1,4-di(4'-ethynyl-phenyl)-2-nitro-benzene | 664330-40-9

• 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: 1,4-di(4'-ethynyl-phenyl)-2-nitro-benzene
• 英文别名: 1,4-bis(4-ethynylphenyl)-2-nitrobenzene
• CAS: 664330-40-9
• 化学式: C₂₂H₁₃NO₂
• 分子量: 323.351
• InChiKey: HCJJSGPFADIDJA-UHFFFAOYSA-N

物化性质

• 熔点：
  180 °C
• 沸点：
  490.4±45.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-乙酰巯基-4-碘苯 、 1,4-di(4'-ethynyl-phenyl)-2-nitro-benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以58%的产率得到S-[4-[2-[4-[4-[4-[2-(4-acetylsulfanylphenyl)ethynyl]phenyl]-3-nitrophenyl]phenyl]ethynyl]phenyl] ethanethioate
  参考文献：
  名称：

  Synthesis of terphenyl oligomers as molecular electronic device candidates

  摘要：

  Six functionalized bis(phenylene ethynylene)-p,p-terphenyls (BPETs) have been synthesized as potential molecular electronic devices. The molecules containing mono- and dinitro terphenyl cores, were rationally designed based on the electronic properties recently found in oligo(phenylene ethynylene)s (OPEs). From our understanding of the conductance properties in OPEs, improvement of electronic properties may be possible by using BPETs due to a higher rotational barrier between the central aromatic rings of the compounds prepared here. BPETs cores were functionalized with nitro groups and with different metallic adhesion moieties (alligator clips) to provide new compounds for testing in the nanopore and planar testbed structures. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.089
• 作为产物：
  描述：

  1,4-di(4'-trimethylsilylethynyl-phenyl)-2-nitrobenzene 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.5h， 以86%的产率得到1,4-di(4'-ethynyl-phenyl)-2-nitro-benzene
  参考文献：
  名称：

  Synthesis of terphenyl oligomers as molecular electronic device candidates

  摘要：

  Six functionalized bis(phenylene ethynylene)-p,p-terphenyls (BPETs) have been synthesized as potential molecular electronic devices. The molecules containing mono- and dinitro terphenyl cores, were rationally designed based on the electronic properties recently found in oligo(phenylene ethynylene)s (OPEs). From our understanding of the conductance properties in OPEs, improvement of electronic properties may be possible by using BPETs due to a higher rotational barrier between the central aromatic rings of the compounds prepared here. BPETs cores were functionalized with nitro groups and with different metallic adhesion moieties (alligator clips) to provide new compounds for testing in the nanopore and planar testbed structures. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.089