Solvatación preferencial de 4-hidroxi-2,5-dimetil-3(2H)- furanona (HDMF) en mezclas etanol + agua de acuerdo a los métodos IKBI y QLQC
Preferential solvation of 4-hydroxy-2,5-dimethyl-3(2H)- furanone (DMHF) in ethanol + water mixtures according to IKBI and QLQC methods
##plugins.themes.bootstrap3.article.sidebar##
PDF
FLIP
HTML
##plugins.themes.bootstrap3.article.main##
Los parámetros de solvatación preferencial por etanol (EtOH) de 4-hidroxi-2,5-dimetil-3 (2H) -furanona (HDMF) fueron derivados de sus propiedades termodinámicas de solución por medio de los métodos de las integrales inversas de Kirkwood-Buff y cuasi-reticular -cuasi-químico (QLQC). Según el método IKBI, el parámetro de solvatación preferencial δx1,3 del EtOH es negativo en mezclas ricas en agua pero positivo en mezclas de ricas en etanol. Posiblemente la hidratación hidrofóbica alrededor de los grupos metilo de la HDMF juega un papel relevante en la solvatación en mezclas ricas en agua. La mayor solvatación por parte del EtOH en mezclas ricas en etanol pude ser debido principalmente a los efectos de polaridad y comportamiento ácido de los grupos hidroxilo del compuesto frente a los disolventes más básicos presentes en las mezclas. De otro lado, según el método QLQC, este compuesto es solvatado preferentemente por el cosolvente en la mayoría de las mezclas de sistema de agua etanol.
Descargas
##plugins.themes.bootstrap3.article.details##
Aulton, M.E., 2002. Pharmaceutics, The Science of Dosage Forms Design, 2nd edn. London: Churchill Livingstone.
Cárdenas, Z.J., Jiménez, D.M., Martínez, F., 2014. Preferential solvation of ketoprofen in some co-solvent binary mixtures. J. Solut. Chem. 43, 1904-1915. Figure 2. IKBI (filled symbols) and QLQC (open symbols) ?x1,3 values of DMHF in ethanol + water mixtures at both temperatures. Circles: 298.2 K; triangles: 313.2 K. 146 Revista Ingeniería y Región. 2015;13(1):139-147 Solvatación preferencial... / Lasso Pineda & Cols.
Cristancho, D.M., Delgado, D.R., Martínez, F., 2013. Preferential Solvation of Ethylhexyl Triazone in Ethyl Acetate + EtOH Mixtures According to the Inverse Kirkwood-Buff Integrals Method. Lat. Am. J. Pharm. 32 (10) 1538-1545.
Delgado, D.R., Holguín, A.R., Almanza, O.A., Martínez, F., Marcus, Y., 2011. Solubility and preferential solvation of meloxicam in ethanol + water mixtures. Fluid Phase Equilib. 305, 88-95
Delgado, D.R., Martínez, F., 2015. Preferential solvation of some structurally related sulfonamides in 1-propanol + water co-solvent mixtures. Phys. Chem. Liq. 53(3), 293-306.
Delgado, D.R., Martínez F., 2014. Preferential solvation of sulfadiazine, sulfamerazine and sulfamethazine in ethanol + water solvent mixtures according to the IKBI method. J. Mol. Liq. 193, 152-159.
Delgado, D.R., Martínez, F., 2014. Solubility and preferential solvation of sulfadiazine in methanol + water mixtures at several temperatures. Fluid Phase Equilib. 379, 128-138.
Delgado, D.R., Peña, M.A., Martínez, F., 2014. Preferential solvation of some sulfonamides in 1,4-dioxane + water co-solvent mixtures at 298.15 K according to the inverse Kirkwood-Buff integrals method. Rev. Acad. Colomb. Cienc. 38(146), 104-114.
Delgado, D.R., Peña, M.A., Martínez, F., 2014. Preferential Solvation of Some Sulfonamides in Propylene Glycol + Water Solvent Mixtures According to the IKBI and QLQC Methods. J. Solution Chem. 43, 360-374.
Delgado, D.R., Peña, M.A., Martínez, F., 2013. Preferential solvation of acetaminophen in ethanol + water solvent mixtures according to the inverse Kirkwood-Buff integrals method. Rev. Colomb. Cienc. Quím. Farm. 42(2), 298-314.
Delgado, D.R., Vargas, E., Martínez, F., 2013. Preferential solvation of xylitol in ethanol + water co-solvent mixtures according to the IKBI and QLQC methods. Rev. Colomb. Quim. 42(1), 59-66.
Fedors, R. F., 1974. A method for estimating both the solubility parameters and molar volumes of liquids. Polym. Eng. Sci. 14,147-154.
Honkanen, E., Pyysalo, T., Hirvi, T., 1980. The aroma of Finnish wild raspberries, Rirbus idaeirs L. Z. Lebensm. Unters. Forsch. 171, 180-182.
Jiménez, J., Manrique, J., Martínez, F., 2004. Effect of temperature on some volumetric properties for ethanol + water mixtures. Rev. Colomb. Cienc. Quim. Farm. 33, 145-155.
Jiménez, J., Martínez, F., 2005. Study of some volumetric properties of 1,2-propanediol + water mixtures at several temperatures. Rev. Colomb. Cienc. Quim. Farm. 34, 46-57.
