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α-蒎烯合成樟脑醌的研究(PDF)

《南京林业大学学报(自然科学版)》[ISSN:1000-2006/CN:32-1161/S]

Issue:
2013年03期
Page:
123-128
Column:
研究论文
publishdate:
2013-05-20

Article Info:/Info

Title:
Synthesis of camphorquinone from α-pinene
Author(s):
LIANG Zhihua1 LI Haojin1 XU Xu12 WANG Shifa12*
1. College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China;
2. Jiangsu Key Lab of Biomass-based Green Fuels and Chemicals, Nanjing 210037, China
Keywords:
α-pinene 2-chlorinated bornane bornylene camphorquinone
Classification number :
TQ245
DOI:
10.3969/j.issn.1000-2006.2013.03.022
Document Code:
-
Abstract:
Synthesis of camphorquinone was carried out by using α-pinene as the starting material. 2-chlorinated bornane was prepared by addition and isomerization of α-pinene and dry hydrogen chloride, and it was further eliminated HCl in order to obtain bornylene. Camphorquinone was finally obtained by oxidation of bornylene with KMnO4 in mixed acetone-water solvent. Influences of phase-transfer catalysts and solvent systems, the amount of KMnO4, acetone/H2O ratio and the amount of mixed solvent, reaction temperature and reaction time on the oxidation of bornylene were examined in detail, and the suitable oxidation conditions were determined as follows:KMnO4 was used as the oxidant for oxidizing bornylene into camphorquinone, and KMnO4/bornylene molar ratio was 3.0:1; acetone/H2O mixture with a volume ratio 3:1 was used as the solvent, and the solvent/bornylene ratio was 20:1(mL/g); the oxidation of bornylene was conducted at 30 ℃ for 4 h. The yield of camphorquinone was over 85% under the aforesaid conditions, and its chemical structure was determined with GC-MS, FTIR, 1H NMR, and 13C NMR spectra.

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Last Update: 2013-05-31