2-ethylamino-3-(1-ethylimino-2,2,2-trifluoroethyl)hexafluoroindene | 131393-21-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-ethylamino-3-(1-ethylimino-2,2,2-trifluoroethyl)hexafluoroindene
• 英文别名: N-ethyl-3-[N-ethyl-C-(trifluoromethyl)carbonimidoyl]-1,1,4,5,6,7-hexafluoroinden-2-amine
• CAS: 131393-21-0
• 化学式: C₁₅H₁₁F₉N₂
• 分子量: 390.251
• InChiKey: SSMZIXBJYWSGPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  24.39
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  perfluoro-1-ethylideneindan 、 乙胺 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 生成 2-ethylamino-3-(1-ethylimino-2,2,2-trifluoroethyl)hexafluoroindene
  参考文献：
  名称：

  Fluoroindenes. 12. Interaction of perfluorinated 3-methyl- and 3-ethylindenes, 1-methylene-, 1-ethylidene-, and 1-vinylindans with ammonia and aliphatic amines

  摘要：

  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.

  DOI：

  10.1007/bf00961502