3,4,4,5,5,6,6,7,7,8,8,8-十二氟辛-2-烯酸 | 70887-88-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3,4,4,5,5,6,6,7,7,8,8,8-十二氟辛-2-烯酸
• 英文名称: 3,4,4,5,5,6,6,7,7,8,8,8-dodecafluorooct-2-enoic acid
• 英文别名: 2H-perfluoro-2-octenoic acid；6:2 PFUcA；3,4,4,5,5,6,6,7,7,8,8,8-Dodecafluorooct-2-enoic acid
• CAS: 70887-88-6
• 化学式: C₈H₂F₁₂O₂
• 分子量: 358.084
• InChiKey: BKOBFLVYTXYFQZ-UHFFFAOYSA-N

物化性质

• 沸点：
  175.5±40.0 °C(Predicted)
• 密度：
  1.671±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  3,4,4,5,5,6,6,7,7,8,8,8-十二氟辛-2-烯酸 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 甲苯 为溶剂， 50.0 ℃ 、8.0 MPa 条件下， 反应 40.0h， 生成 3,3,4,4,5,5,6,6,7,7,7-undecafluoroheptan-2-amine hydrochloride
  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 为溶剂， 生成 3,4,4,5,5,6,6,7,7,8,8,8-十二氟辛-2-烯酸
  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

• F-Amphiphilic 1,2,3-Triazoles by Unexpected Intramolecular Cyclisation of Vinyl Azides
  作者：Estelle Mayot、Pascal Lemière、Christine Gérardin-Charbonnier

  DOI：10.1002/ejoc.200700924

  日期：2008.5

  A series of fluoroalkylated 1,2,3-triazoles have been synthetised in significant yields through unexpected intramolecular cyclisations of vinyl azides bearing electron-withdrawing groups. The mechanism proposed in this study implies the participation of a catalytic amount of azide ions in the cyclisations of the vinyl azides to triazoles. The study includes the alkylation of these compounds with various

  通过带有吸电子基团的乙烯基叠氮化物的出人意料的分子内环化，已经以显着的产率合成了一系列氟烷基化的 1,2,3-三唑。本研究中提出的机制意味着催化量的叠氮离子参与乙烯基叠氮化物环化为三唑。该研究包括用各种烷化剂对这些化合物进行烷基化，并评估离子衍生物的表面活性。（© Wiley-VCH Verlag GmbH & Co. KGaA，69451 Weinheim，德国，2008 年）
• 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.