The fate of four trichlorophenols (TCP), six dichlorophenols (DCP), and three monochlorophenols (CP), were studied in anaerobic propionate enrichment systems. TCPs were more toxic than DCPs and CPs; 2,4,5-TCP was most toxic to the propionate users among the 13 chlorophenols studied in this research. Most chlorophenols were dechlorinated reductively to less chlorinated compounds and/or phenol. Dechlorination at the ortho position was observed most frequently. The overall removal of the selected chlorophenols by anaerobic propionate enrichment systems were in the following order: 2,3,5-TCP > 2,3,6-TCP > 3,5-DCP > 2,4-DCP > 2-CP > 3,4-DCP; 2,3-DCP; 2,5-DCP > 3-CP, 2,4,5-TCP > 2,6-DCP > 2,4,6-TCP > 4-CP.