Theoretical Study of the Hydrogenation of Cyclopentene without Catalyst and in the Presence of Molybdenum Disulfide

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Theoretical Study of the Hydrogenation of Cyclopentene without Catalyst and in the Presence of Molybdenum Disulfide

Author Affiliations

¹Lab. de Chimie Théorique et de Spectroscopie Moléculaire (LACTHESMO) Université d’Abomey-Calavi, BENIN

Res.J.chem.sci., Volume 1, Issue (8), Pages 18-23, November,18 (2011)

Abstract

A study Hartree Fock of the hydrogenation of cyclopentene was carried out at the temperature of 298.15 Kelvin, under atmospheric pressure, without catalyst, on the one hand, and in the presence of molybdenum disulfide, catalyst of hydrotreating modeled by a catalytic site of MoS type, on the other hand. The results of calculations showed that, without catalyst, the hydrogenation of the molecule leads to the dislocation of its carbon skeleton by giving propane and acetylene. Inthe presence of molybdenum disulfide used as catalyst, one observes a simple reaction of addition on the cycle. The product of reaction is then cyclopentane. This result highlights the double hydrogenating and selective character of catalyst.

References

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[ref1] Rylander P. N., Hydrogenation methods, Academic press inc. London LTD, 29–49, (1985)

[ref2] Brémaud M., Vivier L., Pérot G., Harlé V. and C. Bouchy, Hydrogenation of olefins over hydrotreating catalysts: promotion effect on the activity and on the involvement of HS in the reaction, Applied catalysis. A, General,(289), 44–50 (2005)

[ref3] Smirnov V. K., Irisova K. N., Kraev Yu. L., Talisman E. L. and Zharkov B. B., Determination of Catalyst Activity in Hydrotreating of Naphtha Cuts, Chem. Tech. Fuels Oil, (39), 201–206, (2011)

[ref4] Meerbott W. K., Hinds G.P., The kinetics of the hydrodesulfurization process, Ind. Eng. Chem., 47 (4), 749–752, (1955)

[ref5] Michaël B., Préservation de l’indice d’octane des essences : étude des facteurs influençant l’hydrogénation des oléfines sur catalyseurs d’hydrotraitements, Thèse de l’Université de Poitiers, 31–40, (2003)

[ref6] Chaquin T., Pratique de la chimie Théorique, InterEditions, (1995)

[ref7] Melius C.F. and Goddard W.A., Ab initio effective potentials for use in molecular quantum mechanics, Phys. Rev.,A 10, 1528–1540 (1974)

[ref8] Kahn L.R., Baybutt P. and Truhlar D.G., Ab initio effective core potentials: reduction of allelectronmolecular structure calculations to calculations involving only valence electrons, J. Chem. Phys., 65, 3826–3853 (1976)

[ref9] Frisch M. J., Camions G. W., Schlegel H. B., Scuseria G. E., Robb M. A., Cheeseman J. R., Montgomery Jr., Vreven T., Kudin K. N., Burant J. C., Millam J. M.,Iyengar S. S., Tomasi J., Barone V., Mennucci B.,Cossi M., Scalmani G., Rega N., Petersson G. A.,Nakatsuji H., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M ., Nakajima T., Honda Y.,Kitao O., Nakai H., Klene M., Li X., Knox J. E., Hratchian H. P., Croix J. B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R. E., Yazyev O., Austin A. J., Cammi R., Pomelli C., Ochterski J. W., Ayala P.Y., Morokuma K., Voth G. A., Salvador P., Dannenberg J. J., Zakrzewski V. G., Dapprich S., Daniels A. D., Strain M. C., Farkas O., Malick D. K., Rabuck A. D., Raghavachari K., Foresman J. B., Ortiz J. V., Cui Q., Baboul A. G., Clifford S., Cioslowski J., Stefanov B. B., Liu G., Liashenko A., Piskorz P., Komaromi I., Martin R. L., Fox D. J., Keith T., Al-Laham M. A., Peng C. Y., Nanayakkara A., Challacombe M., Gill P. M. W., Johnson B., Chen W., Wong M. W., Gonzalez C. et Pople J. A., Gaussian 03, Révision C.02, Gaussien, Inc, Wallingford CT, (2004)

[ref10] Rabasso N., Chimie organique 1er cycle - Généralités, études des grandes fonctions et méthodes spectroscopiques, Editeur De Boeck, 2e édition, 71–72, (2011)

[ref11] Bähm S., Exner O., Geometry at the aliphatic tertiary carbon atom: computational and experimental test of the Walsh rule, Blackwell, Oxford, Royame Uni, 60(1), 103–107, (2004)

[ref12] Allen F. H., Kennard O. and Watson D. G., Tables of Bond Lengths determined by X-Ray and Neutron Diffraction. Part I. Bond Lengths in Organic Compounds, J. Chem. Soc. Perkin Trans. II, 1–19, (1987)

[ref13] Borel J. P., Randoux A, Maquart F. X., Gillery P., Biochimie dynamique, Editeur De Boeck, 572–574, (1997)

[ref14] Steven S. Zumdahl, Chimie des solutions, Editeur De Boeck, 131–134, (2004)