2,2,3,3,4,4,5,5,6,6,7,7-Dodecafluoro-8-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]octan-1-ol | 1362739-51-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 2,2,3,3,4,4,5,5,6,6,7,7-Dodecafluoro-8-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]octan-1-ol
• CAS: 1362739-51-2
• 化学式: C₁₇H₂₄F₁₂O₆
• 分子量: 552.355
• InChiKey: NCIYRRXOOWQWQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  35
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  2,2,3,3,4,4,5,5,6,6,7,7-Dodecafluoro-8-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]octan-1-ol 在 sodium azide 、 palladium 10% on activated carbon 、 氢气 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 287.5h， 生成 1-(16,16,17,17,18,18,19,19,20,20,21,21-dodecafluoro-2,5,8,11,14-pentaoxadocosan-22-yl)guanidine 2,2,2-trifluoroacetate
  参考文献：
  名称：

  Synthesis and phosphonate binding of guanidine-functionalized fluorinated amphiphiles

  摘要：

  We report herein convenient procedures for the use of highly fluorinated alpha,omega-diols (e.g. 1) as building blocks for the rapid assembly of amphiphilic materials containing a fluorous phase region. We describe expedient conversion of the parent diols to both symmetrically and asymmetrically substituted amphiphiles via the installation of an intermediate trifluoromethanesulfonyl ester. These sulfonate esters are versatile and easily manipulated intermediates, which can be readily converted to a variety of nitrogen, halogen, and carbon groups. Moreover, we show that for guanidine-terminated fluorous amphiphiles, these molecules can bind phosphonic acid groups in aqueous media. Thus, these materials offer a new strategy for decorating phosphorylated biomolecules with fluorine-rich coatings. (C) 2012 Published by Elsevier B.V.

  DOI：

  10.1016/j.jfluchem.2011.12.011
• 作为产物：
  描述：

  1H,1H,8H,8H-十二氟-1,8-辛二醇 、 2,5,8,11-四氧杂十三烷-13-基4-甲基苯磺酸酯 在 sodium hydride 作用下， 以 1,4-二氧六环 为溶剂， 反应 14.5h， 以60%的产率得到2,2,3,3,4,4,5,5,6,6,7,7-Dodecafluoro-8-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]octan-1-ol
  参考文献：
  名称：

  Synthesis and phosphonate binding of guanidine-functionalized fluorinated amphiphiles

  摘要：

  We report herein convenient procedures for the use of highly fluorinated alpha,omega-diols (e.g. 1) as building blocks for the rapid assembly of amphiphilic materials containing a fluorous phase region. We describe expedient conversion of the parent diols to both symmetrically and asymmetrically substituted amphiphiles via the installation of an intermediate trifluoromethanesulfonyl ester. These sulfonate esters are versatile and easily manipulated intermediates, which can be readily converted to a variety of nitrogen, halogen, and carbon groups. Moreover, we show that for guanidine-terminated fluorous amphiphiles, these molecules can bind phosphonic acid groups in aqueous media. Thus, these materials offer a new strategy for decorating phosphorylated biomolecules with fluorine-rich coatings. (C) 2012 Published by Elsevier B.V.

  DOI：

  10.1016/j.jfluchem.2011.12.011

文献信息

• US9273184B1
  申请人：——

  公开号：US9273184B1

  公开（公告）日：2016-03-01