Abstract
Multiparameter regression analysis combined with the principle of liner solvation energies relationship was applied to assess the solvent effect on the acidity of the lignin-related phenols in water-dioxane and water-acetone systems. The coefficients a, b, and s of the Kamlet-Taft equation were calculated taking into account the contributions of different types of solute-solvent interactions to the protolytic properties of the phenols of the guaiacol series.
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Fizicheskaya khimiya lignina (Physical Chemistry of Lignin), Bogolitsyn, K.G. and Lunin, V.V., Eds., Moscow: Akademkniga, 2010.
Ragnar, M., Lindgren, C.T., and Nilvebrant, N., J. Wood Chem. Technol., 2000, vol. 20, no. 3, p. 277.
Bogolitsyn, K.G., Gorbova, N. S., and Kosyakov, D.S., Zh. Analit. Khim., 2003, vol. 77, no. 4, p. 667.
Shorina, N.V., Kosyakov, D.S., Bogolitsyn, K.G., Zh. Prikl. Khim., 2005, vol. 78, no. 1, p. 127.
Bogolitsyn, K.G., Kosyakov, D.S., Gorbova, N.S., Aizenshtadt, A.M., and Shorina, N.V., Zh. Fiz. Khim., 2008, vol. 82, no. 2, p. 303.
Williams, A., Free Energy Relationships in Organic and Bio-Organic Chemistry, Cambridge: The Royal Society of Chemistry, 2003.
Reichardt, C. and Welton, T., Solvents and Solvent Effects in Organic Chemistry, Weinheim: Wiley-VCH Verlag GmbH&Co.KGaA, 2011.
Kamlet, M.J., Abboud, J.-L.M., Abraham, M.H., and Taft, R.W., J. Org. Chem., 1983, vol. 48, no. 17, p. 2877.
Kamlet, M.J., Abboud, J.L.M., and Taft, R.W., J. Am. Chem. Soc., 1977, vol. 99, no. 18, p. 6027.
Taft, R.W. and Kamlet, M.J., J. Am. Chem. Soc., 1976, vol. 98., no. 10, p. 2886.
Taft, R.W. and Kamlet, M.J., J. Am. Chem. Soc., 1976, vol. 98, no. 10, p. 377.
Barbosa, J., Fonrodona, G., Marques, I., Sanz-Nebot, V., and Toro, I., Analytica Chimica Acta., 1997, vol. 351, no. 3, p. 397.
Llor, J., J. Solut. Chem., 1999, vol. 28, no. 1, p. 1.
Llor, J., J. Solut. Chem., 2001, vol. 30, no. 7, p. 641.
Anastopoulos, A.G. and Latsinoglou, Th., J. Solut. Chem., 2005, vol. 34, no. 12, p. 1341.
Demirelli, H. and Koseoglu, F., J. Solut. Chem., 2004, vol. 33, no. 12, p. 1501.
Casassas, E., J. Solut. Chem., 1992, vol. 21, no. 2, p. 147.
Mchedlov-Petrosyan, N.O., Differentsirovanie sily organicheskikh kislot v istinnykh i organizovannykh rastvorakh (Differentiation of Power of Organic Acids in True and Organized Aolutions), Khar’kov: Izd. Khar’kovsk. Nat. Univ., 2004.
Kallidas, C., Hefter, G., and Marcus, Y., Chem. Rev., 2000, vol. 100, no. 3, p. 819.
Llor, J., Ros, M.P., and Asensio, S.B., J. Solut. Chem., 2000, vol. 29, no. 11, p. 1123.
Fadeeva, Y.A. and Safonova, L.P., J. Solut. Chem., 2011, vol. 40, no. 6, p. 980.
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Original Russian Text © N.V. Shorina, D.S. Kosyakov, K.G. Bogolitsyn, N.S. Gorbova, 2012, published in Zhurnal Obshchei Khimii, 2012, Vol. 82, No. 12, pp. 1951–1955.
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Shorina, N.V., Kosyakov, D.S., Bogolitsyn, K.G. et al. Solvent effect on the acidity constants of lignin-related phenols in water-acetone and water-1,4-dioxane binary mixtures within the Kamlet-Taft formalism. Russ J Gen Chem 82, 1909–1912 (2012). https://doi.org/10.1134/S107036321212002X
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DOI: https://doi.org/10.1134/S107036321212002X