perfluoro(4-ethyl-3-methylisochromenyl) cation | 1161942-65-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: perfluoro(4-ethyl-3-methylisochromenyl) cation
• CAS: 1161942-65-9
• 化学式: C₁₂F₁₃O
• 分子量: 407.111
• InChiKey: XYRCTUGFVWWWMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.08
• 重原子数：
  26.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  13.14
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  perfluoro(4-ethyl-3-methylisochromenyl) cation 在 水 作用下， 生成 perfluoro(4-ethyl-3-methylisochromen-1-one)
  参考文献：
  名称：

  Transformations of Perfluorinated 2-Alkyl- and 2,2-Dialkylbenzocyclobutenones in SbF5 and SiO2-SbF5

  摘要：

  Perfluorinated 2-methyl- and 2-ethylbenzocyclobutenones on heating in SbF5 underwent isomerization into perfluoroindan-1-one and perfluoro(2-methylindan-1-one), while their reaction with SiO2-SbF5 gave perfluorinated 3-methyl- and 3-ethylphthalides, respectively. Perfluorinated 2-ethyl-2-methyl- and 2,2-diethylbenzocyclobutenones reacted with SbF5 to produce perfluorinated 2-(but-2-en-2-yl)- and 2-(pent-2-en-3-yl)-benzoic acids, and their transformations in SbF5 over SiO2 afforded 5,6,7,8-tetrafluoro-1-oxo-3-trifluoromethyl-1H-isochromene-4-carboxylic acid and perfluoro(4-ethyl-3-methyl-1H-isochromen-1-one), respectively.

  DOI：

  10.1134/s1070428010100131
• 作为产物：
  描述：

  perfluoro(2,2-diethyl-1,2-dihydrocyclobutabenzen-1-one) 在 五氟化锑 作用下， 生成 perfluoro(4-ethyl-3-methylisochromenyl) cation
  参考文献：
  名称：

  Transformations of Perfluorinated 2-Alkyl- and 2,2-Dialkylbenzocyclobutenones in SbF5 and SiO2-SbF5

  摘要：

  Perfluorinated 2-methyl- and 2-ethylbenzocyclobutenones on heating in SbF5 underwent isomerization into perfluoroindan-1-one and perfluoro(2-methylindan-1-one), while their reaction with SiO2-SbF5 gave perfluorinated 3-methyl- and 3-ethylphthalides, respectively. Perfluorinated 2-ethyl-2-methyl- and 2,2-diethylbenzocyclobutenones reacted with SbF5 to produce perfluorinated 2-(but-2-en-2-yl)- and 2-(pent-2-en-3-yl)-benzoic acids, and their transformations in SbF5 over SiO2 afforded 5,6,7,8-tetrafluoro-1-oxo-3-trifluoromethyl-1H-isochromene-4-carboxylic acid and perfluoro(4-ethyl-3-methyl-1H-isochromen-1-one), respectively.

  DOI：

  10.1134/s1070428010100131

文献信息

• Skeletal transformations of perfluorinated 2,2-diethyl- and 2-ethyl-2-phenyl-benzocyclobutenones under the action of antimony pentafluoride
  作者：Yaroslav V. Zonov、Tatyana V. Mezhenkova、Victor M. Karpov、Vyacheslav E. Platonov

  DOI：10.1016/j.jfluchem.2008.08.002

  日期：2008.12

  Perfluoro-2-ethyl-2-phenylbenzocyclobutenone heated with SbFs at 70 degrees C and then treated with water, forms perfluoro-3-ethyl-3-phenylphthalide. In contrast to this, heating of perfluoro-2,2-diethylbenzocyclobutenone with SbFs at 70 C gives, after treatment of the reaction mixture with water, perfluoro-2-(pent-2-en-3-yl)benzoic acid. When the reaction temperature is raised to 125 C, a solution of a salt of perfluoro-4-ethyl-3-methylisochromenyl cation is obtained. Hydrolysis of the solution of the salt gives perfluoro-4-ethyl-3-methylisochromen-1-one. (c) 2008 Elsevier B.V. All rights reserved.