increases and, thus the number of AFS increases as well. Reduced salinity of produced water increases the aggregate stability of the emulsion, which enhances the formation of deposits

Index UDK: УДК 622.276.72

Keywords: sedimentation, deposits of asphalts, resins, and paraffins, formation water, water-oil emulsion, emulsion stability, method of „cold core”

Bibliography:
1.Gavrilov V.P., Grunis E.B. Sostojanie resursnoj bazy neftedobychi v Rossii i perspektivy ee narashhivanii. Geologija nefti i gaza, 2012, no. 5, р. 30-38.
2. Problemy izvlechenija ostatochnoj nefti fiziko-himichsekimi metodami. N.I. Hisamutdinov, Sh.F. Tahautdinov, A.G. Telin, T.I. Zajnetdinov, M.Z. Taziev, R.S. Nurmuhametov. M.: VNIIOJeNG, 2001, 184 p.
3.Tarasov E.A., Nikandrov Ju.N., Nikiforova G.Je. Izmenenie fiziko-himicheskih svojstv nef- tej v processe razrabotki Romashkinskogo mestorozhdenija. Neftjanoe hozjajstvo, 1999, no. 7, p. 25-27.
4.Savel’ev V.A. Neftegazonosnost’ i perspektivy osvoenija resursov nefti Udmurtskoj Respubliki. Moskva, Izhevsk, 2003, 288 p.
5.Hismatulin A.R., Detkov V.P. K voprosu ob obvodnennosti skvazhin. Neftepromyslovoe delo, 2005, no. 1, p. 47-53.
6.Sejtkasymov B.S., Batalin O.Ju., Lesin V.I. Laboratornye issledovanija vlijanija magnitnogo polja na process otlozhenija asfal’tosmoloparafinov iz nefti. Neftepromyslovoe delo, 2005, no. 7, p. 32-34.
7.Persijanzev M.N., Grishagin A.V., Andreev V.V., Rjabin A.N. O vlijanii svojstv neftej na kachestvo sbrasyvaemoj vody pri predvaritel’nom obezvozhivanii produkcii skvazhin. Neftjanoe hozjajstvo, 1999, no. 3, p. 47-49.

2014/2
Formation of petroleum hydrocarbons from bacterial biomass
Oil and gas processing, chemistry of oil and gas

Authors: Maxim V. GIRUTS graduated from Gubkin Russian State University of Oil and Gas in 2004. He is Candidate of Chemical Sciences, Associate Professor of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. He specializes in the field of chemistry and geochemistry of petroleum hydrocarbons. He is author of more than 50 scientific publications. E-mail: moxixh@yahoo.com
Guram N. GORDADZE graduated from the Georgian Polytechnic Institute in 1963; he is Doctor of Geological and Mineralogical Sciences and Candidate of Chemical Sciences, Full Professor of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. He specializes in the field of chemistry and geochemistry of petroleum hydrocarbons. He is author of over 300 scientific publications. E-mail: gordadze@rambler.ru
Alexandra R. STROEVA graduated from Lomonosov Moscow State University in 2012. She is postgraduate student at the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. She specializes in the field of microbiology. She is author of 11 scientific publications. Е-mail: stroeva@inbox.ru
Vladimir N. KOSHELEV graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1975, he is Doctor of Chemical Sciences, Professor, Head of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. He is a specialist in the art of synthetic organic chemistry and petro chemistry. He is author of over 280 scientific publications E-mail: koshelev.v@gubkin.ru

