11-Mercapto-undecanoic acid benzylamide | 138153-91-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 11-Mercapto-undecanoic acid benzylamide
• 英文别名: N-Benzyl-11-sulfanylundecanamide；N-benzyl-11-sulfanylundecanamide
• CAS: 138153-91-0
• 化学式: C₁₈H₂₉NOS
• 分子量: 307.5
• InChiKey: KQLSJYAZJJFPNI-UHFFFAOYSA-N

物化性质

• 沸点：
  493.4±28.0 °C(Predicted)
• 密度：
  1.000±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  30.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  11-巯基十一烷酸 、 苄胺 以 gaseous matrix 为溶剂， 生成 11-Mercapto-undecanoic acid benzylamide
  参考文献：
  名称：

  Amide and ester surface attachment reactions for alkanethiol monolayers at gold surfaces as studied by polarization modulation Fourier transform infrared spectroscopy

  摘要：

  The modification of alkanethiol monolayers via amide and ester formation reactions is demonstrated as a methodology for attaching monolayer and submonolayer coverages of specific chemical species onto metal electrodes. A monolayer of 11-mercaptoundecanoic acid (HSC10H20COOH) is used as a surface bifunctional linking agent on polycrystalline gold surfaces. The reaction of these adsorbed molecules with gaseous thionyl chloride converts the carboxylic acid group to an acid chloride which can then be reacted further with an amine or alcohol to form an amide or ester linkage. The attachment of alkyl, aromatic, and electrochemically active species to the surface is reported to demonstrate the versatility of this surface derivatization chemistry. Polarization modulation Fourier transform infrared (PM-FTIR) spectroscopy is employed as the primary method for monitoring the chemical structure of the adsorbed monolayers, and additional X-ray photoelectron spectroscopy (XPS) and electrochemical measurements are used to verify the elemental composition, oxidation state, and surface coverage of the adsorbed molecules.

  DOI：

  10.1021/ac00028a003

文献信息

• Amide and ester surface attachment reactions for alkanethiol monolayers at gold surfaces as studied by polarization modulation Fourier transform infrared spectroscopy
  作者：Robert V. Duevel、Robert M. Corn

  DOI：10.1021/ac00028a003

  日期：1992.2.15

  The modification of alkanethiol monolayers via amide and ester formation reactions is demonstrated as a methodology for attaching monolayer and submonolayer coverages of specific chemical species onto metal electrodes. A monolayer of 11-mercaptoundecanoic acid (HSC10H20COOH) is used as a surface bifunctional linking agent on polycrystalline gold surfaces. The reaction of these adsorbed molecules with gaseous thionyl chloride converts the carboxylic acid group to an acid chloride which can then be reacted further with an amine or alcohol to form an amide or ester linkage. The attachment of alkyl, aromatic, and electrochemically active species to the surface is reported to demonstrate the versatility of this surface derivatization chemistry. Polarization modulation Fourier transform infrared (PM-FTIR) spectroscopy is employed as the primary method for monitoring the chemical structure of the adsorbed monolayers, and additional X-ray photoelectron spectroscopy (XPS) and electrochemical measurements are used to verify the elemental composition, oxidation state, and surface coverage of the adsorbed molecules.