JOURNAL OF NANJING FORESTRY UNIVERSITY ›› 2013, Vol. 37 ›› Issue (01): 96-100.doi: 10.3969/j.issn.1000-2006.2013.01.017

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Synthesis of 2,3-epoxypinane by epoxidation of α-pinene with high selectivity

XU Xu1,LIU Bing2, TANG Nianhua1, WANG Shifa1*   

  1. 1. College of Chemical Engineering, Nanjing Forestry University,Nanjing 210037, China; 2. College of Food Science and Engineering, Nanjing University of Finance and Economics,Nanjing 210046, China
  • Online:2013-02-18 Published:2013-02-18

Abstract: 2,3-epoxypinane was synthesized from α-pinene by epoxidation with high selectivity. Effects of concentration and dosage of peracetic acid, dosage of anhydrous sodium carbonate, solvent types, reaction temperature and reaction time on the conversion of α-pinene were investigated, respectively. Mean while the selectivity of 2,3-epoxypinane and chemical compositions of the products were investigated too. The most suitable reaction conditions were finally determined as follows: temperature 0-10 ℃, concentration of peracetic acid 2.0 mol/L, molar ratio of α-pinene and peracetic acid 1:1.1,molar ratio of α-pinene and Na2CO3 1:1.2, reaction time 2.0 h, using CHCl3 as the solvent and volume ratio of α-pinene and CHCl3 1:1.7. At this condition, conversion rate of α-pinene was above 99%, selectivity of 2,3-epoxypinane was more than 95%. The contents of the main impurities α-campholenic aldehyde and 3-pinonic in the final product were only 3.3% and 1.2% respectively.

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