Determination of solubilities and n-octanol/water partition coefficients and QSPR study for substituted phenols.

ABSTRACT

A shake-flask method was employed to determine the water solubility (-lgS (w)) and n-octanol/water partition coefficient (lgK (ow)) of 20 substituted phenols at 298.15 K. And optimized calculation was carried out at B3LYP/6-311G** level with DFT method. Afterwards the obtained parameters were taken as theoretical descriptors to establish the QSPR models for predicting -lgS (w) and lgK (ow), in which the conventional correlation coefficients (R (2)) are 0.9800 and 0.9941, respectively. The two models were further validated by variance inflation factors (VIF) and t-test. Upon comparison, the stability and predictive power are more advantageous than those based on AM1 molecular orbital method and molecular connectivity method.