thioacetic acid S-{4-[5'-(4-acetylsulfanyl-phenylethynyl)-3,3'-dinitro-[2,2']bipyridinyl-5-ylethynyl]-phenyl} ester | 475666-93-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: thioacetic acid S-{4-[5'-(4-acetylsulfanyl-phenylethynyl)-3,3'-dinitro-[2,2']bipyridinyl-5-ylethynyl]-phenyl} ester
• 英文别名: S-[4-[2-[6-[5-[2-(4-acetylsulfanylphenyl)ethynyl]-3-nitropyridin-2-yl]-5-nitropyridin-3-yl]ethynyl]phenyl] ethanethioate
• CAS: 475666-93-4
• 化学式: C₃₀H₁₈N₄O₆S₂
• 分子量: 594.628
• InChiKey: ZETKORIPUPNDJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  42
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  202
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  thioacetic acid S-{4-[5'-(4-acetylsulfanyl-phenylethynyl)-3,3'-dinitro-[2,2']bipyridinyl-5-ylethynyl]-phenyl} ester 在 硫酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 28.0h， 以21%的产率得到
  参考文献：
  名称：

  Electrochemical Origin of Voltage-Controlled Molecular Conductance Switching

  摘要：

  We have studied electron transport in bipyridyl- dinitro oligophenylene- ethynelene dithiol ( BPDN) molecules both in an inert environment and in aqueous electrolyte under potential control, using scanning tunneling microscopy. Current- voltage ( IV) data obtained in an inert environment were similar to previously reported results showing conductance switching near 1.6 V. Similar measurements taken in electrolyte under potential control showed a linear dependence of the bias for switching on the electrochemical potential. Extrapolation of the potentials to zero switching bias coincided with the potentials of redox processes on these molecules. Thus switching is caused by a change in the oxidation state of the molecules.

  DOI：

  10.1021/ja0635433
• 作为产物：
  描述：

  3-硝基-2-(3-硝基吡啶-2-基)吡啶 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 氢溴酸 、 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 41.0h， 生成 thioacetic acid S-{4-[5'-(4-acetylsulfanyl-phenylethynyl)-3,3'-dinitro-[2,2']bipyridinyl-5-ylethynyl]-phenyl} ester
  参考文献：
  名称：

  Synthesis and testing of new end-functionalized oligomers for molecular electronics

  摘要：

  Several new classes of oligomers have been synthesized with functionalities designed to aid in the understanding of molecular device behavior, specifically when molecules are interfaced between proximal electronic probes. The compounds synthesized are series of azobenzenes, bipyridines and oligo(phenylene vinylene)s that bear acetyl-protected thiols for ultimate attachment to metallic surfaces. Some initial electrochemical and solid-state test results are also reported. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.09.004