2-amino-3-(1-imino-2,2,2-trifluoroethyl)hexafluoro-1H-indene | 131393-20-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-3-(1-imino-2,2,2-trifluoroethyl)hexafluoro-1H-indene
• 英文别名: 2-amino-3-(1-imino-2,2,2-trifluoroethyl)hexafluoroindene；2-amino-3-(1-imino-2,2,2-trifluoroethyl)-1,1,4,5,6,7-hexafluoroindene；1,1,4,5,6,7-hexafluoro-3-(2,2,2-trifluoroethanimidoyl)inden-2-amine
• CAS: 131393-20-9
• 化学式: C₁₁H₃F₉N₂
• 分子量: 334.144
• InChiKey: ZQYGHQKYCXIDFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.9
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-amino-3-(1-imino-2,2,2-trifluoroethyl)hexafluoro-1H-indene 在 氯化亚砜 、 三氟甲磺酸 、 溶剂黄146 作用下， 以 二氯甲烷-D2 为溶剂， 反应 80.5h， 生成 5,6,7,8,9,9-hexafluoro-2,2-dimethyl-4-trifluoromethyl-1,3-dihydro-1,3-diazafluorene
  参考文献：
  名称：

  多氟1,2-，2,3-和2,4a-二氢-1,3-二氮杂芴的第一合成和X射线结构

  摘要：

  乙酸催化的2-氨基-3-（1-亚氨基-2,2,2-三氟乙基）-1,1,4,5,6,7-六氟茚满（1b）与丙酮和环戊酮的缩合反应得到5,6 ，7,8,9,9-六氟-2,2-二甲基-4-三氟甲基-2,3-二氢-1,3-二氮杂芴（2a）和5,6,7,8,9,9-六氟- 4-三氟甲基-2,3-二氢-1,3-二氮芴基-2-螺-1'-环戊烷（3a）和少量的5,6,7,8,9,9-六氟-2,2-二甲基-4-三氟甲基-1,2-二氢-1,3-二氮芴（2b）和5,6,7,8,9,9-六氟-4-三氟甲基-1,2-二氢-1,3-二氮芴-2-螺-1'-环戊烷（3b）。当被（CH 3）2 SO 4化合物2作用时，3转化成相应的含氟-1-甲基-1,2-二氢-1,3- diazafluorenes 6，7。通过化合物的相互作用合成了4a-氯-5,6,7,8,9,9-六氟-2,2-二甲基-4-三氟甲基-2,4a-二氢-1,3-重氮芴（8）2用SOCl

  DOI：

  10.1016/j.jfluchem.2006.04.005
• 作为产物：
  描述：

  perfluoro-1-ethylideneindan 在 ammonium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 生成 2-amino-3-(1-imino-2,2,2-trifluoroethyl)hexafluoro-1H-indene
  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

文献信息

• The first synthesis of fluorine-containing indeno[2,1c][1,2,6]-selenadiazines
  作者：A Haas、E Hoppmann、V.M Karpov、V.E Platonov、M.M Shakirov

  DOI：10.1016/s0022-1139(99)00295-x

  日期：2000.3

  4-Trifluoromethyl-4a-chloro-5,6,7, 8,9,9-hexafluoro(4aH, 9H)indeno[2,1c][1,2,6] -selenadiazine (1) has been synthesised by the interaction of 2-amino-3-(1-imino-2,2,2-trifluoroethyl)hexafluoroindene (2) with SeCl4 in the presence of HCl accepters. Hydrolysis and reaction with CF3SO3H are also described. Arrangement of atoms for 1 are provided. (C) 2000 Elsevier Science S.A. All rights reserved.
• Synthesis and Molecular and Crystalline Structure of Polyfluoro-1,3-Diazafluorenes
  作者：V. M. Karpov、V. E. Platonov、I. P. Chuikov、T. V. Rybalova、Yu. V. Gatilov、M. M. Shakirov

  DOI：10.1023/b:rujo.0000034983.96937.18

  日期：2004.3

  Reactions of 2-amino-3-(1-imino-2,2,2-trifluoroethyl)hexafluoro-1H-indene with carboxylic acid anhydrides and chlorides afforded 2-alkyl(aryl)-4-trifluoromethyl-5,6,7,8,9,9-hexafluoro-1,3-diazafluorenes. The molecular and crystalline structure of the products was studied by NMR spectroscopy and X-ray diffraction. 5,6,7,8,9,9-Hexafluoro-2-phenyl-4-trifluoromethyl-1,3-diazafluorene in crystal gives rise to infinite ladder chains via :tau-stacking interaction between the benzene ring of one molecule and tetrafluoro benzene fragment of the other.
• CHUJKOV, I. P.;KARPOV, V. M.;PLATONOV, V. E., IZV. AN CCCP. CEP. XIM.,(1990) N, S. 1856-1864
  作者：CHUJKOV, I. P.、KARPOV, V. M.、PLATONOV, V. E.

  DOI：——

  日期：——