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Citation: JIANG Wen-Hui, ZHOU Ya-Ping, TANG Rui-Ren, LI Fei. Aerobic Oxidation of α-Ionone Catalyzed by N-Hydroxyphthalimide Combined with Co(acac)₂[J]. Chinese Journal of Applied Chemistry, ;2009, 26(11): 1305-1309. shu

Aerobic Oxidation of α-Ionone Catalyzed by N-Hydroxyphthalimide Combined with Co(acac)₂

1.
School of Chemistry and Chemical Engineering, Central South University, Changsha 410083

Corresponding author: TANG Rui-Ren,
Received Date: 28 October 2008
Available Online: 20 February 2009

A practical catalytic method to oxidize α-ionone with molecular oxygen under normal pressure and temperature in the presence of catalyst N-hydroxyphthalimide(NHPI) combined with Co(acac)₂ was developed,and the probable catalytic mechanism was proposed.Influences of the reaction conditions on the conversion of α-ionone and the selectivity of the major product(5-oxo-α-ionone) were investigated,the optimal technical parameters for 5-oxo-α-ionone were optimized.The results show that the primary products were 5-oxo-α-ionone,epoxy-α-ionone,as well as rearrangement products 4-oxo-β-ionone and epoxy-β-ionone,which were characterized by infrared spectroscopy,¹H nuclear magnetic resonance spectroscopy,mass spectrometry and elemental analysis.The yield of 5-oxo-α-ionone and the conversion of α-ionone were 53.4% and 95.0%,respectively,under the conditions of 25% NHPI,1.0% Co(acac)₂(in molar ratio),O₂ pressure of 1.0 MPa,the reaction temperature at 70 ℃,and reaction time of 10 h,the procedure shows a good reprodu-cibility in the parallel experiments.
- N-hydroxyphthalimide,
- catalytic oxidation,
- α-ionone,
- oxo-α-ionone
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Aerobic Oxidation of α-Ionone Catalyzed by N-Hydroxyphthalimide Combined with Co(acac)2

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Aerobic Oxidation of α-Ionone Catalyzed by N-Hydroxyphthalimide Combined with Co(acac)₂