ethyl 3-azido-4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodec-2-enoate | 128798-09-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3-azido-4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodec-2-enoate
• CAS: 128798-09-4
• 化学式: C₁₂H₆F₁₅N₃O₂
• 分子量: 509.175
• InChiKey: IGCMVDWQXYWRLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  75.06
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-azido-4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodec-2-enoate 在 sodium tetrahydroborate 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 3-Ethoxy-3-pentadecafluoroheptyl-aziridine-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  稳定剂和再活化高氟烷基全氟烷基叠氮化物及氮丙啶

  摘要：

  F-烷基链的存在在叠氮和叠氮环中引起特别的反应性和稳定性。新合成的F-烷基叠氮基羧酸盐发生加成反应。无论介质是中性，酸性还是碱性，F-烷基氮丙啶羧酸盐对亲核和亲电反应物都极为稳定。

  DOI：

  10.1016/s0040-4039(00)88896-6
• 作为产物：
  描述：

  Z,3-Perfluoroheptyl,3-fluoro-propenoate d'ethyle 在 sodium azide 作用下， 以 formamide 为溶剂， 反应 16.0h， 以80%的产率得到ethyl 3-azido-4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodec-2-enoate
  参考文献：
  名称：

  Amphiphilic analogues of peptidoamines with perfluorinated side chains

  摘要：

  A new synthetic pathway for preparing perfluorinated p-alanines is described. 2-Perfluoroalkyl-ethanols are oxidized, dehydro-fluorinated, substituted with an azide group and finally hydrogenated with excellent yields. The C-perfluoroalkylated beta -alanines obtained in this way are subsequently used as hydrophobic moieties for the synthesis of amphiphilic lipo-peptides and lipo-peptidoamines. The choice of the peptidoamine structure is justified by the anti-oxidative and complexing properties of natural analogues such as carcinine and cannosine. Measurements of the surface tension of aqueous solutions of the compounds synthesized reveal their surfactant properties. Potentiometric and spectroscopic investigations give evidence for their good ability to complex copper(II) ions in solution. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00381-x

文献信息

• Proton conductivity properties of acid doped fluoroalkylated 1,2,3-triazole
  作者：Sedat Coşgun、Sevim Ünügür Çelik、Şehmus Özden、Suat Tüysüz、Ayhan Bozkurt、Christine Gérardin-Charbonnier

  DOI：10.1016/j.jfluchem.2010.03.015

  日期：2010.7

  Novel proton conducting organic electrolyte containing fluoroalkylated 1,2,3-triazole was synthesized via intramolecular cyclisation of vinyl azides. FT-IR, elemental analysis and NMR methods were used for the characterization of the resulting organic molecule. Triazole containing sample was doped with triflic acid to obtain proton conducting organic electrolytes. Thermal stability of these materials was analyzed with thermogravimetric analysis (TGA) and the melting temperatures were measured by differential scanning calorimetry (DSC). The effect of acid content on the proton conductivity was investigated with impedance spectrometer and the maximum proton conductivity was measured as 10(-2) S/cm at 150 degrees C. (C) 2010 Elsevier B.V. All rights reserved.