Abstract: The analysis of compounds of native biomass as well as of thermolysis products and biomass thermocatalisys of chemo-organo-heterotrophic bacteria Pseudomonas aeruginosa RM and Arthrobacter sp. RV. In the soluble portion of the biomass we identified marginal n-alkanes mostly with an odd number of carbon atoms (C7-C17) and with one carbon atom more than the corresponding unsaturated fatty acid n-(C8-C18), as well as high molecular n-alkanes with an even number of carbon atoms in molecules of C22, C24, C30, C32 composition. Both strains synthesized unsaturated irregular izoprenane – squalene (2,6,10,15, 19,23-geksamethyltetracosane-6,10,14,18,22-2-hexane). It is suggested that the reason for the prevalence of n-alkanes with an odd number of carbon atoms in immature oils is not only the decarboxylation of the corresponding acids, but also bacterial synthesis. The products of thermolysis and thermocatalysis of the insoluble portion of biomass of these strains of bacteria showed the same hydrocarbon biomarkers as those present in oils , i.e. n-alkanes, C13-C20 izoprenanes, including regular izoprenane of regular C17 composition, which is virtually absent in all the world oils, as well as steranes and also terpanes. The products of thermolysis of both strains of bacteria showed the prevalence of n-alkanes with an odd number of carbon atoms per molecule (n-R9, n-C11, n-C15 and n-C17), while thermocatalysts displayed n-alkanes with an even number of atoms (n-C16 n-C18 and n-C20). The distribution of regular C27-C29 steranes resembles that in marine oils generated in clay strata, whereas the ratio of adiantane to hopane (G29/G30) is characteristic of organic matter generated in carbonate strata. Thermolysis products of the insoluble portion of bacteria generated proto-adamantanes and proto-diamantanes while the products of thermocatalysis with aluminosilicate also generated C10-C13 adamantanes and C14-C16 diamantanes. It is suggested that one of the possible ways for the formation of diamond-like structure of hydrocarbons in oils can be catalytic conversion of biomass of bacteria

Index UDK: УДК 579.22:579.66:547.912

Keywords: origin of petroleum, petroleum hydrocarbons, bacteria, prokaryotes, thermolysis, thermocatalysis, proto-adamantanes, proto-diamantanes, adamantanes, diamantanes

Bibliography:
1. Sergeev V.N., Noll E.H., Zavarzin G.A. The first three billion years of life: from prokaryotes to eukaryotes. Priroda [Nature], 1996, no. 6, p. 54. (in Russian).
2. Tissot B.P., Welte, D.H. Petroleum Formation and Occurrence, Springer-Verlag, Berlin, 1978.
3. Petrov Al.A., Abryutina N.N. Isoprenoid hydrocarbons of petroleum. Uspehi himii [Russian Chemical Reviews], 1989, vol. LVIII, 983 p. (in Russian).
4. Petrov Al.A. Petroleums of the early stages of petroleum generation. Geologija nefti i gaza [Oil and gas geology], 1988, no. 10, 50 p. (in Russian).
5. Gordadze G.N., Grunis E.B., Sokolov A.V., Rusinova G.V., Gordadze T.I. On the question of exploration of oil fields using direct geochemical methods. Geologija, geofizika i razrabotka neftjanyh i gazovyh mestorozhdenij [Geology, geophysics and development of oil and gas fields], 2004, no. 4, 54 p. (in Russian).
