2-(6-Mercaptohexyloxy)methyl-18-crown-6 | 239808-17-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 2-(6-Mercaptohexyloxy)methyl-18-crown-6
• 英文别名: 6-[(1,4,7,10,13,16-Hexaoxacyclooctadecan-2-yl)methoxy]hexane-1-thiol；6-(1,4,7,10,13,16-hexaoxacyclooctadec-2-ylmethoxy)hexane-1-thiol
• CAS: 239808-17-4
• 化学式: C₁₉H₃₈O₇S
• 分子量: 410.573
• InChiKey: ZJUNBMDWWYDWEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  65.6
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-羟甲基-18-冠-6 在 sodium hydride 、 硫脲 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.5h， 生成 2-(6-Mercaptohexyloxy)methyl-18-crown-6
  参考文献：
  名称：

  Recognition of Cations by Self-Assembled Monolayers of Crown Ethers

  摘要：

  Self-assembled monolayers (SAMs) of crown ether adsorbates on gold reversibly bind metal ions from aqueous solutions. The resulting changes of the electrochemical properties of the monolayers were monitored by impedance spectroscopy. The increased dielectric constant of the layer due to the complexation of ions results in an increase of the monolayer capacitance (C-ML). Analysis of the response curves with a Langmuir isotherm enables the determination of association constants of the SAMs with various metal ions. The cation binding also influences the charge-transfer resistance (R-CT) Of a redox couple Ru(NH3)(6)(2+/3+) in the electrolyte. Comparison of both responses allows an accurate interpretation of the origin of the resistive response. Furthermore, the association constants enable the quantitative determination of interactions between SAMs and metal ions, using either capacitive or resistive responses.

  DOI：

  10.1021/jp990014v

文献信息

• Recognition of Cations by Self-Assembled Monolayers of Crown Ethers
  作者：Simon Flink、Frank C. J. M. van Veggel、David N. Reinhoudt

  DOI：10.1021/jp990014v

  日期：1999.8.1

  Self-assembled monolayers (SAMs) of crown ether adsorbates on gold reversibly bind metal ions from aqueous solutions. The resulting changes of the electrochemical properties of the monolayers were monitored by impedance spectroscopy. The increased dielectric constant of the layer due to the complexation of ions results in an increase of the monolayer capacitance (C-ML). Analysis of the response curves with a Langmuir isotherm enables the determination of association constants of the SAMs with various metal ions. The cation binding also influences the charge-transfer resistance (R-CT) Of a redox couple Ru(NH3)(6)(2+/3+) in the electrolyte. Comparison of both responses allows an accurate interpretation of the origin of the resistive response. Furthermore, the association constants enable the quantitative determination of interactions between SAMs and metal ions, using either capacitive or resistive responses.