2,5-dimethyl-5-(2-fluoroisopropyl)-cyclohexanone | 953388-29-9

• 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: 2,5-dimethyl-5-(2-fluoroisopropyl)-cyclohexanone
• CAS: 953388-29-9
• 化学式: C₁₁H₁₉FO
• 分子量: 186.27
• InChiKey: UEYSYMXEVDBMMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2,5-dimethyl-5-(2-fluoroisopropyl)-cyclohexanone 、 叔丁基二甲基氯硅烷 在 三乙胺 、 sodium iodide 作用下， 以 乙腈 、 正戊烷 为溶剂， 反应 3.0h， 以98%的产率得到
  参考文献：
  名称：

  A new tetrasubstituted α-fluoro cyclohexanone bearing a fluoroisopropyl group at C5

  摘要：

  A new tetrasubstituted cyclohexanone 5 fluorinated at C2 and having a fluoroisopropyl group at C5 has been synthesized in five steps from 3-methyl cyclohexenone and the structure of both diastereomers fully assigned. It is shown that diastereomer Ia having the fluorine atom at C2 in the axial position (in the most populated conformer of this diastereomer) is major and is a good catalyst for epoxidation of trans-olefins by oxone while diastereomer IIe is not. Moreover, only 0.3 equiv. of 5-Ia are necessary and the ketone is totaly recovered after reaction (no Baeyer-Villiger). (c) 2006 Published by Elsevier B.V.

  DOI：

  10.1016/j.jfluchem.2006.06.021
• 作为产物：
  描述：

  2,5-dimethyl-5-isoprenyl-cyclohexanone 在 吡啶 、 氢氟酸 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以87%的产率得到2,5-dimethyl-5-(2-fluoroisopropyl)-cyclohexanone
  参考文献：
  名称：

  A new tetrasubstituted α-fluoro cyclohexanone bearing a fluoroisopropyl group at C5

  摘要：

  A new tetrasubstituted cyclohexanone 5 fluorinated at C2 and having a fluoroisopropyl group at C5 has been synthesized in five steps from 3-methyl cyclohexenone and the structure of both diastereomers fully assigned. It is shown that diastereomer Ia having the fluorine atom at C2 in the axial position (in the most populated conformer of this diastereomer) is major and is a good catalyst for epoxidation of trans-olefins by oxone while diastereomer IIe is not. Moreover, only 0.3 equiv. of 5-Ia are necessary and the ketone is totaly recovered after reaction (no Baeyer-Villiger). (c) 2006 Published by Elsevier B.V.

  DOI：

  10.1016/j.jfluchem.2006.06.021