Kinetics of catalytic oxidation of benzoin to benzil by alumina supported active MnO2
Tóm tắt
The kinetics of benzoin oxidation to benzil over MnO2/Al2O3 was studied by investigation of the effect of initial concentration of reactant and product, catalyst mass and also temperature on the reaction rate. On the basis of obtained experimental data a rate law for the kinetics of reaction was proposed and then the reaction rate constants and activation energy of reaction were computed. Finally a simple reaction mechanism was proposed for the reaction. Also it has been shown that the rate controlling step of oxidation of benzoin to benzil is removal of hydrogen from the α-C-atom.
Tài liệu tham khảo
Preparative Chemistry Using Supported Reagents, Laszlo, P., Ed., New York: Academic, 1987.
Solid Supports and Catalysis in Organic Synthesis, Smith, K., Ed., Chichester: Ellis Horwood, 1992.
Clark, J.H., Cullen, S.R., Baraliw, S.J., and Bastock, T.W., J. Chem. Soc., Perkin Trans., 1994, vol. 2, p. 1117.
Mallat, T. and Biker, A., Chem. Rev., 2004, vol. 104, p. 3037.
Ebitani, K., Ji, H.-B., Mizugaki, T., and Kaneda, K., J. Mol. Catal. A: Chem., 2004, vol. 212, p. 161.
Makwanu, V.D., Son, Y.-C., Howell, A.R., and Suib, S.L., J. Catal., 2002, vol. 210, p. 46.
Fristrup, P., Johansen, L.B., and Christensen, C.H., Catal. Lett., 2008, vol. 120, p. 184.
Kabayashi, S., Miyamura, H., Akiyama, R., and Ishid, T., J. Am. Chem. Soc., 2005, vol. 127, p. 9251.
Ferri, D., Mondelli, C., Krumeich, F., and Baiker, A., J. Phys. Chem. B, 2006, vol. 110, p. 22982.
Jensen, D.R. and Sigman, M.S., Org. Lett., 2003, vol. 5, p. 63.
Tymonko, S.A., Nattier, B.A., and Mohan, R.S., Tetrahedron Lett., 1999, vol. 40, p. 7657.
Kirihara, M., Ochiai, Y., Takizawa, S., Takahata, H., and Nemoto, H., Chem. Commun., 1999, p. 1387.
Morrison, H., Danishefsky, S., and Yates, P., J. Org. Chem., 1961, vol. 26, p. 2617.
Kanenoto, S., Tomioka, H., Oshima, K., and Nozaki, H., Bull. Chem. Soc. Jpn., 1986, vol. 59, p. 105.
Mohanazadeh, F. and Ghamsari, S., React. Funct. Polym., 1996, vol. 29, p. 193.
Pratt, E.E. and Van De Castle, J.F., J. Org. Chem., 1961, vol. 26, p. 2973.
Goldman, I.M., J. Org. Chem., 1969, vol. 34, p. 1979.
El-Ali, B., El-Ghanam, A.M., and Fettouhi, M., J. Mol. Catal. A: Chem., 2001, vol. 165, p. 283.
Groush, R.D., Holden, M.S., and Burger, J.S., J. Chem. Educ., 2001, vol. 78, p. 951.
Khandekar, A.C., Paul, A.M., and Khadilkar, B.M., Synth. Commun., 2002, vol. 32, p. 2931.
Lou, J.-D., Lu, X.L., Marrogi, A.J., Li, F., Gao, C.-L., and Yu, X., Monatsh. Chem., 2008, vol. 139, p. 609.
Firouzabadi, H., Karimi, B., and Abbassi, M., J. Chem. Res. (S), 1999, p. 236.
Zhao, L., Yu, Z., Peng, P., Huang, W., Feng, S., and Zhou, H., Environ. Toxicol. Chem., 2006, vol. 25, p. 2912.
Li, F., Liu, C., Liang, C., Li, X., and Zhang, L., J. Hazard. Mater., 2008, vol. 154, p. 1098.
Staverscu, R., Kimura, T., Fujita, M., Vinatoura, M., and Ando, T., Synth. Commun., 1999, vol. 29, p. 1719.
Vogel’s Text Book of Quantitative Inorganic Analysis, New York: Longman Interscience, 1978, 4th ed.
Nikeov, I. and Paev, K., Catal. Today, 1995, vol. 24, p. 41.