(E)-11,13-tetradecadien-9-yn-1-yl acetate | 129196-59-4

• 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)-11,13-tetradecadien-9-yn-1-yl acetate
• 英文别名: (E)-1-Acetoxy-11,13-tetradecadien-9-yne；[(11E)-tetradeca-11,13-dien-9-ynyl] acetate
• CAS: 129196-59-4
• 化学式: C₁₆H₂₄O₂
• 分子量: 248.365
• InChiKey: XWVOUNGRDHCWFP-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  18.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 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)-11,13-tetradecadien-9-yn-1-yl acetate 在 potassium cyanide 、 氢氧化钾 、 水 、 锌 作用下， 以 甲醇 、 丙醇 为溶剂， 反应 24.0h， 生成 (Z,E)-9,11,13-tetradecatrienol
  参考文献：
  名称：

  Sex pheromone ofStenoma cecropia Meyrick (Lepidoptera: Elachistidae)

  摘要：

  (Z,E)-9,11-tetradecadienal (Z9,E11-14: Ald; 11%), (Z,E)-9,11,13-tetradecatrienal (Z9,E11, 13-14:Ald; 67%), (Z,E)-9,11-tetradecadienyl acetate (Z9,E11-14:Ac, 5.5%), and (Z,E)-9,11, 13-tetradecatrienyl acetate (Z9,E11,13-14:Ac; 16.5%) were identified in the extracts of female pheromone glands of Stenoma cecropia (Lepidoptera: Elachistidae). From electroantennograms and single sensillum recordings, receptors to Z9,E 11,13-14:Ald and Z9,E11-14:Ald were found on male antenna. Behavioral data were obtained from olfactometric tests in the laboratory and field trapping experiments in Colombia. It appeared that a blend of Z9,E11,13-14:Ald (83%) and Z9,E11-14:Ald (17%) was attractive to males. These aldehydes are assumed to be components of the sex pheromone of S. cecropia, whereas the acetates found in gland extracts might be precursors of the pheromone.

  DOI：

  10.1007/bf02027948
• 作为产物：
  描述：

  (E)-1-Terbutoxy-12-bromo-9-dodecyn-11-ene 在 三氯化铁 、 zinc dibromide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 12.5h， 生成 (E)-11,13-tetradecadien-9-yn-1-yl acetate
  参考文献：
  名称：

  Sex pheromone ofStenoma cecropia Meyrick (Lepidoptera: Elachistidae)

  摘要：

  (Z,E)-9,11-tetradecadienal (Z9,E11-14: Ald; 11%), (Z,E)-9,11,13-tetradecatrienal (Z9,E11, 13-14:Ald; 67%), (Z,E)-9,11-tetradecadienyl acetate (Z9,E11-14:Ac, 5.5%), and (Z,E)-9,11, 13-tetradecatrienyl acetate (Z9,E11,13-14:Ac; 16.5%) were identified in the extracts of female pheromone glands of Stenoma cecropia (Lepidoptera: Elachistidae). From electroantennograms and single sensillum recordings, receptors to Z9,E 11,13-14:Ald and Z9,E11-14:Ald were found on male antenna. Behavioral data were obtained from olfactometric tests in the laboratory and field trapping experiments in Colombia. It appeared that a blend of Z9,E11,13-14:Ald (83%) and Z9,E11-14:Ald (17%) was attractive to males. These aldehydes are assumed to be components of the sex pheromone of S. cecropia, whereas the acetates found in gland extracts might be precursors of the pheromone.

  DOI：

  10.1007/bf02027948

文献信息

• Stereospecific synthesis of (Z,E)-9,11,13-tetradecatrien-1-yl acetate and aldehyde sex pheromone components of stenoma cecropia and ectomyelois ceratoniae
  作者：Frédérique Tellier、Charles Descoins

  DOI：10.1016/0040-4039(90)80210-d

  日期：1990.1
• TELLIER, FREDERIQUE;DESCOINS, CHARLES, TETRAHEDRON LETT , 31,(1990) N6, C. 2295-2298
  作者：TELLIER, FREDERIQUE、DESCOINS, CHARLES

  DOI：——

  日期：——