ethyl (2E,4E)-2-fluoro-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoate | 188553-19-7

• 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: ethyl (2E,4E)-2-fluoro-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoate
• CAS: 188553-19-7
• 化学式: C₁₇H₂₃FO₄
• 分子量: 310.366
• InChiKey: LHLJVIIBYLSTDI-DQBULIGTSA-N

物化性质

• 沸点：
  431.1±45.0 °C(predicted)
• 密度：
  1.155±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (2E,4E)-2-fluoro-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoate 生成 (2E,4E)-2-Fluoro-5-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-3-methyl-penta-2,4-dienoic acid ethyl ester
  参考文献：
  名称：

  Synthesis of 2-fluoroabscisic acid: A potential photo-stable abscisic acid

  摘要：

  Novel fluorinated abscisic acid (ABA) analogs were synthesized by introducing fluorine through the Wittig reaction of alpha-ionone derivatives with triethyl phosphono-2-fluoroacetate. Molecular orbital calculations showed that the introduction of fluorine at the 2 position stabilized the configuration of the side chain. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00172-x
• 作为产物：
  描述：

  alpha-ionone 、 alkaline earth salt of/the/ methylsulfuric acid 在 tBuOCrO3H 作用下， 以 叔丁醇 为溶剂， 生成 ethyl (2E,4E)-2-fluoro-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoate
  参考文献：
  名称：

  Synthesis of 2-fluoroabscisic acid: A potential photo-stable abscisic acid

  摘要：

  Novel fluorinated abscisic acid (ABA) analogs were synthesized by introducing fluorine through the Wittig reaction of alpha-ionone derivatives with triethyl phosphono-2-fluoroacetate. Molecular orbital calculations showed that the introduction of fluorine at the 2 position stabilized the configuration of the side chain. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00172-x