4,5-bis(4-dodecyloxyphenylethynyl)benzene-1,2-dicarbaldehyde | 875535-43-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4,5-bis(4-dodecyloxyphenylethynyl)benzene-1,2-dicarbaldehyde
• 英文别名: 4,5-Bis[2-(4-dodecoxyphenyl)ethynyl]phthalaldehyde
• CAS: 875535-43-6
• 化学式: C₄₈H₆₂O₄
• 分子量: 703.018
• InChiKey: YXXZXRAXJICFRI-UHFFFAOYSA-N

物化性质

• 沸点：
  800.6±65.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  16
• 重原子数：
  52
• 可旋转键数：
  30
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-bis(4-dodecyloxyphenylethynyl)benzene-1,2-dicarbaldehyde 、 1,4-环己二酮 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以100%的产率得到2,3,9,10-tetrakis(4-dodecyloxyphenylethynyl)-6,13-pentacenequinone
  参考文献：
  名称：

  Design, Synthesis, and Properties of New Derivatives of Pentacene

  摘要：

  Stable, soluble ethynylated derivatives of pentacene (9a-c) were synthesized, and the ethynyl moieties on the terminal rings were used to tune the electronic properties of these compounds. Their oxidation potentials are higher and their reduction potentials are lower than those of pentacene. The HOMO-LUMO gaps are among the lowest reported for pentacene derivatives.

  DOI：

  10.1021/jo0522198
• 作为产物：
  描述：

  4,5-二碘邻苯二甲酸 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 草酰氯 、 硼烷 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 41.0h， 生成 4,5-bis(4-dodecyloxyphenylethynyl)benzene-1,2-dicarbaldehyde
  参考文献：
  名称：

  Design, Synthesis, and Properties of New Derivatives of Pentacene

  摘要：

  Stable, soluble ethynylated derivatives of pentacene (9a-c) were synthesized, and the ethynyl moieties on the terminal rings were used to tune the electronic properties of these compounds. Their oxidation potentials are higher and their reduction potentials are lower than those of pentacene. The HOMO-LUMO gaps are among the lowest reported for pentacene derivatives.

  DOI：

  10.1021/jo0522198

文献信息

• Design, Synthesis, and Properties of New Derivatives of Pentacene
  作者：Jinyue Jiang、Bilal R. Kaafarani、Douglas C. Neckers

  DOI：10.1021/jo0522198

  日期：2006.3.1

  Stable, soluble ethynylated derivatives of pentacene (9a-c) were synthesized, and the ethynyl moieties on the terminal rings were used to tune the electronic properties of these compounds. Their oxidation potentials are higher and their reduction potentials are lower than those of pentacene. The HOMO-LUMO gaps are among the lowest reported for pentacene derivatives.