4-(2-formyl-1H-pyrrol-1-yl)benzonitrile | 169036-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-(2-formyl-1H-pyrrol-1-yl)benzonitrile
• 英文别名: 4-(2-formylpyrrol-1-yl)benzonitrile
• CAS: 169036-66-2
• 化学式: C₁₂H₈N₂O
• mdl: MFCD02664880
• 分子量: 196.208
• InChiKey: GDOFODUEPBBDMO-UHFFFAOYSA-N

物化性质

• 沸点：
  384.0±22.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-(2-formyl-1H-pyrrol-1-yl)benzonitrile 在 sodium hydride 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Organic dyes incorporating N-functionalized pyrrole as conjugated bridge for dye-sensitized solar cells: Convenient synthesis, additional withdrawing group on the π-bridge and the suppressed aggregation

  摘要：

  Two new N-functionalized pyrrole-based organic dyes were designed and synthesized for dye-sensitized solar cells. In addition to the normal acceptor of cyanoacetic acid moieties, another electron-withdrawing group, pentafluorophenyl or cyanophenyl one, was linked to the nitrogen atom of the pyrrole ring, with the aim to both suppress the aggregation of the dyes on the TiO2 surface and expand the electronic absorption spectra. As a result, dye LI-6 with pentafluorophenyl group as the auxiliary acceptor showed remarkable power conversion efficiencies of up to 6.23%, under AM 1.5G simulated solar light (100 mW/cm(2)), while that of N719 was tested to be 7.83% at the same measuring conditions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.05.030
• 作为产物：
  描述：

  对氨基苯腈 在 溶剂黄146 、 三氯氧磷 作用下， 反应 7.0h， 生成 4-(2-formyl-1H-pyrrol-1-yl)benzonitrile
  参考文献：
  名称：

  Organic dyes incorporating N-functionalized pyrrole as conjugated bridge for dye-sensitized solar cells: Convenient synthesis, additional withdrawing group on the π-bridge and the suppressed aggregation

  摘要：

  Two new N-functionalized pyrrole-based organic dyes were designed and synthesized for dye-sensitized solar cells. In addition to the normal acceptor of cyanoacetic acid moieties, another electron-withdrawing group, pentafluorophenyl or cyanophenyl one, was linked to the nitrogen atom of the pyrrole ring, with the aim to both suppress the aggregation of the dyes on the TiO2 surface and expand the electronic absorption spectra. As a result, dye LI-6 with pentafluorophenyl group as the auxiliary acceptor showed remarkable power conversion efficiencies of up to 6.23%, under AM 1.5G simulated solar light (100 mW/cm(2)), while that of N719 was tested to be 7.83% at the same measuring conditions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.05.030

文献信息

• Organic dyes incorporating N-functionalized pyrrole as conjugated bridge for dye-sensitized solar cells: Convenient synthesis, additional withdrawing group on the π-bridge and the suppressed aggregation
  作者：Huiyang Li、Luying Yang、Runli Tang、Yingqin Hou、Yizhou Yang、Heng Wang、Hongwei Han、Jingui Qin、Qianqian Li、Zhen Li

  DOI：10.1016/j.dyepig.2013.05.030

  日期：2013.12

  Two new N-functionalized pyrrole-based organic dyes were designed and synthesized for dye-sensitized solar cells. In addition to the normal acceptor of cyanoacetic acid moieties, another electron-withdrawing group, pentafluorophenyl or cyanophenyl one, was linked to the nitrogen atom of the pyrrole ring, with the aim to both suppress the aggregation of the dyes on the TiO2 surface and expand the electronic absorption spectra. As a result, dye LI-6 with pentafluorophenyl group as the auxiliary acceptor showed remarkable power conversion efficiencies of up to 6.23%, under AM 1.5G simulated solar light (100 mW/cm(2)), while that of N719 was tested to be 7.83% at the same measuring conditions. (C) 2013 Elsevier Ltd. All rights reserved.