The epoxidation of allylchlorides with hydrogen peroxide over TS-1

Abstract The solvent effect of methanol, the improvement of epoxide selectivity by blocking acid site, the increase in the epoxidation rate with the irradiation of ultrasonic waves and the reactivation of a used catalyst for the title reaction were studied. ( 1 ) Methanol worked as an inhibitor for the epoxidation of 2- methylallyl chloride (MAC), but as an accelerator for that of the allyl chloride. (2) The acid site blocked with cations suppressed the hydrolysis of the epoxide into a diol compound, and increased the selectivity and the reaction rate. (3) The irradiation of ultrasonic waves in the reaction media increased both the reaction rate and selectivity. (4) The extraction with organic solvent during the ultrasonic wave irradiation indicated such a good performance for the reactivation of the used catalyst that the conversion of hydrogen peroxide (0.6 eq added vs. MAC) and the selectivity of MAC to the epoxide were 99.6%, and 93.5% , respectively, at 40 °C for 2 hours.