(+/-)-trans-6-hydroxy-4-(1-methoxy-1-methyletheyl)-1-methyl-cyclohexene

• 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: (+/-)-trans-6-hydroxy-4-(1-methoxy-1-methyletheyl)-1-methyl-cyclohexene
• 英文别名: (1R,5S)-5-(2-methoxypropan-2-yl)-2-methylcyclohex-2-en-1-ol
• 化学式: C₁₁H₂₀O₂
• 分子量: 184.279
• InChiKey: ZMHYGAMPKFHDHT-VHSXEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Pinene 在 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (+/-)-trans-6-hydroxy-4-(1-methoxy-1-methyletheyl)-1-methyl-cyclohexene
  参考文献：
  名称：

  Stereocontrolled regiospecificity of the water loss fromtrans-sobrerol radical cation upon electron ionization

  摘要：

  AbstractWater loss from frans‐sobrerol upon electron impact ionization selectively involves the tertiary OH group, predominantly occurring by a stereocontrolled H‐transfer from C(5) position in a rate‐determining step process, as proved by 18O and deuterium labelling. Monomethyl ethers behave accordingly. Ionic structures of the water‐loss product or products are investigated by metastable ion and collision activation mass‐analysed ion kinetic energy spectroscopy, using model ions generated from some substrates, which are chemically related to fralts‐sobrerol in condensed phase, i.e. α‐pinane epoxide, cis‐sobrerol and pinol. A substantial conversion of cis‐sobrerol molecular ions to ionized pinol by loss of water has been demonstrated.

  DOI：

  10.1002/oms.1210220809