(2E,8E)-(R)-2,6-Dimethyl-tetradeca-2,8-dienal | 135461-08-4

• 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: (2E,8E)-(R)-2,6-Dimethyl-tetradeca-2,8-dienal
• CAS: 135461-08-4；135461-09-5
• 化学式: C₁₆H₂₈O
• 分子量: 236.398
• InChiKey: QEMFWVNEKCXDKG-QRLZVGAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.07
• 重原子数：
  17.0
• 可旋转键数：
  10.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (2E,8E)-(R)-2,6-Dimethyl-tetradeca-2,8-dienal 在 palladium on activated charcoal 氢气 、 sodium ethanolate 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 3.0h， 生成 (5SR,9S)-5,9-dimethyl-heptadecane
  参考文献：
  名称：

  Baker's yeast mediated synthesis of (5SR, 9S)-5,9-dimethyl-heptadecane and (5SR, 9S)-5,9-dimethyl pentadecane; the main sex-pheromone components of Leucoptera scitella and Perileucoptera coffeella enriched in 9S-isomers

  摘要：

  A mixture of (5S, 9S)-5,9-dimethyl heptadecane (1a), the main sex-pheromone component of Leucoptera scitella, and its (5R, 9S)-isomer (2a) was synthesized conveniently from (R)-citronellal (4, obtained from racemic citronellal by enantiomer selective baker's yeast reduction) in four steps.(5SR, 9S)-5,9-Dimethyl-pentadecane (mixture of 1b and 2b), a possible sex-attractant of Perileucoptera coffeella was prepared analogously.

  DOI：

  10.1016/s0040-4039(00)78807-1
• 作为产物：
  描述：

  (+)-香茅醛 在 selenium(IV) oxide 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 (2E,8E)-(R)-2,6-Dimethyl-tetradeca-2,8-dienal
  参考文献：
  名称：

  Baker's yeast mediated synthesis of (5SR, 9S)-5,9-dimethyl-heptadecane and (5SR, 9S)-5,9-dimethyl pentadecane; the main sex-pheromone components of Leucoptera scitella and Perileucoptera coffeella enriched in 9S-isomers

  摘要：

  A mixture of (5S, 9S)-5,9-dimethyl heptadecane (1a), the main sex-pheromone component of Leucoptera scitella, and its (5R, 9S)-isomer (2a) was synthesized conveniently from (R)-citronellal (4, obtained from racemic citronellal by enantiomer selective baker's yeast reduction) in four steps.(5SR, 9S)-5,9-Dimethyl-pentadecane (mixture of 1b and 2b), a possible sex-attractant of Perileucoptera coffeella was prepared analogously.

  DOI：

  10.1016/s0040-4039(00)78807-1