2-(3,3,4,4,5,5,6,6,7,7,7-undecafluoroheptan-2-ylideneamino)ethanol

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(3,3,4,4,5,5,6,6,7,7,7-undecafluoroheptan-2-ylideneamino)ethanol
• 化学式: C₉H₈F₁₁NO
• 分子量: 355.151
• InChiKey: FWLOOWDLWNWYHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  2-(3,3,4,4,5,5,6,6,7,7,7-undecafluoroheptan-2-ylideneamino)ethanol 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 50.0 ℃ 、8.0 MPa 条件下， 反应 16.0h， 以73%的产率得到2-((3,3,4,4,5,5,6,6,7,7,7-undecafluoroheptan-2-yl)amino)ethan-1-ol
  参考文献：
  名称：

  Synthesis and self-assembling behavior of F-amphiphilic functionalized amines

  摘要：

  A simple route to fluoroalkylated functionalized secondary amines is proposed by the treatment of 2-perfluoroalkylprop-2-enoic acids with various primary amines. Two of these compounds were obtained from oxyethylenic diamine and present an amphiphilic structure.These compounds exhibit an excellent surface activity since they are lowering the surface tension to 18-20 mN/m and this, at very low concentrations (around 10(-5) M). DLS measurements and TEM studies show an original behavior of the monocatenar fluorinated surfactants 5n and 5o, which are able to spontaneously self-assembles into vesicles, and therefore it makes them suitable candidates as carriers in drug or gene delivery systems. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.03.019
• 作为产物：
  描述：

  3,3,4,4,5,5,6,6,7,7,8,8,8-十三氟-1-辛醇 在 chromium(VI) oxide 、 硫酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醚 、 水 、 丙酮 、 甲苯 为溶剂， 反应 24.0h， 生成 2-(3,3,4,4,5,5,6,6,7,7,7-undecafluoroheptan-2-ylideneamino)ethanol
  参考文献：
  名称：

  Synthesis and self-assembling behavior of F-amphiphilic functionalized amines

  摘要：

  A simple route to fluoroalkylated functionalized secondary amines is proposed by the treatment of 2-perfluoroalkylprop-2-enoic acids with various primary amines. Two of these compounds were obtained from oxyethylenic diamine and present an amphiphilic structure.These compounds exhibit an excellent surface activity since they are lowering the surface tension to 18-20 mN/m and this, at very low concentrations (around 10(-5) M). DLS measurements and TEM studies show an original behavior of the monocatenar fluorinated surfactants 5n and 5o, which are able to spontaneously self-assembles into vesicles, and therefore it makes them suitable candidates as carriers in drug or gene delivery systems. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.03.019

文献信息

• Etude de la réaction des amines sur les dérivés d'acides 2-perfluoroalkylethanoïques
  作者：Sylvie Thiébaut、Christine Gérardin-Charbonnier、Claude Selve

  DOI：10.1016/s0022-1139(96)03558-0

  日期：1997.5

  2H,2H-Perfluoroalkylethanoïc acids and their derivatives compounds are potentially useful intermediates. The reaction of these with primary or secondary amines gives easy access to several perfluoroalkylated products such as imines, enamines, enaminoesters and enaminoamides in good yield and high stereoselectivity.

  2H，2H-全氟烷基乙酸及其衍生物是潜在的有用中间体。这些化合物与伯胺或仲胺的反应可轻松获得数种全氟烷基化产物，如亚胺，烯胺，烯胺酸酯和烯酰胺，产率高且立体选择性高。
• Synthesis and self-assembling behavior of F-amphiphilic functionalized amines
  作者：Nicolas Dupuy、Andreea Pasc、Estelle Mayot、Sedat Cosgun、Christine Gérardin-Charbonnier

  DOI：10.1016/j.jfluchem.2011.03.019

  日期：2012.2

  A simple route to fluoroalkylated functionalized secondary amines is proposed by the treatment of 2-perfluoroalkylprop-2-enoic acids with various primary amines. Two of these compounds were obtained from oxyethylenic diamine and present an amphiphilic structure.These compounds exhibit an excellent surface activity since they are lowering the surface tension to 18-20 mN/m and this, at very low concentrations (around 10(-5) M). DLS measurements and TEM studies show an original behavior of the monocatenar fluorinated surfactants 5n and 5o, which are able to spontaneously self-assembles into vesicles, and therefore it makes them suitable candidates as carriers in drug or gene delivery systems. (C) 2011 Elsevier B.V. All rights reserved.