The theoretical linear solvation energy relationship (TLSER) approach was adopted to predict the aqueous solubility and noctanolPwater partition coefficient of three group s of environmentally important chemicals2polychlorinated biphenyls (PCBs), polychlorinated dibenzodioxins and dibenzofurans (PCDDs and PCDFs). For each compound, five quantum parameters were calculated using AM1 semiempirical molecular orbital methods and used a s structure de scriptors: average molecular polarizability (α), energy of the lowe stunoccupied molecular orbit (ELUMO), energy of the highe st occupied molecular orbit (EHOMO), the mo st po sitive charge on a hydrogen atom (q+), and the mo st negative atomic partial charge (q-) in the solute molecule. Then standard independent variable s in TLSER equation wa s extracted and two serie s of quantitative equations between the se quantum parameters and aqueous solubility and noctanolPwater partition coefficient were obtained by stepwise multiple linear regre ssion(MLR) method. The developed equations have both quite high accuracy and explicit meanings. And the cro ssvalidation te st illustrated the good predictive power and stability of the e stablished models. The re sults showed that TLSER could be used a s a promising approach in the e stimation of partition and solubility propertie s of macromolecular chemicals, such a s persistent organic pollutants.