Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Epoxidation of Alkenes with Hydrogen Peroxide in the Presence of Molybdenum Oxide-Tributyltin Chloride on Charcoal Catalysts
YASUSHI ITOIMASAMI INOUESABURO ENOMOTOYOSHIHIRO WATANABE
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Keywords: cyclohexene
JOURNAL FREE ACCESS

1984 Volume 32 Issue 2 Pages 418-423

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Abstract
By using molybdenum oxide fixed on active charcoal in the form of molybdenum blue, various alkenes of cyclopentene, cyclohexene, methylcyclohexene, styrene, methylstyrene, octene, and decene were selectively epoxidized with aqueous hydrogen peroxide (30%) in isopropyl alcohol. The yields increased in the presence of organotin compounds. Among them, tri-n-butyltin chloride gave good yields; cyclopentene and cyclohexene were epoxidized in yields of 71 and 60%, respectively. The catalyst could be separated by filtration and used repeatedly. By adjusting the pH value of the charcoal support with acid or base, both the epoxide yield and the selectivity could be varied widely, and good results were obtained between pH 6 and 7.
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© The Pharmaceutical Society of Japan
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