1,2,3,4-四氟-5-[(2E)-1,1,1,2,4,4,5,5,5-九氟-2-戊烯-3-基]-6-(三氟甲基)苯 | 129246-68-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,2,3,4-四氟-5-[(2E)-1,1,1,2,4,4,5,5,5-九氟-2-戊烯-3-基]-6-(三氟甲基)苯
• 英文名称: perfluoro-α-ethyl-β,o-dimethylstyrene
• 英文别名: Perfluoro-2-(pent-2-ene-3-yl)toluene；1,2,3,4-Tetrafluoro-5-(1,1,1,2,4,4,5,5,5-nonafluoropent-2-en-3-yl)-6-(trifluoromethyl)benzene
• CAS: 129246-68-0
• 化学式: C₁₂F₁₆
• 分子量: 448.106
• InChiKey: OSVRCROUISFXGH-UHFFFAOYSA-N

物化性质

• 沸点：
  184.2±40.0 °C(Predicted)
• 密度：
  1.683±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  1,2,3,4-四氟-5-[(2E)-1,1,1,2,4,4,5,5,5-九氟-2-戊烯-3-基]-6-(三氟甲基)苯 在 氢氟酸 、 五氟化锑 作用下， 生成 perfluoro-2-methyl-3-ethylindene 、 perfluoro-2-methyl-3-ethyl-4,5,6,7-tetrahydroindene
  参考文献：
  名称：

  Skeletal reactions of perfluoromethylethyl- and perfluorodiethylbenzocyclobutenes with 1,1- and 1,2-alkyl groups in SbF5

  摘要：

  Taking perfluoro-1,1-dialkylbenzocyclobutenes as examples, it has been shown to be possible to enlarge the four-membered ring in polyfluorobenzocyclobutenes to five-membered in the presence of SbF5, by cleavage of the four-membered ring followed by cyclization of the resulting polyfluorostyrene to the polyfluoroindane, which then undergoes further reactions. Perfluoro-1-methyl-1-ethylbenzocyclobutene isomerizes at 50-degrees-C in the presence of SbF5 to perfluoro-alpha,beta-omicron-trimethylstyrene, which is reversibly converted at 130-degrees-C into perfluoro-1,2-dimethylindane. Perfluoro-1,1-diethylbenzocyclobutene isomerizes at 130-degrees-C in the presence of SbF5 to give perfluoro-alpha-ethyl-beta,o-dimethylstyrene, which at 170-degrees-C gives perfluoro-2-methyl-3-ethylindene- and perfluoro-2-methyl-3-ethyl-4,5,6,7-tetrahydroindene. The last two compounds, together with perfluoro-o-dipropylbenzene, are obtained from perfluoro-1,2-diethylbenzocyclobutene with SbF5 at 170-degrees-C. From perfluoro-1-methyl-2-ethyl-benzocyclobutene with SbF5 at 95-degrees-C there is obtained perfluoro-1-ethylindane, while at 130-degrees-C, in addition to the latter compound, there are obtained perfluorinated 1,1-dimethylindane, 1,2-dimethylindane, alpha,beta,o-trimethylstyrene, 2,3-dimethylindene, and 2,3-dimethyl-4,5,6,7-tetrahydroindene.

  DOI：

  10.1007/bf00961700

文献信息

• The alicyclic ring cleavage and other transformations of perfluorinated 1-alkyl-, 1,1- and 1,2-dialkyl-benzocyclobutenes in the system Br2SbF5
  作者：V.M. Karpov、T.V. Mezhenkova、V.E. Platonov

  DOI：10.1016/0022-1139(96)03390-8

  日期：1996.4

  of the aromatic ring and breaking of the C1C2 bond of the four-membered ring. Thus, in the Br2SbF5 system, compound 5 gives 4-bromoperfluoro-1,2-dipropylcyclohexene (10) and perfluoro-1,2-dipropylcyclohexene (11), and isomer 4 gives perfluoro-1,1-diethyl-3,4,5,6-tetrahydrobenzocyclobutene (15) and perfluoro-1-methyl-2-(pent-2-ene-3-yl)cyclohexene (16). The latter is obtained by heating compound 15

  在SbF 5介质中，全氟化的1-甲基-（2）和1-乙基-苯并环丁烯（3）与溴反应，将起始化合物的四元环裂解，得到2-溴全氟异丙基苯（8）和2-分别观察到溴过氟仲丁基苯（9）。在该系统中溴2 SbF 5，全氟化1,1-（4）和1,2- diethylbenzocyclobutene（5）经历芳环的bromofluorination以及C的分断1 C 2的四元环的键。因此，在BR 2 SbF 5在体系中，化合物5得到4-溴全氟-1，2-二丙基环己烯（10）和全氟1,2，2-二丙基环己烯（11），异构体4得到全氟-1，1-二乙基-3，4，5，6-四氢苯并环丁烯。 （15）和全氟-1-甲基-2-（戊-2-烯-3-基）环己烯（16）。后者是通过将化合物15与SbF 5或CsF加热而获得的。
• Skeletal reactions of perfluoromethylethyl- and perfluorodiethylbenzocyclobutenes with 1,1- and 1,2-alkyl groups in SbF5
  作者：V. M. Karpov、T. V. Mezhenkora、V. E. Platonov、G. G. Yakobson�

  DOI：10.1007/bf00961700

  日期：1990.5

  Taking perfluoro-1,1-dialkylbenzocyclobutenes as examples, it has been shown to be possible to enlarge the four-membered ring in polyfluorobenzocyclobutenes to five-membered in the presence of SbF5, by cleavage of the four-membered ring followed by cyclization of the resulting polyfluorostyrene to the polyfluoroindane, which then undergoes further reactions. Perfluoro-1-methyl-1-ethylbenzocyclobutene isomerizes at 50-degrees-C in the presence of SbF5 to perfluoro-alpha,beta-omicron-trimethylstyrene, which is reversibly converted at 130-degrees-C into perfluoro-1,2-dimethylindane. Perfluoro-1,1-diethylbenzocyclobutene isomerizes at 130-degrees-C in the presence of SbF5 to give perfluoro-alpha-ethyl-beta,o-dimethylstyrene, which at 170-degrees-C gives perfluoro-2-methyl-3-ethylindene- and perfluoro-2-methyl-3-ethyl-4,5,6,7-tetrahydroindene. The last two compounds, together with perfluoro-o-dipropylbenzene, are obtained from perfluoro-1,2-diethylbenzocyclobutene with SbF5 at 170-degrees-C. From perfluoro-1-methyl-2-ethyl-benzocyclobutene with SbF5 at 95-degrees-C there is obtained perfluoro-1-ethylindane, while at 130-degrees-C, in addition to the latter compound, there are obtained perfluorinated 1,1-dimethylindane, 1,2-dimethylindane, alpha,beta,o-trimethylstyrene, 2,3-dimethylindene, and 2,3-dimethyl-4,5,6,7-tetrahydroindene.