N-(4-hexanoylbenzyl)-N-methyltrifluoroacetamide | 1329562-84-6

• 英文名称: N-(4-hexanoylbenzyl)-N-methyltrifluoroacetamide
• CAS: 1329562-84-6
• 化学式: C₁₆H₂₀F₃NO₂
• 分子量: 315.336
• InChiKey: LLWRGPFRKXDXFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(4-hexanoylbenzyl)-N-methyltrifluoroacetamide 在 三乙基硅烷 作用下， 以 三氟乙酸 为溶剂， 反应 3.0h， 以70%的产率得到N-(4-hexylbenzyl)-N-methyltrifluoroacetamide
  参考文献：
  名称：

  Fabrication of Asymmetric Molecular Junctions by the Oriented Assembly of Dithiocarbamate Rectifiers

  摘要：

  The oriented assembly of molecules on metals is a requirement for rectification in planar metal-molecule-metal junctions. Here, we demonstrate how the difference in adsorption kinetics between dithiocarbamate and thioacetate anchor groups can be utilized to form oriented assemblies of asymmetric molecules that are bound to Au through the dithiocarbamate moiety. The free thioactate group is then used as a ligand to bind Au nanoparticles and to form the desired metal-molecule-metal junction. Besides allowing an asymmetric coupling to the electrodes, the molecules exhibit an asymmetric molecular backbone where the length of the alkyl chains separating the electrodes from a central, para-substituted phenyl ring differs by two methylene units. Throughout the junction fabrication, the layers were characterized by photoelectron spectroscopy, infrared spectroscopy, and scanning tunneling microscopy. Large area junctions using a conducting polymer interlayer between a mercury-drop electrode and the self-assembled monolayer prove the relationship between electrical data and molecular structure.

  DOI：

  10.1021/ja110244j
• 作为产物：
  描述：

  N-benzyl-2,2,2,-trifluoro-N-methylacetamide 、 己酰氯 在 aluminum (III) chloride 作用下， 以 二硫化碳 为溶剂， 以42%的产率得到N-(4-hexanoylbenzyl)-N-methyltrifluoroacetamide
  参考文献：
  名称：

  Fabrication of Asymmetric Molecular Junctions by the Oriented Assembly of Dithiocarbamate Rectifiers

  摘要：

  The oriented assembly of molecules on metals is a requirement for rectification in planar metal-molecule-metal junctions. Here, we demonstrate how the difference in adsorption kinetics between dithiocarbamate and thioacetate anchor groups can be utilized to form oriented assemblies of asymmetric molecules that are bound to Au through the dithiocarbamate moiety. The free thioactate group is then used as a ligand to bind Au nanoparticles and to form the desired metal-molecule-metal junction. Besides allowing an asymmetric coupling to the electrodes, the molecules exhibit an asymmetric molecular backbone where the length of the alkyl chains separating the electrodes from a central, para-substituted phenyl ring differs by two methylene units. Throughout the junction fabrication, the layers were characterized by photoelectron spectroscopy, infrared spectroscopy, and scanning tunneling microscopy. Large area junctions using a conducting polymer interlayer between a mercury-drop electrode and the self-assembled monolayer prove the relationship between electrical data and molecular structure.

  DOI：

  10.1021/ja110244j