perfluoro-2,2-dimethylindan | 146366-20-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: perfluoro-2,2-dimethylindan
• 英文别名: perfluoro-2,2-dimethylindane；1,1,3,3,4,5,6,7-octafluoro-2,2-bis(trifluoromethyl)indene
• CAS: 146366-20-3
• 化学式: C₁₁F₁₄
• 分子量: 398.099
• InChiKey: SAYUYJFILCYRCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  perfluoro-2,2-dimethylindan 在 磺酰氯 、 氯氟磺酰 、 五氟化锑 作用下， 反应 160.0h， 生成 perfluoro-2,2-dimethylindan-1-one
  参考文献：
  名称：

  脂环中具有全氟烷基的全氟和1-氯全氟茚满基和苄基环丁烯基阳离子的生成

  摘要：

  在SbF 5 -SO 2 ClF介质中，由脂环片段中含有全氟烷基的全氟茚满和苯并环丁烯衍生物生成了全氟（烷基苯并环烯-1-基）阳离子。阳离子与其前体平衡存在。将SO 2 Cl 2添加到体系中导致形成在阳离子中心带有氯取代基的多氟烷基苯并环烯-1-基阳离子。阳离子的结构通过19 F和13 C NMR光谱测定，并通过其水解形成的全氟酮的结构证实。

  DOI：

  10.1134/s1070428019020118
• 作为产物：
  描述：

  perfluoro(1-isopropyl-1,2-dihydrocyclobutabenzene) 在 五氟化锑 作用下， 生成 decafluoro-o-xylene 、 perfluoro-2,3-dimethylindene 、 perfluoro-2,2-dimethylindan
  参考文献：
  名称：

  Selective ortho-arylation of fluorinated phenols and naphthols by lead arylacetates

  摘要：

  DOI：

  10.1016/s0022-1139(00)83820-8

文献信息

• Rearrangement of the carbon skeletion of perfluorinated 1-isopropyl-, 1-methyl-1-isopropyl-, and 1-methyl-2-isopropylbenzocyclobutenes by the action of antimony pentafluoride
  作者：V. M. Karpov、T. V. Mezhenkova、V. E. Platonov

  DOI：10.1007/bf00866598

  日期：1992.6

  Perfluorinated 1-isopropyl-, 1-methyl-1-isopropyl-, and 1-methyl-2-isopropylbenzocyclobutenes isomerize under the influence of antimony pentafluoride to perfluorinated alkylstyrenes and alkylindans. The process may be accompanied by dealkylation and also by fluorination and defluorination of the products. With antimony pentafluoride at 50-degrees-C perfluoro-1-methyl-1-isopropylbenzocyclobutene gives perfluoro-alpha,beta,beta,o-tetramethylstyrene, which isomerizes under the influence of antiniony pentafluoride at 130-degrees-C into perfluoro-1,2,2-trimethylindan, and the latter forms perfluoro-2,3-dimethylindene under the reaction conditions. Perfluoro-1-methyl-2-isopropylbenzocyclobutene is not changed in the presence of antimony pentafluoride at 50-degrees-C but isomerizes to perfluoro-1-isopropylindan at 90-degrees-C. The latter is transformed under these conditions into the above-mentioned tetramethylstyrene. Perfluoro-1-isopropylbenzocyclobutene does not react with antimony pentafluoride at 130-degrees-C, but at 170-degrees-C it gives a mixture of perfluorinated 2,2-dimethylindan, 2,3-dimethylindene, 2,3-dimethyl-4,5,6,7-tetrahydroindene, and 2-isobutyltoluene, which is converted into perfluoro-o-xylene under the reaction conditions.