Investigation of the interaction of ethyl acetoacetate with nano alumina particle as Lewis acid in acetonitrile solvent

Abstract

The enol form of ethyl acetoacetate (EAA) displays interesting spectroscopic characteristics; this form of ethyl acetylacetate is very important in condensation reaction. In this investigation, we have studied the interactions and the complex formation constants (K_f) with nano alumina (10–20 nm) particle and alumina (mesh 135) compounds as Lewis acids in the acetonitrile solvent using absorption spectroscopy and related calculations. Furthermore, in this study we calculated the thermodynamic parameters of this reaction. The trend of reactivity of the ethyl acetoacetate (EAA) complexes toward the above Lewis acids, based on the solvent as follows: nano alumina compound>alumina compound.

Keywords

complex formation constant / ethyl acetoacetate / nano alumina / alumina / thermodynamic

References

[1] Siedle, A. R., Comprehensive Coordination Chemistry, vol. 2, ed., G. Wilkinson, Pergamon Press, Oxford, 1987, pp. 365-412

[2] Mehrotra, R. C.; Bohra, R.; Gaur, D. P., Metal β-Diketonates and Allied Derivatives, Academic Press, London, 1978

[3] Fackler, J. P. Jr, Prog. Inorg. Chem. 1966, 7, 361-425

[4] Kawaguchi, S., Coord. Chem. Rev. 1986, 70, 51-84.

[5] Garnovskii, A. D., Koord. Khim.1992, 18, 675-680

[6] Hinckley, C. C., J. Am. Chem. Soc.1969, 91, 5160-5162

[7] Wenzel, T. J.; Bettes, T. C.; Sadlowski, J. E.; Sievers, R. E., J. Am. Chem. Soc. 1980, 102, 5903-5904

[8] Wenzel, T. J.; Zaia, J., J. Org. Chem. 1985, 50, 1322-1324

[9] Brecher, C.; Lempicki, A.; Samelson, H., J. Chem. Phys. 1965, 42, 1081-1096

[10] Nugent, L. J.; Bhaumik, M. L.; George, S.; Lee, S. M., J. Chem. Phys. 1964, 41, 1305

[11] Poskanzer, A. M.; Foreman, B. M., J. Inorg. Nucl. Chem. 1961, 16, 323-336

[12] Testa, C., Anal. Chim. Acta1961, 25, 525

[13] Ikehata, A.; Shimizu, T., Bull. Chem. Soc. Jpn.1965, 38, 1385-1388

[14] Anjaneyulu, Y.; Rao, R. P.,Synth. React. Inorg. Metal-Org. Chem.1986, 16, 257-261

[15] Keppler, B. K.; Friesen, C.; Moritz, H. G.; Vongerichten, H.; Vogel, E., Struct. Bonding (Berlin)1991, 78, 97-127

[16] Marciniak, B.; Buono-Core, G. E., J. Photochem. Photobiol. Chem. 1990, 52, 1-25

[17] Hubert-Pfalzgraf, L. G., Appl. Organomet. Chem. 1992, 6, 627-643

[18] Sievers, R. E.; Turnipseed, S. B.; Huang, L.; Lagalante, A. F., Coord. Chem. Rev. 1993, 128, 285-291

[19] Robards, K.; Patsalides, E.; Dilli, S., J. Chromatogr. A1987, 411, 1-41

[20] Komarov, V. A., Zh. Anal. Khim. 1976, 31, 366-375

[21] van Leeuwen, P. W. N. M., Recl. Trav. Chim. Pays Bas1968, 87, 396-402

[22] van Leeuwen, P. W. N. M.; Praat, A. P., Inorg. Chim. Acta1970, 4, 101-104

[23] Allred, A. L.; Thompson, D. W., Inorg. Chem. 1968, 7, 1196-1201

[24] Blanco, C. A.; Hynes, M. J., Can. J. Chem. 1992, 70, 2285-2289

[25] Pearson, R. G.; Anderson, O. P., Inorg. Chem. 1970, 9, 39-46

[26] Fay, D. P.; Nichols, A. R.; Sutin, N., Inorg. Chem. 1971, 10, 2096-2101

[27] Ketelaar, J. A. A.; van de Stolpe, C.; Coulsmith, A.; Dzcubes, W., Rec. Trav. Chim. 1952, 71, 1104-1114

[28] Asadi, M.; Kianfar, A. H.; Hemateenejad, B., J. Chem. Res. 2002, 520-523

[29] Khodaei, M. M.; Khosropour, A. R.; Beygzadeh, M., Synth. Commun. 2004, 34, 1551-1557

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