S-(18-phenoxyoctadecyl) 1-thioacetate | 873799-89-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: S-(18-phenoxyoctadecyl) 1-thioacetate
• 英文别名: S-(18-phenoxyoctadecyl) ethanethioate
• CAS: 873799-89-4
• 化学式: C₂₆H₄₄O₂S
• 分子量: 420.7
• InChiKey: NEUCGJGXHIDXGN-UHFFFAOYSA-N

物化性质

• 熔点：
  65 °C
• 沸点：
  515.1±23.0 °C(Predicted)
• 密度：
  0.960±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  29
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-(18-phenoxyoctadecyl) 1-thioacetate 在 lithium aluminium tetrahydride 、 盐酸 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 0.5h， 生成 18-phenoxyoctadecanethiol
  参考文献：
  名称：

  Method for Synthesizing Long-Chain Phosphonic Acid Derivatives and Thiol Derivatives

  摘要：

  本发明揭示了一种合成长链膦酸衍生物和硫醇衍生物的过程。其中一种实施方式提供了有机化合物，它们可以形成自组装单层，并通过烯烃与硫代羧酸的反应和随后的氢化反应得到硫醇，或者通过膦酸酯和随后的水解反应得到膦酸。

  公开号：

  US20080275273A1
• 作为产物：
  描述：

  potassium phenolate 在 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 S-(18-phenoxyoctadecyl) 1-thioacetate
  参考文献：
  名称：

  Preparation of High Quality Electrical Insulator Self-Assembled Monolayers on Gold. Experimental Investigation of the Conduction Mechanism through Organic Thin Films

  摘要：

  Self-assembled monolayers (SAMS) form highly ordered, stable dielectrics on conductive surfaces. Being able to attach larger-area contacts in a MIM (metal-insulator-metal) diode, their electrical properties can be determined. In this paper, the electrical conduction through thiolate SAMS of different alkyl chain lengths formed on gold surfaces were studied and discussed. The influence of the headgroup with respect to the surface quality and prevention of short circuits is investigated. Phenoxy terminated alkanethiols were found to form high quality SAMS with perfect insulating properties. Synthesis of the required terminally substituted long chain thiols have been developed. The I(V) characteristics of MIM structures formed with these SAMS are measured and simulated according to theoretical tunneling models for electrical conductivity through thin organic layers. SAM based electronic devices will become especially important for future nanoscale applications, where they can serve as insulators, gate dielectric of FETs, resistors, and capacitor structures.

  DOI：

  10.1021/ja0548992

文献信息

• Preparation of High Quality Electrical Insulator Self-Assembled Monolayers on Gold. Experimental Investigation of the Conduction Mechanism through Organic Thin Films
  作者：Steffen Maisch、Frank Buckel、Franz Effenberger

  DOI：10.1021/ja0548992

  日期：2005.12.1

  Self-assembled monolayers (SAMS) form highly ordered, stable dielectrics on conductive surfaces. Being able to attach larger-area contacts in a MIM (metal-insulator-metal) diode, their electrical properties can be determined. In this paper, the electrical conduction through thiolate SAMS of different alkyl chain lengths formed on gold surfaces were studied and discussed. The influence of the headgroup with respect to the surface quality and prevention of short circuits is investigated. Phenoxy terminated alkanethiols were found to form high quality SAMS with perfect insulating properties. Synthesis of the required terminally substituted long chain thiols have been developed. The I(V) characteristics of MIM structures formed with these SAMS are measured and simulated according to theoretical tunneling models for electrical conductivity through thin organic layers. SAM based electronic devices will become especially important for future nanoscale applications, where they can serve as insulators, gate dielectric of FETs, resistors, and capacitor structures.
• Method for Synthesizing Long-Chain Phosphonic Acid Derivatives and Thiol Derivatives
  申请人：Effenberger Franz

  公开号：US20080275273A1

  公开（公告）日：2008-11-06

  A process for synthesizing long-chain phosphonic acid derivatives and thiol derivative is disclosed. One embodiment provides organic compounds which can form a self-assembled monolayer and are obtained by reaction of an olefin with a thiocarboxylic acid and subsequent hydrogenation to give the thiol, or with a phosphite and subsequent hydrolysis to give the phosphonic acid.

  本发明揭示了一种合成长链膦酸衍生物和硫醇衍生物的过程。其中一种实施方式提供了有机化合物，它们可以形成自组装单层，并通过烯烃与硫代羧酸的反应和随后的氢化反应得到硫醇，或者通过膦酸酯和随后的水解反应得到膦酸。