4-(2,5,8,11-tetraoxadodecyl)-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-1H-1,2,3-triazole | 1334419-23-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(2,5,8,11-tetraoxadodecyl)-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-1H-1,2,3-triazole
• 英文别名: 4-((2-(2-(2-methoxyethoxy)ethoxy)ethoxy)methyl)-1-(2-perfluorooctylethyl)-1H-1,2,3-triazole
• CAS: 1334419-23-6
• 化学式: C₂₀H₂₂F₁₇N₃O₄
• 分子量: 691.385
• InChiKey: GZEJVFYJQCGWSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.87
• 重原子数：
  44.0
• 可旋转键数：
  20.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  67.63
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  三甘醇单甲醚 在 sodium azide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 72.0h， 生成 4-(2,5,8,11-tetraoxadodecyl)-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  Towards functional fluorous surfactants. Synthesis of hydrophilic fluorous 1,2,3-triazolylmethyl ethers and di(1,2,3-triazolylmethyl) ethers

  摘要：

  Copper(I)-accelerated Huisgen-Meldal dipolar cycloaddition reactions between polyfluoroalkyl azides and propargyl ethers of n-octanol and of triethyleneglycol monomethyl ether exhibited variation in yield of 1,2,3-triazol-4-ylmethyl ethers. Microwave acceleration, and in situ generation of the azides, provided improvements in yield and efficiency. In contrast, very good yields of equivalent fluorous triazoles were obtained from a range of n-alkyl azides with propargyl ethers of perfluorohexylethanol and of perfluoroheptylmethanol through conventional copper(I)-promoted reactions. Together, the resulting substances with systematic variations in polyfluoroalkyl and alkyl substituent length and position of substitution, and degree of oxygen content, make up small libraries of hybrid fluorous 1,2,3-triazol-4-ylmethyl ethers as candidates for study as hydrophilic fluorous surfactants. In addition, a pilot sample of di(1,2,3-triazol-4-ylmethyl) ethers with 1'-octyl-1-polyfluoroalkyl-substituents and 1'-nonyl-1-perfluorooctylethyl substituents were synthesised for the first time in an effort to develop more functional, fluorous surfactants. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.07.002

文献信息

• One-Pot Synthesis of Au@SiO₂ Catalysts: A Click Chemistry Approach
  作者：Vera A. Solovyeva、Khanh B. Vu、Zulkifli Merican、Rachid Sougrat、Valentin O. Rodionov

  DOI：10.1021/co5000932

  日期：2014.10.13

  Using the copper-catalyzed azidealkyne cycloaddition click reaction, a library of triazole amphiphiles with a variety of functional polar heads and hydrophobic or superhydrophobic tails was synthesized. The amphiphiles were evaluated for their ability to stabilize small Au nanoparticles, and, at the same time, serve as templates for nanocasting porous SiO2. One of the Au@SiO2 materials thus prepared was found to be a highly active catalyst for the Au nanoparticle-catalyzed regioselective hydroamination of alkynes.