25,25,26,26-tetrakis(trifluoromethyl)-3,6,9,12,15,18,21,24,27,30, 33,36,39,42,45,48-hexadecaoxapentacontane-1,50-diol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 25,25,26,26-tetrakis(trifluoromethyl)-3,6,9,12,15,18,21,24,27,30, 33,36,39,42,45,48-hexadecaoxapentacontane-1,50-diol
• 英文别名: 25,25,26,26-tetrakis(trifluoromethyl)-3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48-hexadecaoxapentacontane-1,50-diol；2-[2-[2-[2-[2-[2-[2-[2-[1,1,1,4,4,4-Hexafluoro-3-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-2,3-bis(trifluoromethyl)butan-2-yl]oxyethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol；2-[2-[2-[2-[2-[2-[2-[2-[1,1,1,4,4,4-hexafluoro-3-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-2,3-bis(trifluoromethyl)butan-2-yl]oxyethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
• 化学式: C₃₈H₆₆F₁₂O₁₈
• 分子量: 1038.91
• InChiKey: JKIYSZFPYSQJGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  68
• 可旋转键数：
  49
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  188
• 氢给体数：
  2
• 氢受体数：
  30

反应信息

• 作为产物：
  描述：

  四甘醇单苄醚 在 偶氮二甲酸二异丙酯 、 palladium 10% on activated carbon 、 氢气 、 sodium hydride 、 对甲苯磺酸 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 mineral oil 为溶剂， 反应 101.0h， 生成 25,25,26,26-tetrakis(trifluoromethyl)-3,6,9,12,15,18,21,24,27,30, 33,36,39,42,45,48-hexadecaoxapentacontane-1,50-diol
  参考文献：
  名称：

  Synthesis of gemini surfactants with twelve symmetric fluorine atoms and one singlet 19F MR signal as novel 19F MRI agents

  摘要：

  A family of fluorinated gemini surfactants derived from perfluoropinacol has been synthesized as novel F-19 magnetic resonance imaging (F-19 MRI) agents. These fluorinated surfactants with 12 symmetric fluorine atoms and one singlet F-19 MR peak can be conveniently prepared from perfluoropinacol and oligo(ethylene glycols) on multi-gram scales. Solubility, hydrophilicity (log P), and critical micelle concentration (CMC) measurements of these fluorinated surfactants indicated that high aqueous solubility can be achieved by introducing oligo(ethylene glycols) with appropriate length into perfluoropinacol, i.e., manipulating the fluorine content (F%). One of these fluorinated surfactants with high aqueous solubility and excellent F-19 MR properties has been identified by F-19 MRI phantom experiments as a promising F-19 MRI agent. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.040

文献信息

• Fluorous synthesis of mono-dispersed poly(ethylene glycols)
  作者：Yu Li、Qi Guo、Xuefei Li、Hua Zhang、Fanghua Yu、Weijiang Yu、Guiquan Xia、Mingyang Fu、Zhigang Yang、Zhong-Xing Jiang

  DOI：10.1016/j.tetlet.2014.02.047

  日期：2014.3

  Mono-dispersed poly(ethylene glycols) (PEGs) are of great value in the development of biopharmaceuticals. However, tedious synthesis limits the availability of mono-dispersed PEGs. To address this issue, a fluorous synthesis of mono-dispersed PEGs, discretely PEGylated surfactants and F-19 magnetic resonance imaging (MRI) agents has been developed. During the synthesis, both fluorous and normal phase silica gel-based solid-phase extractions were successfully employed to simplify the purifications. This synthesis provided an easy access to valuable mono-dispersed PEGs and related molecules for biomedical application on multi-gram scales. (C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis of gemini surfactants with twelve symmetric fluorine atoms and one singlet 19F MR signal as novel 19F MRI agents
  作者：Yu Li、Bijaya Thapa、Hua Zhang、Xuefei Li、Fanghua Yu、Eun-Kee Jeong、Zhigang Yang、Zhong-Xing Jiang

  DOI：10.1016/j.tet.2013.09.040

  日期：2013.11

  A family of fluorinated gemini surfactants derived from perfluoropinacol has been synthesized as novel F-19 magnetic resonance imaging (F-19 MRI) agents. These fluorinated surfactants with 12 symmetric fluorine atoms and one singlet F-19 MR peak can be conveniently prepared from perfluoropinacol and oligo(ethylene glycols) on multi-gram scales. Solubility, hydrophilicity (log P), and critical micelle concentration (CMC) measurements of these fluorinated surfactants indicated that high aqueous solubility can be achieved by introducing oligo(ethylene glycols) with appropriate length into perfluoropinacol, i.e., manipulating the fluorine content (F%). One of these fluorinated surfactants with high aqueous solubility and excellent F-19 MR properties has been identified by F-19 MRI phantom experiments as a promising F-19 MRI agent. (c) 2013 Elsevier Ltd. All rights reserved.