perfluoro(1,1-diethylindan) | 94117-86-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: perfluoro(1,1-diethylindan)
• 英文别名: perfluoro-1,1-diethylindane；perfluoro-1,1-diethylindan；perfluoro-1,1-ethylindan；1,1,2,2,4,5,6,7-octafluoro-3,3-bis(1,1,2,2,2-pentafluoroethyl)indene
• CAS: 94117-86-9
• 化学式: C₁₃F₁₈
• 分子量: 498.114
• InChiKey: RTIIMQBZZBZVAZ-UHFFFAOYSA-N

物化性质

• 沸点：
  116.0-116.5 °C(Press: 52 Torr)
• 密度：
  1.79±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  perfluoro(1,1-diethylindan) 在 磺酰氯 、 氯氟磺酰 、 水 、 五氟化锑 作用下， 反应 168.0h， 生成 perfluoro-3,3-diethylindan-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-3,3-diethylindan-1-one 在 五氟化锑 、 盐酸 、 水 作用下， 反应 74.0h， 生成 perfluoro-1,3-dimethyl-4-ethyl-1H-isochromen-1-ol 、 perfluoro(1,1-diethylindan)
  参考文献：
  名称：

  Isomerization of perfluoro-3,3-diethylindan-1-one into perfluoro-1,3-dimethyl-4-ethyl-1 H-isochromen under the action of antimony pentafluoride

  摘要：

  The heating of perfluoro-3,3-diethylindan-1-one with SbF(5) at 180 degrees C after treatment of the reaction mixture with anhydrous HF afforded perfluoro-1,3-dimethyl-4-ethylisochromen, and after hydrolysis, perfluoro-1,3-dimethyl- 4-ethyl-1H-isochromen-1-ol. The latter under the action of NaHCO(3) converted into 5,6,7,8-tetrafluoro1,3-bis(trifluoromethyl)-1H-isochromen-1-ol. Both isochromenols reacted with SOCl(2) gave the corresponding polyfluoro-1-chloro-1H-isochromens. On dissolving isochromenols in CF(3)SO(3)H and isochromens in SbF(5) perfluoro-1,3-dimethyl-4-ethylisochromenyl and 5,6,7,8-tetrafluoro-1,3-bis(trifluoromethyl) isochromenyl cations were generated which by hydrolysis were converted into the corresponding isochromenols.

  DOI：

  10.1134/s1070428011020096

文献信息

• Interaction of perfluorobenzocycloalkenes with tetrafluoroethylene in the presence of SbF5
  作者：V.M. Karpov、T.V. Mezhenkova、V.E. Platonov、G.G. Yakobson

  DOI：10.1016/s0022-1139(00)85198-2

  日期：1985.5

  perfluoro-1-ethylbenzocycloalkenes transformed further to disubstituted derivatives. In the case of perfluorotetralin, the reaction gave perfluoro-1,4-diethyltetralin. Perfluorobenzocyclobutene gave perfluoro-1,1- and -1,2-diethylbenzocyclobutenes in about equal quantities, and perfluoroindan- practically only perfluoro-1,1-diethylindan. To explain this orientation, the electronic and steric effects are considered

  在SbF 5的存在下，全氟四氢化萘，茚满和苯并环丁烯与四氟乙烯的反应导致进一步转化为二取代衍生物的全氟-1-乙基苯并环烯烃的形成。在全氟四氢萘的情况下，反应得到全氟-1，4-二乙基四氢萘。全氟苯并环丁烯产生的全氟-1,1-和-1,2-二乙基苯并环丁烯的数量大致相等，而全氟茚满-实际上仅是全氟-1,1-二乙基二茚。为了解释这种取向，考虑了电子和空间效应，它们可以影响中间碳阳离子的反应性和相对稳定性。
• Transformation of perfluorinated benzocycloalkenes and alkylbenzenes to their carbonyl derivatives under the action of CF3COOH/SbF5
  作者：Yaroslav V. Zonov、Victor M. Karpov、Vyacheslav E. Platonov

  DOI：10.1016/j.jfluchem.2007.05.020

  日期：2007.9

  Perfluorinated benzocycloalkenes (benzocyclobutene, indan, tetralin), alkylbenzocycloalkenes and alkylbenzenes react with CF3COOH/SbF5 at 20-50 degrees C giving the corresponding carbonyl derivatives. (c) 2007 Elsevier B.V. All rights reserved.
• Reactions of perfluorinated 1-ethyltetrahydronaphthalene, 1-ethylindan, and 1,1-diethylindan with pentafluorobenzene in antimony pentafluoride
  作者：V. R. Sinyakov、T. V. Mezhenkova、V. M. Karpov、V. E. Platonov、T. V. Rybalova、Yu. V. Gatilov

  DOI：10.1134/s1070428006010131

  日期：2006.1

  The reaction of perfluoro(1-ethyltetrahydronaphthalene) with pentafluorobenzene in SbF5, followed by treatment of the reaction mixture with water, afforded a mixture of 1-hydroxyperfluoro(1-phenyl-4-ethyltetrahydronaphthalene) and perfluoro(5-phenyl-8-ethyl-2,6,7,8-tetrahydronaphthalen-2-one). From perfluoro(1,1-diethylindan). 1-hydroxyperfluoro(1,1-diethyl-3-phenylindan) was obtained. Perfluoro(1-ethylindan) reacted with an equimolar amount of pentafluorobenzene in SbF5 to give (after hydrolysis) 1-hydroxyperfluoro(3-ethyl-1-phenylindan), 1-hydroxyperfluoro(3-ethyl-1,3-diphenylindan), and perfluoro(1-ethyl-1-phenyl-indan), while in the reaction with excess pentafluorobenzene, followed by treatment with anhydrous hydrogen fluoride, perfluoro(1-ethyl-3-phenyl-indan) and perfluoro(1-ethyl-1,3-diphenylindan)were formed.
• Formation and skeletal transformations of perfluoroindan-1-one and perfluoroindan-1,3-dione in the reaction of perfluoroindan with SiO2/SbF5
  作者：Yaroslav V. Zonov、Victor M. Karpov、Vyacheslav E. Platonov

  DOI：10.1016/j.jfluchem.2004.09.035

  日期：2005.4

  Perfluoroindan-1-one (2) is obtained in the reaction of perfluoroindan (1) with SiO2/SbF5 at 70 degrees C. Compound 1 heated with SiO2/SbF5 at 130 degrees C and then treated with water, gives 3-hydroxy-perfluoro-3-methylphthalide (4). Ketone 2 is converted, under the action of SbF5 at 130 degrees C, to perfluoro-2-ethylbenzoic acid (9) and disproportionates to compound 1 and perfluoroindan-1,3-dione (3); the latter is transformed to phthalide 4 under the reaction conditions. (c) 2004 Elsevier B.V. All rights reserved.
• KARPOV, V. M.;MEZHENKOVA, T. V.;PLATONOV, V. E.;YAKOBSON, G. G., ZH. ORGAN. XIMII, 1984, 20, N 6, 1341-1342
  作者：KARPOV, V. M.、MEZHENKOVA, T. V.、PLATONOV, V. E.、YAKOBSON, G. G.

  DOI：——

  日期：——