es050729d_si_001.pdf (3.44 MB)
Improved Prediction of Octanol−Water Partition Coefficients from Liquid−Solute Water Solubilities and Molar Volumes
journal contribution
posted on 2005-11-15, 00:00 authored by Cary T. Chiou, David W. Schmedding, Milton ManesA volume-fraction-based solvent−water partition model
for dilute solutes, in which the partition coefficient shows
a dependence on solute molar volume (
), is adapted to
predict the octanol−water partition coefficient (Kow) from
the liquid or supercooled-liquid solute water solubility
(Sw), or vice versa. The established correlation is tested
for a wide range of industrial compounds and pesticides
(e.g., halogenated aliphatic hydrocarbons, alkylbenzenes,
halogenated benzenes, ethers, esters, PAHs, PCBs,
organochlorines, organophosphates, carbamates, and amides-ureas-triazines), which comprise a total of 215 test
compounds spanning about 10 orders of magnitude in Sw
and 8.5 orders of magnitude in Kow. Except for phenols
and alcohols, which require special considerations of the
Kow data, the correlation predicts the Kow within 0.1 log
units for most compounds, much independent of the compound
type or the magnitude in Kow. With reliable Sw and
data for compounds of interest, the correlation provides
an effective means for either predicting the unavailable log
Kow values or verifying the reliability of the reported log
Kow data.