(E)-5-dodecen-3-yn-1-yl acetate | 211925-42-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-5-dodecen-3-yn-1-yl acetate
• CAS: 211925-42-7
• 化学式: C₁₄H₂₂O₂
• 分子量: 222.327
• InChiKey: WDOYDHUUBWCQQV-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  16.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-5-dodecen-3-yn-1-yl acetate 在 copper dichloride 、 锌 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 28.0h， 以87%的产率得到(Z,E)-3,5-Dodecadienyl acetate
  参考文献：
  名称：

  Synthesis and Characterization of the Four Geometrical Isomers of 3,5-Dodecadienyl Acetate.

  摘要：

  Practical convergent syntheses of the four geometrical isomers of 3,5-dodecadienyl acetate are presented. These substances have been characterized by NMR and mass spectroscopy. (3E,5Z)-3,5-Dodecadienyl acetate is the main female sex pheromone component of the leaf roller Bonagota cranaodes, which is an important insect pest in apples in South America.The isomeric 3,5-dodecadienyl acetates, as pure isomers and in defined mixtures, have been used as trap lures for Eying insects in field screening experiments in Lithuania. Although no insects were found in the control traps, the numbers of males caught in the baited traps were not high enough to be statistically significant.

  DOI：

  10.3891/acta.chem.scand.52-0930
• 作为产物：
  描述：

  反式-1-碘-1-辛烯 在 tris-(dibenzylideneacetone)dipalladium(0) sodium hydroxide 、 copper(l) iodide 、 四丁基溴化铵 作用下， 以 吡啶 、 苯 为溶剂， 反应 3.0h， 生成 (E)-5-dodecen-3-yn-1-yl acetate
  参考文献：
  名称：

  Synthesis and Characterization of the Four Geometrical Isomers of 3,5-Dodecadienyl Acetate.

  摘要：

  Practical convergent syntheses of the four geometrical isomers of 3,5-dodecadienyl acetate are presented. These substances have been characterized by NMR and mass spectroscopy. (3E,5Z)-3,5-Dodecadienyl acetate is the main female sex pheromone component of the leaf roller Bonagota cranaodes, which is an important insect pest in apples in South America.The isomeric 3,5-dodecadienyl acetates, as pure isomers and in defined mixtures, have been used as trap lures for Eying insects in field screening experiments in Lithuania. Although no insects were found in the control traps, the numbers of males caught in the baited traps were not high enough to be statistically significant.

  DOI：

  10.3891/acta.chem.scand.52-0930