(1-mercaptoundec-11-yl)penta(ethylene glycol) | 130727-43-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1-mercaptoundec-11-yl)penta(ethylene glycol)
• 英文别名: 26-Sulfanyl-3,6,9,12,15-pentaoxahexacosan-1-OL；2-[2-[2-[2-[2-(11-sulfanylundecoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanol
• CAS: 130727-43-4
• 化学式: C₂₁H₄₄O₆S
• 分子量: 424.643
• InChiKey: XJFGLYVNPFGEPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  25
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  11-溴-1-十一烯 在 盐酸 、 sodium hydroxide 、 偶氮二异丁腈 作用下， 以 甲醇 为溶剂， 反应 150.0h， 生成 (1-mercaptoundec-11-yl)penta(ethylene glycol)
  参考文献：
  名称：

  Formation of self-assembled monolayers by chemisorption of derivatives of oligo(ethylene glycol) of structure HS(CH2)11(OCH2CH2)mOH on gold

  摘要：

  This paper describes the preparation of oligo(ethylene glycol)-terminated alkanethiols having structure HS-(CH2)11(OCH2CH)m(OH) (m = 3-7) and their use in their use in the formation of self-assembled monolayers (SAMs) on gold. A combination of experimental evidence derived from X-ray photoelectron spectroscopy (XPS), measurement of contact angles, and ellipsometry implies substantial disorder in the oligo(ethylene glycol)-containing segment. The order in the -(CH2)11-group is not defined by the available evidence. The SAMs are moderately hydrophilic: theta-a(H2O) = 34-38-degrees; theta-r(H2O) = 22-25-degrees. A study of monolayers containing mixtures of HS(CH2)11CH3 and HS(CH2)11(OCH2CH2)6OH suggests that the oligo(ethylene glycol) moieties are effective at preventing underlying methylene groups from influencing wetting by water. A limited study demonstrates that these oligo(ethylene glycol)-containing SAMs resist that adsorption of protein from solution and suggests that SAMS will be a useful model system model for studying the adsorption of proteins onto organic surfaces.

  DOI：

  10.1021/ja00001a002

文献信息

• Formation of self-assembled monolayers by chemisorption of derivatives of oligo(ethylene glycol) of structure HS(CH2)11(OCH2CH2)mOH on gold
  作者：Catherine Pale-Grosdemange、Ethan S. Simon、Kevin L. Prime、George M. Whitesides

  DOI：10.1021/ja00001a002

  日期：1991.1

  This paper describes the preparation of oligo(ethylene glycol)-terminated alkanethiols having structure HS-(CH2)11(OCH2CH)m(OH) (m = 3-7) and their use in their use in the formation of self-assembled monolayers (SAMs) on gold. A combination of experimental evidence derived from X-ray photoelectron spectroscopy (XPS), measurement of contact angles, and ellipsometry implies substantial disorder in the oligo(ethylene glycol)-containing segment. The order in the -(CH2)11-group is not defined by the available evidence. The SAMs are moderately hydrophilic: theta-a(H2O) = 34-38-degrees; theta-r(H2O) = 22-25-degrees. A study of monolayers containing mixtures of HS(CH2)11CH3 and HS(CH2)11(OCH2CH2)6OH suggests that the oligo(ethylene glycol) moieties are effective at preventing underlying methylene groups from influencing wetting by water. A limited study demonstrates that these oligo(ethylene glycol)-containing SAMs resist that adsorption of protein from solution and suggests that SAMS will be a useful model system model for studying the adsorption of proteins onto organic surfaces.