Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (02): 207-210. Previous Articles     Next Articles

Original Articles

用双氧水绿色氧化环己酮合成己二酸的研究

张敏*,1,3,魏俊发2,白银娟1,高勇1
吴亚2,苗延青2,史真1   

  1. (1西北大学化学系 西安 710069)
    (2陕西师范大学化学与材料科学学院 西安 710062)
    (3西安近代化学研究所 西安 710065)
  • 收稿日期:2004-12-22 修回日期:2005-08-16 发布日期:2006-01-21
  • 通讯作者: 张敏

Study of Clear Oxidation of Cyclohexanone to Adipic Acid Us-ingHydrogen Peroxide

ZHANG Min*,1,3,WEI Jun-Fa2,BAI Ying-Juan1,GAO Yong1
WU Ya2,MIAO Yan-Qing2,SHI Zhen1   

  1. (1 Department of Chemistry, Northwest University, Xi'an 710069)
    (2 School of Chemistry and Materials Science, Shaanxi Normal University, Xi'an 710062)
    (3 Xi'an Modern Chemistry Research Institute, Xi'an 710065)
  • Received:2004-12-22 Revised:2005-08-16 Published:2006-01-21
  • Contact: ZHANG Min

The oxidation of cyclohexanone to adipic acid by 30% aqueous hydrogen peroxide catalyzed by coordination compound system formed in situ between sodium tungstate and didentate ligands containing N or O atom such as oxalic acid without phase transfer agent and organic solvent was investigated. It was found that the optimal condition of reaction is reactant molar ratio of sodium tungstate dihydrate/oxalic acid/cyclohexanone/30% aqueous hydrogen peroxide=2.0/3.3/100/350, the reaction time of 12 h and temperature of 92 ℃ with 80.6% yield of adipic acid. According to the identification of the products by the GC-MS in the progress of reaction, the mechanism was proposed. In the reaction cyclohexanone is firstly oxidized to ε-caprolactone through Beayer-Villiger reaction and then the in-termediate soon oxidated to adipic acid.

Key words: sodium tungstate dihydrate, adipic acid, hydrogen peroxide, clear catalytic oxidation, cyclohexanone