Journal of Chemical and Engineering Data, Vol.44, No.1, 40-43, 1999
Tricaprylin-water partition coefficients and their temperature dependence for selected chlorobenzenes
Measurements of partition coefficients between tricaprylin (glyceryl tri-n-octanoate) and water are reported for seven chlorobenzenes (1,2-dichlorabenzene, 1,4-dichlorobenzene, 1,3,5-trichlorobenzene, 1,2,3,4-tetrachlorobenzene, 1,2,3,5-tetrachlorobenzene, pentachlorobenzene, and hexachlorobenzene) between 5 degrees C and 45 degrees C. The values are compared with reported data on octanol-water and triolein-water partition coefficients. The van't Hoff plots of log K-OW versus T-1 exhibit linearity with values of K-OW increasing by 5%-8% over this temperature range, and the enthalpy of phase change varies from 9.7 to 16 kJ/mol. Several reasons are suggested why tricaprylin-water partition coefficients may be preferable to octanol-water and triolein-water partition coefficients when quantifying a substance's hydrophobicity. The mutual solubilities of tricaprylin and water are less than that of octanol and water. Tricaprylin is less volatile than octanol and, being a triglyceride, is structurally more similar to lipids. Tricaprylin is easier to purify than triolein and, because of its lower molecular mass, is easier to analyze by gas chromatography.
Keywords:HYDROPHOBIC ORGANIC-CHEMICALS;BIOCONCENTRATION FACTORS;AQUEOUS SOLUBILITY;OCTANOL;BIOACCUMULATION;FISH;CHROMATOGRAPHY;HYDROCARBONS;POLLUTANTS;BIPHENYLS