1-ethynyl-2,5-bis(hexyloxy)-4-iodobenzene | 670280-86-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-ethynyl-2,5-bis(hexyloxy)-4-iodobenzene
• CAS: 670280-86-1
• 化学式: C₂₀H₂₉IO₂
• 分子量: 428.354
• InChiKey: FEAAIHPFYFMDER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.19
• 重原子数：
  23.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-ethynyl-2,5-bis(hexyloxy)-4-iodobenzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四甲基乙二胺 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 二异丙胺 、 三苯基膦 、 copper(l) chloride 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 生成 4-[2-[4-[4-[4-[2-(4-Carboxyphenyl)ethynyl]-2,5-dihexoxyphenyl]buta-1,3-diynyl]-2,5-dihexoxyphenyl]ethynyl]benzoic acid
  参考文献：
  名称：

  Role of Hydrogen Bonding on the Self-Organization of Phenyleneethynylenes on Surfaces

  摘要：

  A series of carboxylic acid substituted phenyleneethynylenes, having a rigid backbone of 2.7 +/- 0.1 nm, were synthesized by following the Heck-Cassar-Sonagashira-Hagihara cross-coupling reaction. Hydrogen bonding, through the formation of cyclic dimers of carboxylic acid, is more preferred over catemeric structures in all the molecular systems under investigation. The formation of extended two-dimensional patterns on highly oriented pyrolitic graphite (HOPG) surface is dictated by the position as well as number of the carboxylic acid groups on the phenyleneethynylenes. Highly ordered extended arrangements, in the linear and stepwise fashion, were observed when the carboxylic acid groups are attached in the para and meta positions of phenyleneethynylenes. The vital role of the number of carboxylic acid on the organization of molecules is evident in the case of tetracarboxylic acid derivative wherein a Kagome-type structure was observed. Further, the coassembly of two types of phenyleneethynylenes was achieved on HOPG surface through acid base interaction.

  DOI：

  10.1021/la3048592
• 作为产物：
  描述：

  2,5-dihexyloxy-4-[(trimethylsilyl)ethynyl]iodobenzene 在 potassium carbonate 作用下， 生成 1-ethynyl-2,5-bis(hexyloxy)-4-iodobenzene
  参考文献：
  名称：

  电子通过电子供体-受体共轭物中的exTTF桥传递。

  摘要：

  已经合成了结合了exTTF和/或TTF作为供体和C60作为受体的刚性和可溶性电子供体-受体共轭物。荧光和瞬态吸收测量结果证实了电荷分离的自由基离子对的产生，其寿命在微米时间范围内。

  DOI：

  10.1039/b911028c