p-toluenesulfonic acid 2-(2-{2-[2-(2-oxopropoxy)ethoxy]ethoxy}ethoxy)ethyl ester | 677746-06-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-toluenesulfonic acid 2-(2-{2-[2-(2-oxopropoxy)ethoxy]ethoxy}ethoxy)ethyl ester
• 英文别名: 2-[2-[2-[2-(2-Oxopropoxy)ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
• CAS: 677746-06-4
• 化学式: C₁₈H₂₈O₈S
• 分子量: 404.482
• InChiKey: ODVMRRXMTDNOSC-UHFFFAOYSA-N

物化性质

• 沸点：
  527.3±50.0 °C(Predicted)
• 密度：
  1.184±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.36
• 重原子数：
  27.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  97.36
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2,5-二碘-1,4-苯二醇 、 p-toluenesulfonic acid 2-(2-{2-[2-(2-oxopropoxy)ethoxy]ethoxy}ethoxy)ethyl ester 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 以49%的产率得到1-[2-[2-[2-[2-[2,5-Diiodo-4-[2-[2-[2-[2-(2-oxopropoxy)ethoxy]ethoxy]ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]propan-2-one
  参考文献：
  名称：

  Functional Polymers for Layer-by-Layer Construction of Multilayers via Chemoselective Immobilization

  摘要：

  This paper reports detailed synthesis and characterization of polymers with functional groups for chemoselective immobilization. Various types of 1,4-diiodo-2,5-dialkoxybenzene monomers containing hydrophobic and hydrophilic groups with chemoselective functional group pairs were synthesized and copolymerized with 1,2-bis(4-vinylphenyl)ethane by using Heck coupling reaction. It was found that polymers with aldehyde and oxyamine pairs can easily be immobilized layer-by-layer while polymers with ketone functionalities did not afford multilayer deposition. The reproducible deposition process was monitored by UV/vis spectroscopy. Grazing angle reflection-absorption (GARA) FT-IR spectroscopic study confirmed that the multilayer assembly is driven by oxime bond formation. The experimental thickness of each layer was found to be 20 +/- 1 Angstrom by ellipsometry, somewhat shorter than that of extended side groups estimated by theoretical calculations. Tapping mode atomic force microscopy showed that the polymer multilayer with chemoselective ligation has the ability to patch up surface defects and provide smooth surface platform for further functionalization.

  DOI：

  10.1021/ma0356360
• 作为产物：
  描述：

  2-[2-[2-[2-[2-(methoxymethoxy)prop-2-enoxy]ethoxy]ethoxy]ethoxy]ethanol 在 吡啶 、 盐酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 p-toluenesulfonic acid 2-(2-{2-[2-(2-oxopropoxy)ethoxy]ethoxy}ethoxy)ethyl ester
  参考文献：
  名称：

  Functional Polymers for Layer-by-Layer Construction of Multilayers via Chemoselective Immobilization

  摘要：

  This paper reports detailed synthesis and characterization of polymers with functional groups for chemoselective immobilization. Various types of 1,4-diiodo-2,5-dialkoxybenzene monomers containing hydrophobic and hydrophilic groups with chemoselective functional group pairs were synthesized and copolymerized with 1,2-bis(4-vinylphenyl)ethane by using Heck coupling reaction. It was found that polymers with aldehyde and oxyamine pairs can easily be immobilized layer-by-layer while polymers with ketone functionalities did not afford multilayer deposition. The reproducible deposition process was monitored by UV/vis spectroscopy. Grazing angle reflection-absorption (GARA) FT-IR spectroscopic study confirmed that the multilayer assembly is driven by oxime bond formation. The experimental thickness of each layer was found to be 20 +/- 1 Angstrom by ellipsometry, somewhat shorter than that of extended side groups estimated by theoretical calculations. Tapping mode atomic force microscopy showed that the polymer multilayer with chemoselective ligation has the ability to patch up surface defects and provide smooth surface platform for further functionalization.

  DOI：

  10.1021/ma0356360