Metal-free direct oxidation of α-isophorone to ketoisophorone by I2 under photoirradiation

Ji-qing Bao , Li-hua Chen , Rui-ren Tang , Lin-ying Cao , Shan Liang

Journal of Central South University ›› 2012, Vol. 19 ›› Issue (10) : 2755 -2759.

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Journal of Central South University ›› 2012, Vol. 19 ›› Issue (10) : 2755 -2759. DOI: 10.1007/s11771-012-1338-1
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Metal-free direct oxidation of α-isophorone to ketoisophorone by I2 under photoirradiation

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Abstract

Molecular iodine was first utilized for direct oxidation of α-isophorone (α-IP) to ketoisophorone (KIP) with molecule oxygen at room temperature and the effects of amount of iodine, solvents and reaction time were investigated extensively. The optimized result shows that 70.2% conversion of α-isophorone and 82.6% selectivity of ketoisophorone are obtained with 15% iodine (molar fraction) in acetonitrile under photoirradiation for 5 h. Moreover, the possible mechanism is proposed.

Keywords

ketoisophorone / aerobic oxidation / iodine / reaction mechanism

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Ji-qing Bao, Li-hua Chen, Rui-ren Tang, Lin-ying Cao, Shan Liang. Metal-free direct oxidation of α-isophorone to ketoisophorone by I2 under photoirradiation. Journal of Central South University, 2012, 19(10): 2755-2759 DOI:10.1007/s11771-012-1338-1

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