6. Gordadze G.N. Termoliz organicheskogo veshhestva v neftegazopoiskovoj geohimii [Thermolysis of organic matter in the oil and gas geochemistry]. Moscow, 2002, 336 p. (in Russian).
7. Nazina T.N., Sokolova D.S. , Grigoryan A.A., Xue Y.F., Belyaev S.S., Ivanov M.V. Education oil-displacing compounds by microorganisms from the Daqing oilfield of China (PRC). Mikrobiologija [Microbiology], 2003, vol. 72, p. 206–211.
8. Dobrovolskaya T.G., Skvortsova I.N., Lisak L.V. Metody opredelenija i identifikacii pochvennyh bakterij [Methods of the determination and identification of soil bacteria]. Moscow, 1990, 72 p. (in Russian).
9. Petrov A.A. Uglevodorody nefti [Petroleum hydrocarbons]. Moscow, 1984, 263 p. (in Russian).
10. Petrov A.A. Geochemical typing of petroleums. Geohimija [Geochemistry International], 1994, no. 6, p. 876–891.
11. Gordadze G.N., Giruts M.V., Koshelev V.N. Organicheskaja geohimija uglevodorodov [Organic geochemistry of hydrocarbons], Moscow: Book 1, 2012, 392 p.; Book 2, 2013, 303 p.
12. Kashirtsev V.A, Moskvin V.I., Fomin A.N., Chalaia O.N. Terpanes and steranes in Siberia’s coals of different genetic types. Geologija i geofizika [Geology and Geophysics], 2010, vol. 51, no. 4, 383 p. (in Russian).
13. Melenevskii V.N., Kontorovich A.E., Kashirtsev V.A., Kim N.S. Biomarkers in the pyrolysis products of asphaltenes from ancient crude oils of East Siberia as indicators of source rock depositional environment. [Petroleum Chemistry], 2009, vol. 49, no. 4, 1 p.
14. Gordadze G.N., Arefiev O.A. Adamantanes genetically different oils. [Petroleum Chemistry], 1997, Vol. 37, No. 5, P. 381.
15. Gordadze G.N. Geochemistry of carbon frame structure (review). [Petroleum Chemistry], 2008, vol. 48, no. 4, 241 p.
16. Giruts M.V., Badmaev Ch.M., Erdnieva O.G., Stokolos O.A., Koshelev V.N., Gordadze G.N. Identification triamantans in oils. Petroleum Chemistry, 2012, vol. 52, no. 2, 65 p.
17. Giruts M.V., Derbetova N.B., Erdnieva O.G., Stokolos O.A., Koshelev V.N., Gordadze G.N. Identification tetramantans in oils. [Petroleum Chemistry], 2013, vol. 53, no. 5, 285 p.
18. Kashirtsev V.A., Nesterov I.I., Melenevskii V.N., Fursenko E.A., Kazakov M.O., Lavrenov A.V. Biomarkers and adamantanes in oils from the Cenomanian deposits north of Western Siberia. [Geology and Geophysics], 2013, vol. 54, no. 8, 1227 p.
19. Gordadze G.N., Rusinova G.V. Diamantane of C14-C15 in the organic matter of the crystalline basement. [Geochemistry], 2004, no. 11, 1228 p.
20. Giruts M.V., Gordadze G.N. Generation of adamantane and diamantan from thermal cracking of polar components of oils of different genotypes. [Petroleum Chemistry], 2007, vol. 47, no. 1, 12 p.
21. Giruts M.V, Rusinova G.V., Gordadze G.N. Generation of adamantane and diamantan of saturated boiling oil fractions of different genotypes in the presence of acid catalysts. [Petroleum Chemistry], 2005, vol. 45, no. 3, 141 p.
22. Giruts M.V., Rusinova G.V., Gordadze G.N. Generation of adamantane and diamantanov from thermal cracking of high-saturated petroleum fractions of different genotypes. [Petroleum Chemistry], 2006, vol. 46, no. 4, 225 p.
23. Gordadze G.N., Giruts M.V. Synthesis of a number of hydrocarbon adamantane and diamantane by high cracking macromolecular n-alkanes. [Petroleum Chemistry], 2008, vol. 48, no. 6, 414 p.

