1H,1H,2H,2H,3H,3H,4H,4H-perfluorotetradecan-1-ol | 39239-81-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1H,1H,2H,2H,3H,3H,4H,4H-perfluorotetradecan-1-ol
• 英文别名: 5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,14-Henicosafluorotetradecane-1-ol；5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,14-Henicosafluorotetradecan-1-ol
• CAS: 39239-81-1
• 化学式: C₁₄H₉F₂₁O
• 分子量: 592.191
• InChiKey: GYBSEWYCYYCNFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  255.7±40.0 °C(Predicted)
• 密度：
  1.591±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  1H,1H,2H,2H,3H,3H,4H,4H-perfluorotetradecan-1-ol 在 硫酸 、 氢溴酸 、 四丁基硫酸氢铵 作用下， 反应 24.0h， 以59%的产率得到1H,1H,2H,2H,3H,3H,4H,4H-perfluorotetradecyl bromide
  参考文献：
  名称：

  通过纳米相分离进行手性诱导：通过X形Bolapolyphiles的热致自组装来交替改变网络陀螺相。

  摘要：

  由两个交替的单螺旋状网络组成的单螺旋状相以及交替的双网络状螺旋状，在有序的纳米尺度形态中占有重要地位，因为它们有潜在的应用前景，如光子晶体，超材料和多孔陶瓷和金属的模板。在这里，我们报告第一个交替网络立方液晶。它们是通过X形多聚体的自组装形成的，甘油封端的三联苯棒位于旋涡表面，而半全氟化和脂族侧链则填充了它们各自独立的通道网络。这种新的自组装模式可以被认为是双对称对称的双色双螺旋形态，它提供了一种定制的方法，可以使用非手性化合物制备周期小于10 nm的新型手性结构。

  DOI：

  10.1002/anie.201911245
• 作为产物：
  描述：

  1-碘全氟癸烷 在 lithium aluminium tetrahydride 、 偶氮二异丁腈 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 生成 1H,1H,2H,2H,3H,3H,4H,4H-perfluorotetradecan-1-ol
  参考文献：
  名称：

  Synthesis of Supercritical Carbon Dioxide Soluble Perfluorinated Dendrons for Surface Modification

  摘要：

  The rational design, synthesis, and characterization of a series of novel perfluorinated dendrons 14a,b, 25a,b, 26a,b, and 18 are described. The dendrimers were designed to have a thiol at the focal point for attachment to a gold surface to enable the fabrication of self-assembled monolayers (SAMs). Perfluorinated tails were attached to the periphery to provide solubility in supercritical carbon dioxide, and to increase the hydrophobicity and the stability of self-assembled monolayers formed. Mitsunobu reactions were utilized to provide high-yielding steps allowing large-scale production of the novel dendrimers.

  DOI：

  10.1021/jo070293f

文献信息

• Hoepken, Jens; Faulstich, Sabine; Moeller, Martin, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1992, vol. 210, p. 59 - 74
  作者：Hoepken, Jens、Faulstich, Sabine、Moeller, Martin

  DOI：——

  日期：——
• A convenient access to (F-alkyl)alkanals
  作者：Gianluca Pozzi、Silvio Quici、Ian Shepperson

  DOI：10.1016/s0040-4039(02)01290-x

  日期：2002.8

  Aldehydes R-F(CH2)(m)CHO (R-F=n-CnF2n+1) have been prepared in good yields by oxidation of the corresponding alcohols using inexpensive and safe oxidants such as phenyliodine (III) diacetate and trichloroisocyanuric acid in the presence of 2,2.6,6-tetramethyl-1-piperidinyloxyl free-radical (TEMPO) as a catalyst. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Chirality Induction through Nano‐Phase Separation: Alternating Network Gyroid Phase by Thermotropic Self‐Assembly of X‐Shaped Bolapolyphiles
  作者：Changlong Chen、Robert Kieffer、Helgard Ebert、Marko Prehm、Rui‐bin Zhang、Xiangbing Zeng、Feng Liu、Goran Ungar、Carsten Tschierske

  DOI：10.1002/anie.201911245

  日期：2020.2.10

  single gyroid phase as well as the alternating double network gyroid, composed of two alternating single gyroid networks, hold a significant place in ordered nanoscale morphologies for their potential applications as photonic crystals, metamaterials and templates for porous ceramics and metals. Here, we report the first alternating network cubic liquid crystals. They form through self‐assembly of X‐shaped

  由两个交替的单螺旋状网络组成的单螺旋状相以及交替的双网络状螺旋状，在有序的纳米尺度形态中占有重要地位，因为它们有潜在的应用前景，如光子晶体，超材料和多孔陶瓷和金属的模板。在这里，我们报告第一个交替网络立方液晶。它们是通过X形多聚体的自组装形成的，甘油封端的三联苯棒位于旋涡表面，而半全氟化和脂族侧链则填充了它们各自独立的通道网络。这种新的自组装模式可以被认为是双对称对称的双色双螺旋形态，它提供了一种定制的方法，可以使用非手性化合物制备周期小于10 nm的新型手性结构。
• Synthesis of Supercritical Carbon Dioxide Soluble Perfluorinated Dendrons for Surface Modification
  作者：Christine K. Luscombe、Steffen Proemmel、Wilhelm T. S. Huck、Andrew B. Holmes、Hitoshi Fukushima

  DOI：10.1021/jo070293f

  日期：2007.7.1

  The rational design, synthesis, and characterization of a series of novel perfluorinated dendrons 14a,b, 25a,b, 26a,b, and 18 are described. The dendrimers were designed to have a thiol at the focal point for attachment to a gold surface to enable the fabrication of self-assembled monolayers (SAMs). Perfluorinated tails were attached to the periphery to provide solubility in supercritical carbon dioxide, and to increase the hydrophobicity and the stability of self-assembled monolayers formed. Mitsunobu reactions were utilized to provide high-yielding steps allowing large-scale production of the novel dendrimers.