Olefin Oxidation With Hydrogen Peroxide

An enviroranentally benign and green process is highly desirable in the currently chemical research and development. But various traditional oxidants are all expensive and hazardous to our environment. With respect to environmental and economic consideration, hydrogen peroxide is probably the best oxidant because water is the sole expected byproduct and easily workup. However the inherent oxidative activity and stability of hydrogen peroxide is relatively lower at ambient temperature, so it is of interest to find efficient and environmentally acceptable catalysts to improve its oxidation ability. The previous research in references showed that the peroxotungstate is an efficient catalyst in the oxidation reaction using hydrogen peroxide as oxidant.Cyclohexene, cyclohexanone, cyclohexanol and 1, 6-hexanediol can now be oxidized directly into adipic acid with 30 % hydrogen peroxide in water solution in the presence of tungsten catalyst. The effects of reaction conditions on the green process of cyclohexene oxidation were studied, and the results showed that when mole ratio of cyclohexene: W:Ph₄PBr:KHSO₄:H₂O₂= 100:1:1:1:440 is given, the isolated yield of adipic acid crystal is 75 % and total yield is 90 % after the reaction mixture was stirred violently from 75-90℃ for 8h.Oxidative cleavage of olefins into carboxylic acids is very important in organic synthesis, the oxidation ability of hydrogen peroxide tol-octene and vinyl-benzene were studied also. The results showed that when vinyl-benzene:W:Ph₄PBr:KHSO₄:H₂O₂= 100:1:1:1:440 is given, the isolated yield of benzoic acid is 90 % after the reaction mixture was stirred violently at 90℃for 24 h.Triacetone triperoxide(TATP) was synthesized at mild conditions and its structure was determined by X-ray diffraction methods. The reaction pathway of explode and decomposition of TATP were studied.