The efficient liquid‐phase oxidation of aromatic hydrocarbons by molecular oxygen in the presence of MnCO3

State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Graduate School of the Chinese Academy of Sciences, Liaoning 116023, PR China
Journal of Chemical Technology & Biotechnology (Impact Factor: 2.35). 07/2007; 82(7):620 - 625. DOI: 10.1002/jctb.1717


BACKGROUND: The liquid-phase catalytic oxidation of aromatic hydrocarbons by molecular oxygen is a commercially important process. We consider the MnCO3-promoted oxidation of toluene to produce benzaldehyde and benzoic acid. In this investigation, toluene was oxidized with 25.0% conversion and 80.8% selectivity with respect to benzoic acid in the presence of MnCO3 under 1.0 MPa of oxygen at 190 °C for 2 h.
RESULTS: Moreover, the oxidation of other aromatic hydrocarbons, such as ethylbenzene, p-xylene, m-xylene, o-xylene, and p-chlorotoluene, were also efficiently promoted by MnCO3.
CONCLUSION: It is concluded that an efficient oxidation of aromatic hydrocarbons can be achieved in the presence of MnCO3 under solvent-free conditions. The catalytically active species are high-valence Mn generated via the action of MnCO3 with oxygen. Copyright

Download full-text


Available from: Xinli Tong, Jun 10, 2014
31 Reads
  • [Show abstract] [Hide abstract]
    ABSTRACT: Tandem processes involving catalysts can offer unique and powerful strategies for converting simple starting materials into more complex products in a single reaction vessel. Imines were synthesized directly from alcohols via a tandem catalytic process using manganese octahedral molecular sieves (OMS-2) as catalyst. The synthesis proceeds through two steps: an oxidation of the alcohols to carbonyls followed by the nucleophilic attack by an amine on the carbonyl to form the imine. OMS-2 acts as a bifunctional catalyst and catalyzes two mechanistically distinct processes in a single reaction vessel under the same conditions. Conversions up to 100% were obtained for benzylic alcohols with this efficient, environmentally friendly catalytic reaction. The advantages of this process are that the intermediates need not be isolated and the catalysts can be reused upon simple filtration without loss of activity.
    Journal of Catalysis 01/2008; 253(2):269-277. DOI:10.1016/j.jcat.2007.11.006 · 6.92 Impact Factor
  • [Show abstract] [Hide abstract]
    ABSTRACT: BACKGROUND: Hydrocarbon oxidation reactions are central to numerous processes that convert bulk chemicals into useful and higher-value products. In this investigation, an efficient metal-free catalytic system for aerobic oxidation of aromatic hydrocarbons was successfully established by synthesizing a series of aryl-tetrahalogenated N-hydroxyphthalimides and applying these compounds with 1,4-diamino-2,3-dichloroanthraquinone (DADCAQ).RESULTS: Ethylbenzene was oxidized with 82.3% conversion and 86.9% selectivity to acetophenone catalyzed by the system of TCNHPI/DADCAQ under 0.3 MPa of molecular oxygen at 100 °C for 5 h. Other hydrocarbons were oxidized with high efficiency using this catalytic system. For example, indane can be converted completely to indan-1-one with 98.0% selectivity.CONCLUSION: A highly efficient metal-free catalytic system consisting of TCNHPI and DADCAQ was developed for the oxidation of aromatic hydrocarbons with molecular oxygen. Aryl-halogen substituents served to significantly increase the activities of the catalytic system. The results in this study can form the basis for the design of an efficient hydrocarbon oxidation process. Copyright © 2008 Society of Chemical Industry
    Journal of Chemical Technology & Biotechnology 10/2008; 83(10):1364 - 1369. DOI:10.1002/jctb.1977 · 2.35 Impact Factor
  • [Show abstract] [Hide abstract]
    ABSTRACT: A new solvent-free, reusable catalytic combination consisting of WO3/70 % TBHP/aqueous NaOH has been described for the direct oxidation of methylarenes and acetophenones to the corresponding benzoic acids in high yields. Alkylarenes are oxidized to the corresponding aromatic ketones or benzylic alcohols depending upon whether NaOH is used or not.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
    European Journal of Organic Chemistry 10/2008; 2008(29):4877-4880. DOI:10.1002/ejoc.200800664 · 3.07 Impact Factor
Show more