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Effects of metal chlorides and oxides on the autoxidation of methyl oleate and the decomposition of hydroperoxides of methyl oleate at 80°C were investigated by observing the changes in peroxide, iodine, saponification, acid and hydroxyl values and oxirane oxygen during the autoxidation of methyl oleate in the presence of benzoyl peroxide (0.1%) and the chlorides or oxides (0.05% as metal) and decomposition of hydroperoxide of methyl oleate in the presence of nitrogen under the same condition.MoCl5, VCl3, VCl4 and V2O5 decomposed hydroperoxide of methyl oleate remarkably, and produced little peroxide. On the autoxidation of methyl oleate and the decomposition of hydroperoxide, the epoxides and hydroxides were produced remarkably. MoCl5 and V2O5 seemed to produce less acids than VCl3 and VCl4. Further, the effect of each metal compound seemed to be slightly different.WCl6 decomposed hydroperoxide of methyl oleate slowly, and produced epoxides and hydroxides in the presence of nitrogen. However, WCl6 in the presence of air had a little effect.CrCl3·6H2O affected the autoxidation of methyl oleate remarkably, and produced epoxides and hydroxides. On the decomposition of hydroperoxide of methyl oleate, CrCl3·6H2O decomposed hydroxide slowly, but didn't produce epoxides and hydroxides. One of the products of the autoxidation of methyl oleate in the presence of CrCl3·H2O was a low molecular acid and the effect of CrCl3·6H2O seemed slightly different from the other metal compounds.MoO3 and MnCl2 didn't accelerate the autoxidation of methyl oleate and the decomposition of peroxide.The each effect of the compounds of periodic group 5, 6 and 7 transition metal was dissimilar.

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Effects of Oxides and Chlorides of Metal of Periodic Groups 5, 6 and 7 on the Autoxidation of Methyl Oleate and the Decomposition of Hydroperoxide of Methyl Oleate