10,14-Dimethyloctadecanol | 191925-36-7

• 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: 10,14-Dimethyloctadecanol
• 英文别名: 10,14-dimethyloctadecan-1-ol
• CAS: 191925-36-7
• 化学式: C₂₀H₄₂O
• 分子量: 298.553
• InChiKey: QOURNBBQVHZQOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  10,14-Dimethyloctadecanol 在 溴 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以96%的产率得到1-Bromo-10,14-dimethyloctadecane
  参考文献：
  名称：

  Sex Pheromone Components of the Apple Leafminer, Lyonetia prunifoliella

  摘要：

  Three methylated hydrocarbons, 10,14-dimethyloctadec-1-ene (10Me14Me-1-ene-18Hy = 5Me9Me-17-ene-18Hy), 5,9-dimethyloctadecane (5Me9Me-18Hy), and 5,9-dimethylheptadecane (5Me9Me-17Hy), are synergistic sex pheromone components of the leafminer Lyonetia prunifoliella. Compounds extracted from female pheromone glands were identified by coupled gas chromatographic-electroantennographic detection (GC-EAD), and one compound, 10Me14Me-1-ene-18Hy also by coupled GC-mass spectrometry. In field trapping experiments, 10Me14Me-1-ene-18Hy 5Me9Me-18Hy, and 5Me9Me-17Hy singly were unattractive to males but in ternary combination attracted numerous male moths. Attractiveness of the three-component blend significantly exceeded that of two-component blends. No attraction of males to pheromone lures without 10Me14Me-1-ene-18Hy indicates that this compound is essential for pheromone communication of L. prunifoliella. Common C-5 and C-9 methyl branches in lyonetiid pheromone hydrocarbons suggest a common biosynthetic pathway; the presence of 5Me9Me-17Hy and 5Me9Me-18Hy in pheromone blends of L. prunifoliella and Leucoptera malifoliella provides evidence for phylogeny of lyonetiid chemical communication. Determination of the stereoisomeric composition is required to completely describe the pheromone blend of L. prunifoliella and to support the hypothesis of phylogenetically related sex pheromones.

  DOI：

  10.1023/b:joec.0000006390.43868.3b
• 作为产物：
  描述：

  1-tert-Butyldimethylsilyloxy-10,14-dimethyl-10-octadecanol 在 溴棕三甲铵 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 10,14-Dimethyloctadecanol
  参考文献：
  名称：

  Sex Pheromone Components of the Apple Leafminer, Lyonetia prunifoliella

  摘要：

  Three methylated hydrocarbons, 10,14-dimethyloctadec-1-ene (10Me14Me-1-ene-18Hy = 5Me9Me-17-ene-18Hy), 5,9-dimethyloctadecane (5Me9Me-18Hy), and 5,9-dimethylheptadecane (5Me9Me-17Hy), are synergistic sex pheromone components of the leafminer Lyonetia prunifoliella. Compounds extracted from female pheromone glands were identified by coupled gas chromatographic-electroantennographic detection (GC-EAD), and one compound, 10Me14Me-1-ene-18Hy also by coupled GC-mass spectrometry. In field trapping experiments, 10Me14Me-1-ene-18Hy 5Me9Me-18Hy, and 5Me9Me-17Hy singly were unattractive to males but in ternary combination attracted numerous male moths. Attractiveness of the three-component blend significantly exceeded that of two-component blends. No attraction of males to pheromone lures without 10Me14Me-1-ene-18Hy indicates that this compound is essential for pheromone communication of L. prunifoliella. Common C-5 and C-9 methyl branches in lyonetiid pheromone hydrocarbons suggest a common biosynthetic pathway; the presence of 5Me9Me-17Hy and 5Me9Me-18Hy in pheromone blends of L. prunifoliella and Leucoptera malifoliella provides evidence for phylogeny of lyonetiid chemical communication. Determination of the stereoisomeric composition is required to completely describe the pheromone blend of L. prunifoliella and to support the hypothesis of phylogenetically related sex pheromones.

  DOI：

  10.1023/b:joec.0000006390.43868.3b