perfluoro(4-ethyl-3-methylisochromen-1-one) | 1161942-67-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: perfluoro(4-ethyl-3-methylisochromen-1-one)
• 英文别名: Perfluoro(4-ethyl-3-methyl-1h-isochromen-1-one)；5,6,7,8-tetrafluoro-4-(1,1,2,2,2-pentafluoroethyl)-3-(trifluoromethyl)isochromen-1-one
• CAS: 1161942-67-1
• 化学式: C₁₂F₁₂O₂
• 分子量: 404.112
• InChiKey: QWZZUPYJIAFPID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  perfluoro(4-ethyl-3-methylisochromen-1-one) 在 盐酸 、 水 、 碳酸氢钠 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 25.02h， 以0.03 g的产率得到5,6,7,8-tetrafluoro-3-hydroxy-3-trifluoromethyl-3,4-dihydroisochromen-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(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

文献信息

• Synthesis and skeletal rearrangements of perfluorinated 4-alkyl- and 4-phenyl-tetralin-1-ones under the action of antimony pentafluoride
  作者：Yaroslav V. Zonov、Victor M. Karpov、Vyacheslav E. Platonov

  DOI：10.1016/j.jfluchem.2011.10.006

  日期：2012.3

  Heating of perfluorinated 1-methyl- and 1-ethyltetralins with SiO2 in an SbF5 medium at 100 °C results in perfluoro-4-alkyltetralin-1-ones formation. Perfluoro-4-methyltetralin-1-one, under the action of SbF5 at 180 °C with subsequent treatment of the reaction mixture with water, is converted to perfluoro-3,3-dimethylindan-1-one and perfluoro-3,4-dimethylisochromen-1-one. Perfluoro-4-ethyltetralin-1-one

  在SbF 5介质中于100°C加热带有SiO 2的全氟化1-甲基和1-乙基四氢萘可形成全氟-4-烷基四氢萘-1-酮。全氟-4-甲基四氢萘-1-酮在SbF 5的作用下于180°C，随后用水对反应混合物进行处理，转化为全氟-3,3-二甲基茚满-1-酮和全氟-3,4 -二甲基异色素-1-酮。在相似条件下，全氟-4-乙基四氢萘-1-酮形成全氟-3-乙基-3-甲基茚满-1-酮，全氟-4-乙基-3-甲基异色素n-1-酮和全氟-2-甲基四氢化萘。在50-55°C下，在SbF 5存在下，全氟四氢萘-1-酮与五氟苯的反应导致全氟-4-苯基四氢萘-1-酮的形成，在SbF的作用下5在75°C下异构化为全氟-3-甲基-3-苯基茚满-1-酮。用水处理反应混合物后，将后者与SbF 5加热至75–95°C，得到全氟-2-（2-甲基苯基）-3-苯基丙酸和全氟-4-甲基-3-苯基异色素n-1 -一。
• 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.