2013/4
Determining hazard category of asphalt and paraffin deposits (fields of Udmurtia).
Industrial and environmental safety, occupational safety and health

Authors: Lyudmila V. IVANOVA graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1983. She is Associate Professor of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. She is author of more than 80 scientific papers in the field of petroleum chemistry. E-mail: ivanova.@gubkin.ru
Veronica K. MILLER graduated from Gubkin Russian State University of Oil and Gas Master’s program in 2010. She works as engineer of LLC “Izhevsk Oil Research Center”. She is currently working for her candidate of sciences degree at the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. E-mail: VKMiller@udmurtneft.ru
Vladimir N. KOSHELEV born in 1953. He graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1975. He is First Vice Rector for Academic Affairs, Head of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. He is author of over 280 scientific papers in the field of organic and petroleum chemistry. E-mail: koshelev.v@gubkin.ru

Abstract: The composition of organic and mineral components of asphalt and paraffin deposits (APS) of the fields of Udmurtia is identified. The hazard category of deposits relating to oil wastes produced at all stages of production, transportation and treatment. It is shown that the total factor severity is significantly higher with the environmental hazard of all components of the organic phase deposits taken into account versus the «simplified» approach.

Index UDK: 502.13

Keywords: hazard category, oil wastes, asphalt, resin and paraffin deposits, method of calculation to determine hazard category

Bibliography:
1. Ibragimov N.G., Hafizov A.R., Shajdakov V.V. Oslozhnenija v neftedobyche. Ufa: Monografija, 2003, 302 р.
2. Glushhenko V.N., Silin M.A., Gerin Ju.G. Neftepromyslovaja himija. Tom 5. Preduprezhdenie i ustranenie asfal’tosmoloparafinovyh otlozhenij. M.: Interkontakt, Nauka, 2009, 475 
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3. Neftepromyslovaja himija: Oslozhnenija v sisteme plast-skvazhina-UPPN: uchebnoe posobie/ V.N. Glushhenko, M.A. Silin, O.A. Ptashko, A.V. Denisova. M.: MAKS Press, 2008, 328 
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4. Federal’nyj zakon ot 24 ijunja 1998 g. № 89-FZ “Ob othodah proizvodstva i potreblenija”.
5. Kriterii otnesenija opasnyh othodov k klassu opasnosti dlja okruzhajushhej prirodnoj sredy. Utverzhdeny prikazom MPR Rossii ot 15.06.2001 g. no. 511.
6. Mazlova E.A., Meshherjakov S.V. Problemy utilizacii nefteshlamov i sposoby ih pererabotki. M.: Izdatel’skij dom “Noosfera”, 2001, 56 
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7. Opredelenie klassa opasnosti nefteshlamov. V.V. Ermakov, A.N. Suho-nosova, D.E. Bykov, D.A. Prirozhkov. Jekologija i promyshlennost’ Rossii, 2008, no. 7, pp. 14
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8. Haustov A., Redina M. Tak li bezopasny nefteshlamy?//Neft’ Rossii, 2012, no. 3, pp. 88
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9. Volohina A.T. Reshenie zadach po bezopasnosti zhiznedejatel’nosti s ispol’zovaniem prikladnyh programmnyh produktov. Raschet klassa opasnosti i klassa toksichnosti othodov neftegazovoj promyshlennosti s ispol’zovaniem programmnyh produktov “Raschet klassa opasnosti (versija 2.h) i “Raschet klassa toksichnosti (versija 1.h)”. M.: RGU nefti i gaza im. I.M. Gubkina, 2010, 83 p.

2013/1
Petroleum Acids and their Derivatives. Manufacturing and Application (an overview)
Oil and gas processing, chemistry of oil and gas

Authors: Ludmila V. IVANOVA graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1983. She is Associate Professor of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. She has authored 52 scientific publications in the field of chemistry of oil. E-mail: ivanova.l@gubkin.ru
Vladimir N. KOSHELEV born in 1953. He graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1975. He is First Vice Rector for Academic Affairs, Head of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. He is author of over 280 scientific papers in the field of organic and petroleum chemistry. E-mail: koshelev.v@gubkin.ru
Nina A. SOKOVA graduated from Gubkin Moscow Oil Institute in 1957. She is Associate Professor of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. She has authored 20 scientific publications in the field of chemistry of oil. E-mail: sokova.n@gubkin.ru
Yegor A. BUROV was born in 1987, he defended his Master’s thesis at Gubkin Russian State University of Oil and Gas in 2010. He is presently a postgraduate student of the Department of Organic Chemistry and Petroleum Chemistry of Gubkin Russian State University of Oil and Gas. He has authored 8 scientific publications in the field of chemistry of oil. E-mail: burov_egor48@mail.ru
Olga V. PRIMEROVA is a student of the Faculty of Chemical and Environmental Engineering at Gubkin Russian State University of Oil and Gas. E-mail: feekys@gmail.com

Abstract: An overview of the main sources, methods of separation and applications of petroleum acids is presented. While petroleum acids are widely applied in various fields of economy, their natural resources are currently limited. Finding oils rich in petroleum acids in the Russian oilfields is a pressing problem. The list of sources includes 37 references to the publications and dissertations in the field of interest.

Index UDK: 665.6

Keywords: petroleum acids, naphthenic acids, derivatives of naphthenic acids, manufacturing of naphthenic acids, properties of naphthenic acids, application of naphthenic acids

