thioacetic acid S-{4-[4-(4-acetylsulfanylphenylethynyl)-2-nitrophenylethynyl]phenyl} ester | 440369-65-3

• 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: thioacetic acid S-{4-[4-(4-acetylsulfanylphenylethynyl)-2-nitrophenylethynyl]phenyl} ester
• 英文别名: S-[4-[2-[4-[2-(4-acetylsulfanylphenyl)ethynyl]-3-nitrophenyl]ethynyl]phenyl] ethanethioate
• CAS: 440369-65-3
• 化学式: C₂₆H₁₇NO₄S₂
• 分子量: 471.557
• InChiKey: ZWGKDQNUAHMXHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  131
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  thioacetic acid S-{4-[4-(4-acetylsulfanylphenylethynyl)-2-nitrophenylethynyl]phenyl} ester 在 硫酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 11.5h， 以77%的产率得到1-nitro-2,5-di(phenylethynyl-4'-mercapto)benzene
  参考文献：
  名称：

  Improved and new syntheses of potential molecular electronics devices

  摘要：

  New syntheses of ethyl and nitro substituted oligo(phenylene ethynylene)s (OPEs) have been developed. To further explore whether the presence of nitro functionality in OPEs leads to switching and memory capabilities, new nitro substituted OPEs have been designed and synthesized. An isatogen-based system, a structure that is isomeric to the nitro OPE, has been synthesized. Additionally, pyridine-based and chromium-based compounds have been synthesized. We surmise that redox reactions of these candidates may impart switching capabilities and electrochemical studies are shown. U-shaped OPEs were synthesized to inhibit leakage of metals deposited during formation of top contacts on self-assembled monolayers (SAMs). The OPEs contain either thiol-based moieties or isonitrile groups to enable formation of SAMs on metal substrates. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00246-1
• 作为产物：
  描述：

  2,5-二溴硝基苯 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 49.5h， 生成 thioacetic acid S-{4-[4-(4-acetylsulfanylphenylethynyl)-2-nitrophenylethynyl]phenyl} ester
  参考文献：
  名称：

  Improved and new syntheses of potential molecular electronics devices

  摘要：

  New syntheses of ethyl and nitro substituted oligo(phenylene ethynylene)s (OPEs) have been developed. To further explore whether the presence of nitro functionality in OPEs leads to switching and memory capabilities, new nitro substituted OPEs have been designed and synthesized. An isatogen-based system, a structure that is isomeric to the nitro OPE, has been synthesized. Additionally, pyridine-based and chromium-based compounds have been synthesized. We surmise that redox reactions of these candidates may impart switching capabilities and electrochemical studies are shown. U-shaped OPEs were synthesized to inhibit leakage of metals deposited during formation of top contacts on self-assembled monolayers (SAMs). The OPEs contain either thiol-based moieties or isonitrile groups to enable formation of SAMs on metal substrates. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00246-1

文献信息

• Scanning Tunneling Microscopy of Self-Assembled Phenylene Ethynylene Oligomers on Au(111) Substrates
  作者：Karsten Walzer、Eike Marx、Neil C. Greenham、Robert J. Less、Paul R. Raithby、Kurt Stokbro

  DOI：10.1021/ja036771v

  日期：2004.2.1

  In this paper, we report the self-assembly, electrical characterization, and surface modification of dithiolated phenylene-ethynylene oligomer monolayers on a Au(111) surface. The self-assembly was accomplished by thiol bonding the molecules from solution to a Au(111) surface. We have confirmed the formation of self-assembled monolayers by scanning tunneling microscopy (STM) and optical ellipsometry, and have studied the kinetics of film growth. We suggest that self-assembled phenylene ethynylene oligomers on Au(111) surfaces grow as thiols rather than as thiolates. Using low-temperature STM, we collected local current-voltage spectra showing negative differential resistance at 6 K.