perfluoro(1-ethyl-1-phenyl-1,2-dihydrocyclobutabenzene) | 1073191-66-8

• 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: perfluoro(1-ethyl-1-phenyl-1,2-dihydrocyclobutabenzene)
• 英文别名: perfluoro-1-ethyl-1-phenylbenzocyclobutane；perfluoro-1-ethyl-1-phenylbenzocyclobutene；2,3,4,5,7,7-hexafluoro-8-(1,1,2,2,2-pentafluoroethyl)-8-(2,3,4,5,6-pentafluorophenyl)bicyclo[4.2.0]octa-1(6),2,4-triene
• CAS: 1073191-66-8
• 化学式: C₁₆F₁₆
• 分子量: 496.15
• InChiKey: HBYSYWIJJKTDOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  perfluoro(1-ethyl-1-phenyl-1,2-dihydrocyclobutabenzene) 在 氯氟磺酰 、 五氟化锑 、 水 作用下， 生成 perfluoro(2-ethyl-2-phenyl-1,2-dihydrocyclobutabenzen-1-one)
  参考文献：
  名称：

  Reaction of perfluorinated 1-ethyl-, 1,1-diethyl-, and 1,2-diethylcyclobutabenzenes with pentafluorobenzene in SbF5

  摘要：

  Perfluoro(1-ethyl-1,2-dihydrocyclobutabenzene) reacts with pentafluorobenzene in SbF5 to give perfluoro(1-ethyl-2-phenyl-1,2-dihydrocyclobutabenzene). Analogous reaction of a mixture of perfluoro(1,1-diethyl-1,2-dihydrocyclobutabenzene) and perfluoro(1,2-diethyl-1,2-dihydrocyclobutabenzene) leads to the formation (after hydrolysis of the reaction mixture) of perfluorinated 7-phenyl-8,8-diethylbicyclo[4.2.0]octa-1,4,6-trien-3-one, 1,1-diethyl-2-(4-oxocyclohexa-2,5-dienylidene)-1,2-dihydrocyclobutabenzene, and 2-(pent-2-en-3-yl)benzophenone (from the 1,1-isomer) and perfluorinated (E)-1,2-diethyl-1-phenyl-1,2-dihydrocyclobutabenzene, 7,8-diethyl-8-phenylbicyclo[4.2.0]octa-1,4,6-trien-3-one, and 1-[2-(1-phenylprop-1-en-1-yl)-phenyl]propan-1-one (from the 1,2-isomer).

  DOI：

  10.1134/s1070428007110152
• 作为产物：
  描述：

  四氟乙烯 、 perfluoro(1-phenyl-1,2-dihydrocyclobutabenzene) 在 水 作用下， 以 六氟苯 为溶剂， 反应 2.5h， 以5.2 g的产率得到perfluoro(1-ethyl-1-phenyl-1,2-dihydrocyclobutabenzene)
  参考文献：
  名称：

  Reaction of perfluorinated 1-ethyl-, 1,1-diethyl-, and 1,2-diethylcyclobutabenzenes with pentafluorobenzene in SbF5

  摘要：

  Perfluoro(1-ethyl-1,2-dihydrocyclobutabenzene) reacts with pentafluorobenzene in SbF5 to give perfluoro(1-ethyl-2-phenyl-1,2-dihydrocyclobutabenzene). Analogous reaction of a mixture of perfluoro(1,1-diethyl-1,2-dihydrocyclobutabenzene) and perfluoro(1,2-diethyl-1,2-dihydrocyclobutabenzene) leads to the formation (after hydrolysis of the reaction mixture) of perfluorinated 7-phenyl-8,8-diethylbicyclo[4.2.0]octa-1,4,6-trien-3-one, 1,1-diethyl-2-(4-oxocyclohexa-2,5-dienylidene)-1,2-dihydrocyclobutabenzene, and 2-(pent-2-en-3-yl)benzophenone (from the 1,1-isomer) and perfluorinated (E)-1,2-diethyl-1-phenyl-1,2-dihydrocyclobutabenzene, 7,8-diethyl-8-phenylbicyclo[4.2.0]octa-1,4,6-trien-3-one, and 1-[2-(1-phenylprop-1-en-1-yl)-phenyl]propan-1-one (from the 1,2-isomer).

  DOI：

  10.1134/s1070428007110152

文献信息

• Transformations of perfluorinated 1,2-dialkyl-, 1,1- and 1,2-alkylphenylbenzocyclobutenes to indan-2-one and isochromene derivatives under the action of CO/SbF5
  作者：Yaroslav V. Zonov、Victor M. Karpov、Tatyana V. Mezhenkova、Tatyana V. Rybalova、Yuri V. Gatilov、Vyacheslav E. Platonov

  DOI：10.1016/j.jfluchem.2016.06.014

  日期：2016.8

  Interaction of perfluorinated 1,2-dialkylbenzocyclobutenes with CO–SbF5 at room temperature and perfluoro-1-methyl-2-phenylbenzocyclobutene at 50 °C gives fluoroindan-2-one derivatives. When reaction temperature is raised to 70 °C, polyfluorinated isochromene derivatives are formed in both cases. Interaction of perfluoro-1-ethyl-1-phenylbenzocyclobutene with CO–SbF5 at 70 °C gives, after treatment

  全氟1,2-二烷基苯并环丁烯在室温下与CO–SbF 5和50°C下全氟-1-甲基-2-苯基苯并环丁烯的相互作用产生了氟茚满-2-一衍生物。当反应温度升至70°C时，在两种情况下均会形成多氟异色烯衍生物。在用H 2 O处理反应混合物后，全氟-1-乙基-1-苯基苯并环丁烯与CO–SbF 5的相互作用在70°C下产生了全氟-3-乙基-3-苯基茚满-1,2-二酮。
• Skeletal transformations of perfluoro-1-ethyl-1-phenylbenzocyclobutene in the reaction with antimony pentafluoride
  作者：Tatyana V. Mezhenkova、Victor M. Karpov、Vyacheslav E. Platonov、Yuri V. Gatilov

  DOI：10.1016/j.jfluchem.2009.07.013

  日期：2009.10

  Interaction of perfluoro-1-ethyl-1-phenylbenzocyclobutene with SbF5 at room temperature gives, after treatment of the reaction mixture with H2O, perfluoro-4-[1-(2-methylphenyl)propylidene]cyclohexa-2,5-dienone as a main product. The reaction at 90–95 °C leads, after treatment with H2O, to a mixture of perfluorinated 9-ethyl-9-methyl-1,2,3,4-tetrahydro-9H-fluorene, 9-ethyl-4a-methyl-4,4a-dihydrofluoren-1-one

  全氟-1-乙基-1-苯基苯并环丁烯在室温下与SbF 5相互作用，在用H 2 O处理反应混合物后，得到全氟-4- [1-（2-（甲基苯基）亚丙基]环己基-2,5-二烯酮为主要产品。在用H 2 O处理后，在90–95°C的反应导致全氟9-乙基-9-甲基-1,2,3,4-四氢-9 H-芴，9-乙基-4a的混合物-甲基-4,4a-二氢芴-1-酮，3-乙基-3-苯酞，1-羟基-2-甲基-1-苯基茚满，3-甲基-2-苯基茚满酮和少量其他产品。