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林产化学与工业

林产化学与工业 ›› 2002, Vol. 22 ›› Issue (2): 86-88.

• 研究快报 • 上一篇    下一篇

丙酸诺卜酯的合成及其13C化学位移特点研究

王宗德1, 肖转泉2, 安鑫南3   

  1. 1. 江西农业大学, 林学院, 江西, 南昌, 330045;2. 江西师范大学, 化学与生物科学;3. 南京林业大学, 化学工程学院, 江苏, 南京, 210037
  • 收稿日期:2001-08-07 修回日期:1900-01-01 出版日期:2002-06-30 发布日期:2002-06-30

STUDIES ON SYNTHESIS OF NOPYL PROPANOATE AND ITS 13C CHEMICAL SHIFT CHARACTERISTICS

WANG Zong-de1, XIAO Zhuan-quan2, AN Xin-nan3   

  1. 1. College of Forestry, Jiangxi Agricultural University, Nanchang 330045, China;2. College of Chemistry and Biological Science, Jiangxi Normal University, Nanchang 330027, China;3. College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China
  • Received:2001-08-07 Revised:1900-01-01 Online:2002-06-30 Published:2002-06-30

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摘要： 由诺卜醇和丙酸酐合成了丙酸诺卜酯,用MS,IR,1H NMR及13C NMR分析进行了结构表征.利用13C化学位移分析出其构象是:C-1-C-2-C-3-C-4-C-5部分处于同一平面,整个6,6-二甲基双环[3.1.1]庚-2-烯部分呈"Y"形.丙酸诺卜酯可以看成是阿朴蒎烯在C-2发生取代的衍生物,取代基对13C化学位移的影响主要集中在C-2,C-1和C-3,对其它碳原子的影响比较小.

关键词: 丙酸诺卜酯, 13C化学位移, 构象

Abstract: Nopyl propanoate was synthesized by the reaction of nopol with propionic anhydride,and its structure was identified by MS,IR, 1H NMR and 13C NMR.Conformational analysis was performed by comparing 13C chemical shift of C-6,C-7 with those of α-pinene.Result suggests that C-1-C-2-C-3-C-4-C-5 fragment is planar,and the 6,6-dimethylbicyclo[3.1.1]hept-2-ene fragment is Y-shaped.Nopyl propanoate can be assigned as derivative of apopinene with a substituent at C-2,and the substituent has effect on chemical shift mainly at C-2,C-1 and C-3,while interaction between the substituent and other carbons is insignificant.

Key words: nopyl propanoate, 13C chemical shift, conformation

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