(E)-4,5-dideuterio-4-penten-1-ol | 125559-65-1

• 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)-4,5-dideuterio-4-penten-1-ol
• CAS: 125559-65-1
• 化学式: C₅H₁₀O
• 分子量: 88.1179
• InChiKey: LQAVWYMTUMSFBE-NWXJDEBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.94
• 重原子数：
  6.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-4,5-dideuterio-4-penten-1-ol 以43%的产率得到(E)-1,2-dideuterio-5-iodo-1-pentene
  参考文献：
  名称：

  Regiochemistry and stereochemistry of intramolecular [2+2] photocycloaddition of carbon-carbon double bonds to cyclohexenones

  摘要：

  The intramolecular [2 + 2] photocycloaddition mechanism of alkenes tethered by a three-methylene chain to cyclohexenones has been studied. It was found that the reversion from a 1,4-diradical intermediate to starting material is slow relative to the rate of photoadduct formation. Only ''straight'' closure was observed in the systems studied. For compounds 1-3 and 5, the assumption that the first bond is formed between the beta-carbon of the enone and C-4' leading to a 1,4-diradical is supported. For the formation of compounds 6-11, possible mechanisms are discussed.

  DOI：

  10.1021/jo00014a040
• 作为产物：
  描述：

  4-戊炔-1-醇 在 Lindlar's catalyst 氘 作用下， 以 苯 为溶剂， 反应 7.0h， 以90%的产率得到(E)-4,5-dideuterio-4-penten-1-ol
  参考文献：
  名称：

  Regiochemistry and stereochemistry of intramolecular [2+2] photocycloaddition of carbon-carbon double bonds to cyclohexenones

  摘要：

  The intramolecular [2 + 2] photocycloaddition mechanism of alkenes tethered by a three-methylene chain to cyclohexenones has been studied. It was found that the reversion from a 1,4-diradical intermediate to starting material is slow relative to the rate of photoadduct formation. Only ''straight'' closure was observed in the systems studied. For compounds 1-3 and 5, the assumption that the first bond is formed between the beta-carbon of the enone and C-4' leading to a 1,4-diradical is supported. For the formation of compounds 6-11, possible mechanisms are discussed.

  DOI：

  10.1021/jo00014a040