2-aminoperfluoro-3-acetylindene | 131393-23-2

• 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-aminoperfluoro-3-acetylindene
• 英文别名: 1-(2-aminohexafluoro-1H-inden-3-yl)-2,2,2-trifluoroethanone；2-Amino-1,1,4,5,6,7-hexafluoro-3-trifluoroacetylindene；1-(2-amino-3,3,4,5,6,7-hexafluoroinden-1-yl)-2,2,2-trifluoroethanone
• CAS: 131393-23-2
• 化学式: C₁₁H₂F₉NO
• 分子量: 335.129
• InChiKey: CEUMVKMXNLDLOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 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：
  43.1
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 2-aminoperfluoro-3-acetylindene 反应 7.0h， 以50%的产率得到N-(1,1,5,6,7,8-hexafluoro-3-trifluoroacetyl-1H-inden-2-yl)benzamide
  参考文献：
  名称：

  Synthesis and Molecular and Crystalline Structure of Polyfluoro-1,3-Diazafluorenes

  摘要：

  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.

  DOI：

  10.1023/b:rujo.0000034983.96937.18
• 作为产物：
  描述：

  4a-chloro-5,6,7,8,9,9-hexafluoro-4-(trifluoromethyl)-4a,9-dihydroindeno[2,1-c][1,2,6]thiadiazine 在 水 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以85%的产率得到2-aminoperfluoro-3-acetylindene
  参考文献：
  名称：

  氟化二氢茚并[2,1-c] [1,2,6]噻二嗪类化合物的首次合成，结构表征和反应活性

  摘要：

  3-（1-氨基-2,2,2-三氟亚乙基）-1,1,4,5,6,7-六氟-2-亚氨基茚满（1）和3-（1-氨基-2,2,2-三氟亚乙基）-1,1,4,5,6,7-六氟-2-甲基亚氨基茚满（7）与SOCl 2反应生成先前未知的4a-chloro-5,6,7,8,9,9-六氟-4 -（三氟甲基）-4a，9-二氢茚并[2,1-c] [1,2,6]噻二嗪（2）和5,6,7,8,9,9-六氟-1-甲基-4-（三氟甲基）-1,9-二氢茚并[2,1-c] [1,2,6]噻二嗪2-氧化物（8）。当用甲醇处理时，化合物2形成5,6,7,8,9,9-六氟-4a-甲氧基-4-（三氟甲基）-4a，9-二氢茚并[2,1-c] [1,2,6噻二嗪（9），而与水的反应则产生5,6,7,8,9,9-六氟-4-（三氟甲基）-3,9-二氢茚并[2,1-c] [1,2,6]噻二嗪2-氧化物（5）。后者与反应的SOCl 2，乙酰氯和三氟乙酸酐，得到化合物2，5

  DOI：

  10.1016/j.jfluchem.2011.12.005

文献信息

• 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.
• 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：——