Bibliography:
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2.Valiev M.A. Mass-spektrometricheskij metod issledovanija sostava neftjanyh i sinteticheskih neftjanyh kislot: Dissertacija na soiskanie uchjonoj stepeni kandidata himicheskih nauk. – Baku, 1984.
3.Parker P.L. Zhirnye kisloty i spirty: V kn. «Organicheskaja geohimija»/Рod red. Dzh. Jeglintona i M.T.Dzh. Mjerfi/Per. s angl. V.F. Kam'janova i dr. Pod red. A.I. Bogomolova i Al.A. Petrova. – L.: Nedra, 1974. – 487 s.
4.Bajkova T.G. Issledovanie sostava alifaticheskih kislot srednih frakcij nekotoryh azerbajdzhanskih neftej. Moskva: Disssertacija na soiskanie uchjonoj stepeni kandidata himicheskih nauk. – 1981.
5.Nijazov A.N., Vahabova H.D., Nijazberdyeva.E.F. Alifaticheskie kisloty iz turkmenskih neftej//Izv. AN Turkm. SSR. – Ser. fiz.-tehn., him. i geol. nауk., 1980. – No. 6. – S. 65–71.
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9.Zajnullov M.R. Razrabotka metoda poluchenija naftenovyh kislot okisleniem senomanskogo: Disssertacija na soiskanie uchjonoj stepeni kandidata tehnicheskih nauk. – Kazan', 2002.
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15. Fazliev D.F., Sadykov V.N., Sunceva O.A. Kislorodsoderzhashhie soedinenija prirodnyh bitumov Zapadnogo Kazahstana//Himija i tehnologia topliv i masel. – 1995. – No. 3. – S. 207–208.
16. Gusejnov D.A. Tehnologija proizvodstva smazochnyh masel. – Baku: Aznefteizdat, 1956. – 371 s.
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18. Hamidov B.N., Zulpanova T.K., Budzievskij N.B. Holodnoe frakcionirovanie naftenovyh kislot//Soveshhanie po vysokomolekuljarnym soedinenijam nefti, 30.09–4.10.1985. Tez. dokl. – Tomsk, 1985. – S. 12–14.
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20. Denisov E.T. Reakcii radikalov i mehanizm ingibirovannogo okislenija uglevodorodov//Itogi nauki i tehniki. Ser. Kinetika i kataliz. – M.: VINITI, 1987. – Т. 17. – S. 3.
21. Hakshimova M.A., Narmetova T.R., Rjabova N.D. Ochistka ferganskih dizel'nyh neftjanyh kislot srednego sostava S16N2802. Dep. v Informjenergo 05.01.87. N2391–87.
22. Kuliev R.Sh., Antonova K.I. Obezmaslivanie shhelochnyh othodov putem ih peregonki s cel'ju poluchenija kachestvennyh naftenovyh kislot//Sb. nauchn.-tehn. informacii. Tehnika i tehnologija v neftehimicheskoj prom-ti. – Vyp. IV. – Baku, 1960. – S. 48–55.
23. Zulpanova T.K., Hamidov B.N., Narmetova G.S. Issledovanie fiziko-himicheskih svojstv vysokomolekuljarnyh naftenovyh kislot, ih dinamicheskaja emkost' na aljumosilikatnyh adsorbentah. Dep. v VINITI. 15.05.85. – S. 32–85.
24. Gaikah V.G., Maiti C.D. Adsorbtive.recovery of naphthenic acid using ion-exchange resins// React. And Funct. Polim, 1996. – V. 31. – No. 2. – P. 155–164.
25. Zelinskij N.D. Sobranie trudov. T.p. – M : Izd. AN SSSR, 1960. – 519 s.
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27. Kruglov Je.A., Cypysheva L.G., Rahimova L.A. Issledovanie sostava kislot,poluchennyh zhidkofaznym okisleniem naftenovyh koncentratov. V kn. Kislorodsoderzhashhie soedinenija iz neftjanogo syr'ja. – M.: Himija (Trudy NIIneftehim). – 1970. – Vyp. 2. – S. 129–133.
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30. Zulpanova G.K., Hamidov B.N., Aripov Je.A. Ispol'zovanie naftenovyh kislot dlja poluchenija sorbentov, selektivnyh kislorodsoderzhashhih soedinenij nefti//Vsesojuznaja konferencija po himii nefti: Tezisy dokl. – Tomsk: 1988. – S. 219.
31. A.s. 447919 MKI SO 7S61/00. Sposob poluchenija neftjanogo rostovogo veshhestva.
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33. Yang Iihia, Pang Stufen, Coag Zhu. Chim.JAppl.Chem. 1996. – 13. No. 4. – S. 117–118.
34. Shenfel'd M.M. Neionogennye mojushhie sredstva. – M.: Himija,1965. – 487 s.
35. Levchenko D.N., Hudjakova A.L., Kalitaeva E.A. i dr. Neionogennye poverhnostno-aktivnye veshhestva-dejemul'gatory dlja neftjanyh jemul'sij//Himija i tehnologija topliv i masel. – 1960. – No. 4. – S. 24–29.
36. Eterifikatsija atsetilenovymi spirtami neftjanyh naftenovyh kislot/M.G. Velijev, H.A. Sadygov, H.A. Mamedova, S.A. Mustafiev/Neftehimija. – 2009. – T. 49. – S. 247–252.
37. Sintes vjazkostnyh prisadok k smazochnym maslam copolimerizatsijei bytilmetakrilata s allilnaftenatami I -olefinami С6–С12//A.I. Ahmedov, H.A. Askerova, E.U. Isakov, D.Sh. Gamidova/ Neftepererabotka I neftehimija. – 2009. – No. 5. – S. 31–32.

