(E)-5-cyclohexyl-2-methylidenepent-4-enoic acid | 145655-39-6

• 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-cyclohexyl-2-methylidenepent-4-enoic acid
• CAS: 145655-39-6
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: PJULPZJMCBRJFE-WEVVVXLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-Cyclohexylprop-2-enyl prop-2-enoate 在 三环己基膦 三乙基氯硅烷 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以79%的产率得到(E)-5-cyclohexyl-2-methylidenepent-4-enoic acid
  参考文献：
  名称：

  Utility of phosphonium-substituted ester enolates as synthetic intermediates. A novel trialkylphosphine-catalyzed [3,3] rearrangement of allylic acrylates

  摘要：

  A novel Ireland-type [3,3] rearrangement which utilizes a catalytic amount of a trialkylphosphine with allylic acrylates has been developed as a synthetic entry into alpha-methylene-gamma,delta-unsaturated carboxylic acids.

  DOI：

  10.1021/jo00054a004

文献信息

• Utility of phosphonium-substituted ester enolates as synthetic intermediates. A novel trialkylphosphine-catalyzed [3,3] rearrangement of allylic acrylates
  作者：Takeshi Hanamoto、Yoshiyasu Baba、Junji Inanaga

  DOI：10.1021/jo00054a004

  日期：1993.1

  A novel Ireland-type [3,3] rearrangement which utilizes a catalytic amount of a trialkylphosphine with allylic acrylates has been developed as a synthetic entry into alpha-methylene-gamma,delta-unsaturated carboxylic acids.