4-pentafluoroethyl-1,3-bis(trifluoromethyl)-5,6,7,8-tetrafluoro-1-chloro-1H-isochromen | 1289408-25-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-pentafluoroethyl-1,3-bis(trifluoromethyl)-5,6,7,8-tetrafluoro-1-chloro-1H-isochromen
• CAS: 1289408-25-8
• 化学式: C₁₃ClF₁₅O
• 分子量: 492.571
• InChiKey: HZJFUXSPWJNSAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  30.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-pentafluoroethyl-1,3-bis(trifluoromethyl)-5,6,7,8-tetrafluoro-1-chloro-1H-isochromen 在 三氟甲磺酸 、 氯氟磺酰 、 五氟化锑 、 碳酸氢钠 作用下， 以 四氯化碳 、 水 为溶剂， 生成 1,3-bis(trifluoromethyl)-5,6,7,8-tetrafluoroisochromenyl cation
  参考文献：
  名称：

  Isomerization of perfluoro-3,3-diethylindan-1-one into perfluoro-1,3-dimethyl-4-ethyl-1 H-isochromen under the action of antimony pentafluoride

  摘要：

  The heating of perfluoro-3,3-diethylindan-1-one with SbF(5) at 180 degrees C after treatment of the reaction mixture with anhydrous HF afforded perfluoro-1,3-dimethyl-4-ethylisochromen, and after hydrolysis, perfluoro-1,3-dimethyl- 4-ethyl-1H-isochromen-1-ol. The latter under the action of NaHCO(3) converted into 5,6,7,8-tetrafluoro1,3-bis(trifluoromethyl)-1H-isochromen-1-ol. Both isochromenols reacted with SOCl(2) gave the corresponding polyfluoro-1-chloro-1H-isochromens. On dissolving isochromenols in CF(3)SO(3)H and isochromens in SbF(5) perfluoro-1,3-dimethyl-4-ethylisochromenyl and 5,6,7,8-tetrafluoro-1,3-bis(trifluoromethyl) isochromenyl cations were generated which by hydrolysis were converted into the corresponding isochromenols.

  DOI：

  10.1134/s1070428011020096
• 作为产物：
  描述：

  perfluoro-3,3-diethylindan-1-one 、 perfluoro-1,3-dimethyl-4-ethyl-1H-isochromen-1-ol 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 6.5h， 以58%的产率得到4-pentafluoroethyl-1,3-bis(trifluoromethyl)-5,6,7,8-tetrafluoro-1-chloro-1H-isochromen
  参考文献：
  名称：

  Isomerization of perfluoro-3,3-diethylindan-1-one into perfluoro-1,3-dimethyl-4-ethyl-1 H-isochromen under the action of antimony pentafluoride

  摘要：

  The heating of perfluoro-3,3-diethylindan-1-one with SbF(5) at 180 degrees C after treatment of the reaction mixture with anhydrous HF afforded perfluoro-1,3-dimethyl-4-ethylisochromen, and after hydrolysis, perfluoro-1,3-dimethyl- 4-ethyl-1H-isochromen-1-ol. The latter under the action of NaHCO(3) converted into 5,6,7,8-tetrafluoro1,3-bis(trifluoromethyl)-1H-isochromen-1-ol. Both isochromenols reacted with SOCl(2) gave the corresponding polyfluoro-1-chloro-1H-isochromens. On dissolving isochromenols in CF(3)SO(3)H and isochromens in SbF(5) perfluoro-1,3-dimethyl-4-ethylisochromenyl and 5,6,7,8-tetrafluoro-1,3-bis(trifluoromethyl) isochromenyl cations were generated which by hydrolysis were converted into the corresponding isochromenols.

  DOI：

  10.1134/s1070428011020096