perfluoro-1-ethylideneindan | 128278-37-5

• 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-ethylideneindan
• 英文别名: perfluoro-1-ethylideneindane；1,1,2,2,4,5,6,7-octafluoro-3-(1,2,2,2-tetrafluoroethylidene)indene
• CAS: 128278-37-5
• 化学式: C₁₁F₁₂
• 分子量: 360.102
• InChiKey: YWKKQILMYVHRJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  perfluoro-1-ethylideneindan 在 水 、 dinitrogen tetraoxide 、 potassium carbonate 作用下， 以 氯仿 为溶剂， 反应 9.0h， 生成 perfluoroindan-1-one
  参考文献：
  名称：

  Fluoroindenes

  摘要：

  DOI：

  10.1007/bf00960339
• 作为产物：
  描述：

  perfluoroindane 在 五氟化锑 、 锌 作用下， 生成 perfluoro-1-ethylideneindan
  参考文献：
  名称：

  Synthesis and chemistry of polyflourinated alkyl- and vinyl- benzocycloalkenes

  摘要：

  DOI：

  10.1016/s0022-1139(00)83350-3

文献信息

• Synthesis and molecular and crystal structure of 3-(1-amino-2,2,2-trifluoroethylidene)-2-imino-1,1,4,5,6,7-hexafluoroindan and its N-methyl and N,N′-dimethyl derivatives
  作者：V. M. Karpov、V. E. Platonov、T. V. Rybalova、Yu. V. Gatilov

  DOI：10.1007/s10947-006-0331-7

  日期：2006.5

  Abstract3-(1-Amino-2,2,2-trifluoroethylidene)-2-imino-1,1,4,5,6,7-hexafluoroindan (2) and its N-methyl and N,N′-dimethyl derivatives were synthesized by the reaction of perforo-1-ethylideneindan with ammonia and methylamine or by methylation of compound 2 with dimethylsulfate. Single crystals were grown and the molecular and crystal structure of the emaninoimine products was investigated. The density

  摘要 3-(1-Amino-2,2,2-trifluoroethylidene)-2-imino-1,1,4,5,6,7-hexafluoroindan (2) 及其N-甲基和N,N'-二甲基衍生物由perforo-1-亚乙基茚满与氨和甲胺反应或通过化合物2与硫酸二甲酯的甲基化反应合成。生长单晶并研究了 emaninoimine 产物的分子和晶体结构。进行密度泛函理论 (DFT) 量子化学计算以确定 emaninoimine 产品可能的互变异构平衡。
• 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.
• 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.
• Skeletal transformations of perfluoroisopropyl-benzocycloalkenes under the action of SbF5
  作者：V.M. Karpov、T.V. Mezhenkova、V.E. Platonov

  DOI：10.1016/s0022-1139(00)83819-1

  日期：1991.9
• Formation of Fluoroderivatives of 1,2,3,4-Tetrahydro-1,3-diazafluorene from 2-Dialkylamino- 3-(1-imino-2,2,2-trifluoroethyl)hexafluoroindenes
  作者：V. M. Karpov、V. E. Platonov、I. P. Chuikov

  DOI：10.1023/b:rujo.0000010184.96288.60

  日期：2003.8

  2-Dimethylamino-3-(1-imino-2,2,2-trifluoroethyl)hexafluoroindene in the presence of DMSO or NEt3 undergoes isomerization into 1-methyl-4-trifluoromethyl-5,6,7,8,9,9-hexafluoro-1,2,3,4-tetrahydro-1,3-diazafluorene, and from 1-(1-amino-2,2,2-trifluoroethylidene)octafluoroindane by the treatment with water solution of NHEt2 2-methyl-4-trifluoromethyl-1-ethyl-5,6,7,8,9,9-hexafluoro-1,2,3,4-tetrahydro-1,3-diazafluorene was obtained.