S-{4-[(4-Formamidophenyl)ethynyl]phenyl} ethanethioate | 825615-32-5

• 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: S-{4-[(4-Formamidophenyl)ethynyl]phenyl} ethanethioate
• 英文别名: S-[4-[2-(4-formamidophenyl)ethynyl]phenyl] ethanethioate
• CAS: 825615-32-5
• 化学式: C₁₇H₁₃NO₂S
• 分子量: 295.362
• InChiKey: IUUZHJVADRTSJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-{4-[(4-Formamidophenyl)ethynyl]phenyl} ethanethioate 在 三光气 、 苄基三乙基氯化铵 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以88%的产率得到S-{4-[(4-Isocyanophenyl)ethynyl]phenyl} ethanethioate
  参考文献：
  名称：

  Bifunctional, Conjugated Oligomers for Orthogonal Self-Assembly:  Selectivity Varies from Planar Substrates to Nanoparticles

  摘要：

  A diphenylacetylene containing two different end groups (isonitrile and thioacetate) was synthesized, showing that the chemistry used to install each end group is compatible with that of the others. The isonitrile group binds preferentially to platinum, and the thiol group binds preferentially to gold. However, the selectivity was different when nanoparticles were compared to planar substrates.

  DOI：

  10.1021/ja046491v
• 作为产物：
  描述：

  1-乙酰巯基-4-碘苯 、 4-formamidoethynylbenzene 在 N,N-二异丙基乙胺 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 copper(l) iodide 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以68%的产率得到S-{4-[(4-Formamidophenyl)ethynyl]phenyl} ethanethioate
  参考文献：
  名称：

  Bifunctional, Conjugated Oligomers for Orthogonal Self-Assembly:  Selectivity Varies from Planar Substrates to Nanoparticles

  摘要：

  A diphenylacetylene containing two different end groups (isonitrile and thioacetate) was synthesized, showing that the chemistry used to install each end group is compatible with that of the others. The isonitrile group binds preferentially to platinum, and the thiol group binds preferentially to gold. However, the selectivity was different when nanoparticles were compared to planar substrates.

  DOI：

  10.1021/ja046491v

文献信息

• Bifunctional, Conjugated Oligomers for Orthogonal Self-Assembly:  Selectivity Varies from Planar Substrates to Nanoparticles
  作者：Brandon R. Walker、Ronald A. Wassel、Diana M. Ştefanescu、Christopher B. Gorman

  DOI：10.1021/ja046491v

  日期：2004.12.1

  A diphenylacetylene containing two different end groups (isonitrile and thioacetate) was synthesized, showing that the chemistry used to install each end group is compatible with that of the others. The isonitrile group binds preferentially to platinum, and the thiol group binds preferentially to gold. However, the selectivity was different when nanoparticles were compared to planar substrates.