Structural and thermodynamic parameters of 16 chloro-phenol compounds in water solution were calculated and fully optimized by using Onsager model in self-consistent reaction field (SCRF) based on the B3LYP/6-311G** level. These quantum chemical parameters were used as theoretical descriptors to correlate with the experimental biodegradation rate constant (Kb) of 16 compounds by stepwise multiple linear regression. As a result, a three-parameter model including molecular average polarizability (α), entropy (Sθ), and molar heat capacity at constant voltune (Cvθ)were established for Kb prediction, which was proposed with correlation coefficient R2 = 0.894. αexhibits the most significant effect on Kb. Variance analysis and standard t-value test were applied to validate the model. As expected, this model exhibits good robustness and prediction ability,which can be used in Kb prediction of analogs.