The reaction of cyclohexanones with copper (II) bromide gave polybrominated cyclohexanediones in all cases except for the case of 3, 5-dimethylcyclohexanone. Moreover, in this reaction, a pyrocatechol and a phenol derivative were obtained from 4- methyl-and 3, 5-dimethylcyclohexanone respectively. The mechanism of this reaction was discussed.