Jiménez, D.M., Cárdenas, Z.J., Delgado, D.R., Martínez, F., Jouyban, A., 2014. Preferential solvation of methocarbamol in aqueous binary cosolvent mixtures at 298.15 K. Phys. Chem. Liq. 52, 726-737.
Jiménez, D.M., Cárdenas, Z.J., Delgado, D.R., Peña, M.A., Martínez, F., 2015. Solubility temperature dependence and preferential solvation of sulfadiazine in 1,4-dioxane + water co-solvent mixtures. Fluid Phase Equilib. 397, 26-36.
Jouyban, A., 2010. Handbook of Solubility Data for Pharmaceuticals. CRC Press, Boca Raton (FL).
Kallio, H., 1976. Identification of vacuum steam distilled aroma components in the press juice of arctic bramble, Rubus arcticus, L. J. Food. Sci. 41, 555-562.
Kamlet, M.J., Taft, R. W., 1976. The solvatochromic comparison method. I. The beta-scale of solvent hydrogen-bond acceptor (HBA) basicities. J. Am. Chem. Soc. 98, 377-383.
Marcus, Y., 1998. The Properties of Solvents. John Wiley & Sons, Chichester.
Marcus, Y., 2002. Solvent Mixtures: Properties and Selective Solvation. Marcel Dekker, Inc., New York.
Marcus, Y., 2008. On the preferential solvation of drugs and PAHs in binary solvent mixtures. J. Mol. Liq. 140, 61-67.
Marcus, Y., 2009. Preferential solvation of ibuprofen and naproxen in aqueous 1,2-propanediol. Acta Chimica Slovenica, 56, 40-44. 147 Solvatación preferencial... / Lasso Pineda & Cols. Revista Ingeniería y Región. 2015;13(1):139-147
Marcus, Y., 2013. Preferential solvation in mixed solvents. In: Smith, P. E., Matteoli, E., O’Connell, J. P. (Eds.). Fluctuation Theory of Solutions: Applications in Chemistry, Chemical Engineering, and Biophysics. CRC Press, Taylor & Francis Group, Boca Raton.
Muñoz, M., Delgado, D.R., Peña, M.A., Jouyban, A., Martínez, F., 2015. Solubility and preferential solvation of sulfadiazine, sulfamerazine and sulfamethazine in propylene glycol + water mixtures at 298.15 K. J. Mol. Liq. 204, 132-136.
Ohloff, G., 1969. Chemie der Geruchs-und Geschniacksstoffe. Fortschr. Chem. Forsch. 12, 185-259.
Peña, M.A., Delgado, D.R., Martínez, F., 2014. Preferential Solvation of Acetaminophen in Propylene Glycol + Water Co-Solvent Mixtures. J Appl Sol Chem Model. 3, 65-73.
Rapp. A., Knipser, W., Engel, L., Ullemeyer, H., Heimann, W., 1980. Fremdkomponenten im Aroma von Trauben und Weinen interspezifischer Rebsorten: I. Die Erd be ernote. Vitis. 19, 13-23.
Rodin, J.O., Himel, C.M., Silverstein, R.M., Leeper, R.W., Gortner, W.A., 1965. Volatile flavor and aroma components of pineapple. I. Isolation and tentative identification of 2,5-dimethyl-4-hydroxy-3(2H)-furanone. J. Food. Sci. 30, 280-285.
Rubino, J.T., 1988. Cosolvents and cosolvency. In: Swarbrick, J., Boylan, J.C. (Eds.). Encyclopedia of Pharmaceutical Technology. Marcel Dekker, Inc.,Vol 3, New York.
Ruidiaz, M.A., Delgado, D.R., Martínez, F., Marcus, Y., 2010. Solubility and preferential solvation of indomethacin in 1,4-dioxane + water solvent mixtures. Fluid Phase Equilib. 299, 259-265.
Sheldon, R.M., Lindsay, R.C., Libbey, L.M., 1972. Identification of volatile flavor compounds from roasted filberts. J. Food. Sci. 3, 13-316.
Smolinske, S.C., 1992. Handbook of Drug, Food and Cosmetic Excipients. CRC Press LLC, Boca Raton.
Tatum, J.H., Nagy, S., Berry, R.E., 1975. Degradation products formed in canned single-strength orange juice during storage. J. Food. Sci. 40, 707-709.
Tonsbeek, C.H.T., Plancken, A.J., Weerdhof, T.v.d., 1978. Components contributing to beef flavor. Isolation of 4-hydroxy-5-methyl-3(2H) furanone and its 2,5-dimethyl homolog from beef broth. J. Agric. Food Chem. 16, 101-1021.
Tressl, R., Bahri, D., Koppler, H., Jensen, A., 1978. Diphenole und Caramelkomponenten in Rostkaffees verschiedener Sorten. Z. Lebensm. Unters. Forsch. 16, 111-114.
Wang, L-Y., Lia, X-C., Zhua, L., Shaa, Z-L., Wang, Y-F., Yang, L-B., 2015. Experimental determination and correlation of the solubility of 4-hydroxy-2,5- dimethyl-3(2H)-furanone (DMHF) in binary (ethanol + water) solvent mixtures. J. Mol. Liq. 208, 211-218.
Yalkowsky, S.H., 1999. Solubility and Solubilization in Aqueous Media. American Chemical Society and Oxford University Press, New York.