2012/4
Development of technologies to prevent formation of deposits from water-cut oil
Oil and gas processing, chemistry of oil and gas

Authors: Lyudmila V. IVANOVA graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1983; she is assistant professor of the Department of Organic Chemistry and Petroleum Chemistry at Gubkin Russian State University of Oil and Gas. She is author of 59 publications in the field of petroleum chemistry. E-mail: ivanova.l@gubkin.ru
Vladimir N. KOSHELEV was born in 1953; he graduated Gubkin Moscow Institute of Petrochemical and Gas Industry. He is Vice-Rector for Academic Affairs, Head of the Department of Organic Chemistry and Petroleum Chemistry at Gubkin Russian State University of Oil and Gas. He is author of over 280 scientific papers in the field of organic chemistry and petroleum chemistry. E-mail: kochelev.v@gubkin.ru
Alexey A. VASECHKIN was born in 1986. He graduated from Gubkin Russian State University of Oil and Gas in 2008. He is engineer of JSC «RITEK», author of 10 scientific papers and publications in the field of research of oil. E-mail: vasechkin.aleksey@yandex.ru

Abstract: The reasons for increased formation of asphalt, resin and paraffin deposits in the fields of the Volgograd region are considered. It is shown that an important factor in the formation of paraffin, resin and asphalt in the affected fields is the formation of stable oil-water emulsions, which promotes active involvement of emulsified water in the sediment. A combined reagent, allowing to destroy oil emulsion and significantly reduce the amount of deposits on the surface of the oil field equipment is proposed.

Index UDK: 622.276

Keywords: asphalt, resin and paraffin deposition, water cut wells, stable emulsions, emulsion breakers

Bibliography:
1. Oslozhnenija v neftedobyche/N.G. Ibragimov, A.R. Hafizov, V.V. Shajdakov i dr. — Ufa: OOO «Izdatel’stvo nauchno-tehnicheskoj literatury ‘Monografija’», 2003. — 302 s.
2. Uchet osobennostej obrazovanija asfal’tosmoloparafinovyh otlozhenij na pozdnej stadii razrabotki neftjanyh mestorozhdenij/M.Sh. Kajumov, V.P. Tronov, I.A. Gus’kov, A.A. Lipaev// Neftjanoe hozjajstvo. — 2006. — No. 3. — S. 48–49.
3.
Osobennosti obrazovanija asfal’tosmoloparafinovyh otlozhenij na pozdnej stadii razrabotki mestrozhdenij/L.V. Ivanova, V.N. Koshelev, A.A. Vasechkin, E.A. Burov//Trudy RGU nefti i gaza imeni I.M.Gubkina. — 2011. — No. 4. — S. 159–167.
4.
Nebogina N.A., Prozorova I.V., Judina N.V. Osobennosti formirovanija i osadkoobrazovanija vodoneftjanyh jemul’sij//Neftepererabotka i neftehimija. — 2008. — No. 1. — S. 21–23.
5.
Ivanova L.V., Ovchar E.V., Chelincev S.N. Vzaimosvjaz’ temperatury nachala massovoj kristallizacii parafina i nizkotemperaturnyh svojstv parafinistoj nefti v prisutstvii polimernyh prisadok// Tehnologii nefti i gaza. — 2007. — No. 5. — S. 17–22.
6.
Evdokimov I.N., Losev A.P. Osobennosti analiza associativnyh uglevodorodnyh sred. //Himija i tehnologija topliv i masel. — 2007. — No. 2. — S. 38–41.

