1-(4-ethynylphenyl)-2,5-dinitro-4-[4-(2-phenylethynyl)phenyl]benzene | 664330-21-6

• 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-ethynylphenyl)-2,5-dinitro-4-[4-(2-phenylethynyl)phenyl]benzene
• CAS: 664330-21-6
• 化学式: C₂₈H₁₆N₂O₄
• 分子量: 444.446
• InChiKey: YZPVBIPAEXELQJ-UHFFFAOYSA-N

物化性质

• 熔点：
  200 °C
• 沸点：
  622.1±55.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.22
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(4-ethynylphenyl)-2,5-dinitro-4-[4-(2-phenylethynyl)phenyl]benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三光气 、 四丁基氯化铵 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 1-[4-[2-(4-isocyanophenyl)ethynyl]phenyl]-2,5-dinitro-4-[4-(2-phenylethynyl)phenyl]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
• 作为产物：
  描述：

  N-(2,5-二溴苯基)乙酰胺 在 三苯胂 、 硫酸 、 四丁基氟化铵 、 硝酸 、 乙酸酐 、 potassium carbonate 、 溶剂黄146 、 次氟酸 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 75.41h， 生成 1-(4-ethynylphenyl)-2,5-dinitro-4-[4-(2-phenylethynyl)phenyl]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