α-蒎烯高选择性环氧化合成2,3-环氧蒎烷的研究

doi:10.3969/j.issn.1000-2006.2013.01.017

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南京林业大学学报（自然科学版） ›› 2013, Vol. 37 ›› Issue (01): 96-100.doi: 10.3969/j.issn.1000-2006.2013.01.017

α-蒎烯高选择性环氧化合成2,3-环氧蒎烷的研究

徐徐¹,刘兵²,唐年华¹,王石发^1*

1.南京林业大学化学工程学院,江苏南京 210037; 2.南京财经大学食品科学与工程学院, 江苏省粮油品质控制及深加工重点实验室,江苏南京 210046

出版日期:2013-02-18 发布日期:2013-02-18
基金资助:
收稿日期:2012-07-16 修回日期:2012-10-09
基金项目:国家林业公益性行业科研专项项目(201104015); 国家自然科学基金项目(30972316)
第一作者:徐徐,讲师。*通信作者:王石发,教授,博士。E-mail:wsfyyq@njfu.com.cn。
引文格式:徐徐,刘兵,唐年华,等. α-蒎烯高选择性环氧化合成2,3-环氧蒎烷的研究[J]. 南京林业大学学报:自然科学版,2013,37(1):96-100.

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

XU Xu¹,LIU Bing², TANG Nianhua¹, WANG Shifa^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

摘要/Abstract

摘要： 笔者以α-蒎烯为原料高选择性环氧化合成2,3-环氧蒎烷。探讨了过氧乙酸浓度及用量、碳酸钠用量、溶剂类型、反应温度及反应时间等对α-蒎烯转化率、2,3-环氧蒎烷选择性及产物组成的影响; 确定了适宜的环氧化反应条件:反应温度为0～10 ℃; 过氧乙酸浓度2.0 mol/L,α-蒎烯与过氧乙酸物质量之比为1:1.1; α-蒎烯与碳酸钠物质量之比为1:1.2; 反应时间2 h; 以氯仿为溶剂,溶剂用量为α-蒎烯与氯仿体积比1:1.7。在此条件下α-蒎烯转化率为99%以上,2,3-环氧蒎烷的选择性大于95%,反应产物中主要杂质α-龙脑烯醛和3-蒎酮的含量仅为3.3%和1.2%左右。

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.

中图分类号:

O624.13

徐徐,刘兵,唐年华,等. α-蒎烯高选择性环氧化合成2,3-环氧蒎烷的研究[J]. 南京林业大学学报（自然科学版）, 2013, 37(01): 96-100.

XU Xu,LIU Bing, TANG Nianhua, WANG Shifa. Synthesis of 2,3-epoxypinane by epoxidation of α-pinene with high selectivity[J].Journal of Nanjing Forestry University (Natural Science Edition), 2013, 37(01): 96-100.DOI: 10.3969/j.issn.1000-2006.2013.01.017.

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α-蒎烯高选择性环氧化合成2,3-环氧蒎烷的研究

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

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