trans-6-(1-chloro-1-methyl-ethyl)-2-hydroxy-3-methyl-cyclohex-3-enone

• 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-(1-chloro-1-methyl-ethyl)-2-hydroxy-3-methyl-cyclohex-3-enone
• 英文别名: (2R,6R)-6-(2-chloropropan-2-yl)-2-hydroxy-3-methylcyclohex-3-en-1-one
• 化学式: C₁₀H₁₅ClO₂
• 分子量: 202.681
• InChiKey: AQSVPTUMUDOAIZ-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 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：

  (-)-verbenone epoxide 在 五氯化铌 作用下， 以 乙酸乙酯 为溶剂， 反应 8.0h， 以71%的产率得到trans-6-(1-chloro-1-methyl-ethyl)-2-hydroxy-3-methyl-cyclohex-3-enone
  参考文献：
  名称：

  Opening of Epoxide Rings Catalyzed by Niobium Pentachloride

  摘要：

  The behavior of several epoxides when treated with NbCl5 was studied. In general, the studied epoxides reacted rapidly with NbCl5, giving, in most cases, more than one product (chlorohydrins, products containing solvent residues, as well as rearrangement products). A detailed study was performed to verify the effects of the temperature (rt, 0 degrees C, or -78 degrees C) and of the NbCl5 molar concentration on the composition of the products, yield, and time required for the reactions.

  DOI：

  10.1080/00397910701555790