Perfluoro(1-methyleneindane) | 87228-35-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Perfluoro(1-methyleneindane)
• 英文别名: perfluoro-(1-methyleneindan)；Perfluoro-1-methyleneindane；perfluoro-1-methylene-indan；perfluoro-1-methyleneindan；3-(difluoromethylidene)-1,1,2,2,4,5,6,7-octafluoroindene
• CAS: 87228-35-1
• 化学式: C₁₀F₁₀
• 分子量: 310.094
• InChiKey: BGDLBQCODKTRKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 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：

  Perfluoro(1-methyleneindane) 在 dinitrogen tetraoxide 作用下， 反应 10.0h， 生成 Perfluoro-1-nitromethylindanyl-1-nitrite
  参考文献：
  名称：

  Fluoroindenes

  摘要：

  DOI：

  10.1007/bf00960339
• 作为产物：
  描述：

  perfluorospiro 生成 Perfluoro(1-methyleneindane)
  参考文献：
  名称：

  Fluoroindenes. 10. Cyclization of difluorocarbene to perfluoro-3-methylindene and perfluoro-1-methyleneindane. Thermolysis and bromination of the resultant cyclopropane derivatives

  摘要：

  DOI：

  10.1007/bf00961115

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。
• 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.
• ——
  作者：V. M. Karpov、V. E. Platonov

  DOI：10.1023/a:1012426500233

  日期：——

  1-Chlorooctafluoro-3-methylene-1-indanyt, 3-(chlorofluoromethylene)heptafluoro-1-indanyl, and 2- and 3-(dichloromethylene)heptafluoro-1-indanyl cations were generated from the corresponding dihalomethyleneindans in the system SbF5-SO2ClF. Isomerization of these cations yields thermodynamically more stable polyfluoromethylindenyl cations with chlorine atoms in the five-membered ring.
• Fluoroindenes. 13. Transformations of polyfluorinated indenes and 1-alkylideneindans in the H2O2-HF-SbF5 system
  作者：I. P. Chuikov、V. M. Karpov、V. E. Platonov

  DOI：10.1007/bf00866597

  日期：1992.6

  The reaction of perfluorinated indene, 3-methylindene, and 1-methylene- and 1-ethylideneindans with hydrogen peroxide in the hydrogen fluoride-antimony pentafluoride medium takes place at the multiple bond of the substrate and leads to the oxo derivatives of indan. The process probably takes place through the electrophilic addition of HO+. The C=C bond in perfluoro-3-methylindenone is not affected. In this compound and also in perfluoro-2-indanone and perfluoro-1-methyl-2-indanone the carbonyl group is involved in reaction with hydrogen peroxide in the HF-SbF5 system, and six-membered oxygen-containing heterocyclic compounds are formed.