2011/4
Peculiarities of Asphaltene-Resin-Paraffin Deposits in Late Stages of Field Development
Oil and gas processing, chemistry of oil and gas

Authors: Lyudmila V. IVANOVA graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1983. She is Associate Professor of the Department of Organic Chemistry and Petroleum Chemistry at Gubkin Russian State University of Oil and Gas, author 52 scientific works in the field of petroleum chemistry. E-mail: ivanova.l@gubkin.ru
Vladimir N. KOSHELEV was born in 1957, graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1975. He is First Vice-Rector for Academic Affairs, head of the Department of Organic Chemistry and Petroleum Chemistry at Gubkin Russian State University of Oil and Gas, author of more than 280 scientific papers in the field of organic chemistry and petroleum chemistry. E-mail: koshelev.v@gubkin.ru
Alexey A. VASECHKIN was born in 1986, graduated from Gubkin Russian State University of Oil and Gas in 2008. He is postgraduate student of the Department of Organic Chemistry and Petroleum Chemistry at Gubkin Russian State University of Oil and Gas. He is author of 8 scientific papers and publications in the field of oil study. E-mail: vasexhkin.aleksey@yandex.ru
Yegor A. BUROV was born in 1987, graduated from the Master Program of Gubkin Russian State University of Oil and Gas in 2010. He is now postgraduate student of the Department of Organic Chemistry and Petroleum Chemistry at Gubkin Russian State University of Oil and Gas, author of 8 scientific papers in the field of oil study. E-mail: burov_egor48@mail.ru
Olga V. PRIMEROVA is a student the Faculty of Chemical Engineering at Gubkin Russian State University of Oil and Gas. E-mail: feekys@gmail.com

Abstract: The paper analyzes the influence of the chemical composition of a group of four oils of Volgograd and Orenburg regions on their low temperature properties: freezing point and the tendency to form asphaltene-resin-paraffin deposits. It is shown that when studying the group composition it is important to consider not only the quantitative content of individual groups of compounds: paraffin-naphthenic and aromatic hydrocarbons, resins and asphaltenes in the oil, but also their mutual relationship, which can be determined on the basis of spectral coefficients. We found that deposits may grow in the presence of formation water. This is due to the amount of polar components-resins and asphaltenes - in the studied oil.

Index UDK: 622.276

Keywords: asphaltene-resin-paraffin deposits (ARPD), structural-group composition, physical and chemical properties of oil, IR spectra, spectral coefficients of oil, water cut

Bibliography:

2010/2
Applying ir-spectrometry to study oils
Oil and gas processing, chemistry of oil and gas

Authors: Lyudmila V. IVANOVA was born in 1961, graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1975. She is assistant professor of the Department of Organic Chemistry and Chemistry of Oil at Gubkin Russian State University of Oil and Gas, author of 37 publications. E-mail: ivanova.l@gubkin.ru
Vladimir N. KOSHELEV was born in 1953, graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1983. He is Vice Rector for Petroleum Engineering Education, head of the Department of Organic Chemistry and Chemistry of Oil at Gubkin Russian State University of Oil and Gas. He is the author of over 253 publications in the field of organic chemistry and chemistry of oil. E-mail koshelev.v@gubkin.ru
Egor A. BUROV was born in 1987. He is studying for master’s degree in “Chemical Engineering for Oil Production” at Gubkin Russian State University of Oil and Gas, published 2 works in the field of oil studies. E-mail: burovegor48@mail.ru
Olga A. STOKOLOS was born in 1971, graduated from Gubkin Moscow Institute of Petrochemical and Gas Industry in 1975. She is assistant professor of the Department of Organic Chemistry and Chemistry of Oil at Gubkin Russian State University of Oil and Gas, author of 8 publications in the field of chemistry of oil. E-mail: stokolos.o@gubkin.ru

Abstract: IR-spectrometry is a most informative and sensitive method of studying the composition and structure of organic compounds. Oil systems being multi-component, IR-spectrometric study reduces to determining different groups of compounds in the composition of oil and their interrelationship. Oils obtained from different fields of Russia and Kazakhstan were studied using IR-Fourier - spectrometry. Hydrocarbon type content and spectral factors were calculated

Index UDK: 543.42:543.544.45: 665.61

Keywords: IR-spectrometry, hydrocarbon type content, hydrocarbon spectral factors

Bibliography: