The aqueous solubilities of guaiacol (2-methoxyphenol) and seven chlor
inated guaiacols are reported at 25 degrees C, and for five of these o
ver a temperature range from 5 to 45 degrees C, from which the enthalp
ies of solution are deduced. It is shown that the solubilities are wel
l correlated with molar volume and that chlorinated phenols and guaiac
ols follow similar solubility-molar volume and vapor pressure-molar vo
lume relationships. This does not, however, apply to 1-octanol-water p
artition coefficients. It is concluded that the equilibrium partitioni
ng of the chlorinated and methoxylated phenols is more complex than ha
s been generally assumed and that an improved understanding is require
d of the fundamental determinants of partitioning among water, air, oc
tanol, and lipid phases of this important class of environmental conta
minants.