5-vinyl-5-methyl-2-(prop-1-en-2-yl)cyclohexanol | 43230-20-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 5-vinyl-5-methyl-2-(prop-1-en-2-yl)cyclohexanol
• 英文别名: 5-vinylisopulegol；(1S,2R,5R)-5-ethenyl-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol
• CAS: 43230-20-2；43230-35-9；91291-97-3；91291-98-4
• 化学式: C₁₂H₂₀O
• 分子量: 180.29
• InChiKey: QYBMLJGFALGZQY-GRYCIOLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-乙烯基-3,7-二甲基辛-6-烯醛 在 三乙基铝 、 S-1,1'-联-2-萘酚 作用下， 以 甲苯 为溶剂， 反应 1.5h， 以30%的产率得到
  参考文献：
  名称：

  BINOL-Al catalyzed kinetic resolution of citronellal analogues: synthesis of a variety of fragrances

  摘要：

  A chiral aluminum catalyst was used for the kinetic resolution of citronellal analogues. Racemic 3-alkyl-citronellals gave optically active 5-alkylisopulegols with high enantioselectivity. Unreacted 3-alkyl-citronellal analogues were obtained with low enantioselectivity. The two main diastereoisomers of the product were opposite to each other. The scents of 5-substituted isopulegols were evaluated. The chiral recognition of the catalysts and their effects on the kinetic resolutions are also discussed. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2016.06.007