全氟(3-甲基茚) | 87228-38-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 中文名称: 全氟(3-甲基茚)
• 英文名称: Perfluoro(3-methylindene)
• 英文别名: perfluoro-3-methylindene；Perfluor-3-methylinden；1-(Trifluoromethyl)-2,3,3,4,5,6,7-heptafluoro-3H-indene；1,1,2,4,5,6,7-heptafluoro-3-(trifluoromethyl)indene
• CAS: 87228-38-4
• 化学式: C₁₀F₁₀
• 分子量: 310.094
• InChiKey: BKQWGYLFDBFXNE-UHFFFAOYSA-N

物化性质

• 沸点：
  140.6±40.0 °C(Predicted)
• 密度：
  1.72±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  全氟(3-甲基茚) 在 氢氟酸 、 硝酸 、 五氟化锑 作用下， 反应 88.0h， 生成 perfluoro-1-methylindan
  参考文献：
  名称：

  Fluoro-indenes. Part 14. Interaction of perfluorinated 3-methyl-indene and 1-methylene-indan with nitrating agents in anhydrous HF

  摘要：

  The reaction of perfluorinated 3-methyl-indene and 1-methylene-indan with nitrating agents in anhydrous HF leads to the formation of perfluoro-indan containing an oxygen function together with nitrofluorination products. From an analysis of the experimental data and the results of MNDO calculations of the starting compounds (including perfluorinated indene and 2-methyl-indene), their radical cations and polyfluorinated nitro-indanyl cations, a scheme for the process has been suggested including both a classical electrophilic route and a route involving radical cations of the substrates. The latter are assumed to be generated together with NO2. from the intermediate nitro-indanyl cations.

  DOI：

  10.1016/s0022-1139(00)80469-8
• 作为产物：
  描述：

  1,2,3,4,5-五氟-6-(1,1,3,3,3-五氟丙-1-烯-2-基)苯 在 四氟乙烯 、 五氯化磷 作用下， 反应 8.0h， 生成 全氟(3-甲基茚)
  参考文献：
  名称：

  Thermolytic transformations of polyfluoroorganic compounds

  摘要：

  The reaction of alpha,alpha-dichlorooctafluoroethylbenzene with tetrafluoroethylene as a source of difluorocarbene has been studied. The copyrolysis of these compounds gave not only the expected products, decafluoro-alpha-methylstyrene and alpha-chloroheptafluorostyrene, but also noticeable amounts of perfluoro-1-methylindan and perfluoro-7-methylbicyclo[4.3.0]nona-1,4,6-triene along with perfluoro-3-methylindene and octafluorostyrene. It has been suggested that indan and the triene are formed with the participation of the C6F5CClCF3 radical through sigmatropic shifts of fluorine atoms in the intermediate bicyclic compounds. The reaction of alpha,alpha-dichlorodecafluoropropylbenzene with tetrafluoroethylene afforded alpha-chloroheptafluorostyrene as the main product.

  DOI：

  10.1007/bf00697041

文献信息

• Thermolytic reactions of polyfluoroorganic compounds. Part XXVII. Interaction of 1,1- dichloropolyfluoroindanes with haloforms
  作者：V.M. Karpov、V.E. Platonov、I.P. Chuikov、G.G. Yakobson

  DOI：10.1016/s0022-1139(00)81167-7

  日期：1983.5

  A number of polyfiuoro-1-methyieneindanes have been obtained by copyrolysis of 1,1-dichloropolyfluoroindanes with CF2= CF2, CHClF2, CHCl2F and CHCl3. A possibility is shown for the reaction of 1,1-dichloroctafluoroindan with CHClF2 to proceed by way of difluorocarbene insertion into the CCl bond of the benzylic position of This indan, with subsequent dechlorination of the insertion product.

  通过用CF 2＝ CF 2，CHClF 2，CHCl 2 F和CHCl 3进行1，1-二氯多氟茚满的共水解，已经获得了许多多氟-1-亚甲基茚满。显示了1，1-二氯五氟茚满与CHClF 2的反应可能通过将二氟卡宾插入该茚满的苄基位置的CCl键进行，随后将插入产物脱氯进行。
• 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.
• Fluoroindenes. 12. Interaction of perfluorinated 3-methyl- and 3-ethylindenes, 1-methylene-, 1-ethylidene-, and 1-vinylindans with ammonia and aliphatic amines
  作者：I. P. Chuikov、V. M. Karpov、V. E. Platonov

  DOI：10.1007/bf00961502

  日期：1990.8

  In the reactions with ammonia and alkylamines, perfluoro-3-ethylindene is more reactive than perfluoro-1-ethylideneindan, whereby the last two compounds undergo mutual conversion in the presence of F-. In the interaction of perfluoro-1-ethylideneindan with aqueous amines, products of the substitution of the vinyl F atom in the initial compound are obtained; in the case of dry amines in the presence of CsF, the products of the substitution of the F atom at the double bond of perfluoro-3-ethylindene are chiefly obtained. The monoamino derivatives, which contain an available atom of H, are converted to the disubstituted derivatives by the action of an excess of the amines. Both the amine and the hydroxy anion may thereby emerge as the nucleophile in the reaction of 2-aminoperfluoro-3-ethylindene, as well as perfluoro-1-ethylideneindan, with aqueous dialkylamines. The perfluoro-1-vinylindan and aqueous NH3 yield 1-(aminocyanomethylene)octafluoroindan and 2-amino-3-(iminocyanomethyl)hexafluoroindene; and perfluoro-1-methyleneindan yields 2-amino-3-cyanohexafluoroindene. The last is formed together with 2-aminoperfluoro-3-methylindene in the reaction of perfluoro-3-methylindene with aqueous NH3.
• The high-temperature alicyclic ring contraction of 1,1-dichloroperfluorotetralin and the alicyclic ring opening of 1,1-dichloroperfluorobenzocyclobutene
  作者：Victor M. Karpov、Tatyana V. Mezhenkova、Vyacheslav E. Platonov

  DOI：10.1016/j.jfluchem.2007.02.015

  日期：2007.7

  The pyrolysis of 1,1-dichloroperfluorotetralin (4) in a stream of argon gives a mixture contained perfluoro-1-methyleneindan (1), perfluoro-3-methylindene (6), 1,1-dichloroperfluoroindan (2) and perfluoroindene (7), while copyrolysis of tetralin 4 with CHClF2 gives a mixture of compounds 1, 6 in the absence of compounds 2 and 7. 1-Chloro-2-(1-chloro-2,2-difluorovinyl)-3,4,5,6-tetrafluorobenzene (12) is formed in the pyrolysis of 1,1-dichloroperfluorobenzocyclobutene (5) in a stream of argon as well as in a stream of CHClF2. (c) 2007 Elsevier B.V. All rights reserved.
• Fluoroindenes
  作者：I. P. Chuikov、V. M. Karpov、V. E. Platonov

  DOI：10.1007/bf00960339

  日期：1990.4