4-t-butyl-2-(1-pyrenylethynyl)benzaldehyde | 1010447-00-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 4-t-butyl-2-(1-pyrenylethynyl)benzaldehyde
• 英文别名: 4-Tert-butyl-2-(2-pyren-1-ylethynyl)benzaldehyde；4-tert-butyl-2-(2-pyren-1-ylethynyl)benzaldehyde
• CAS: 1010447-00-3
• 化学式: C₂₉H₂₂O
• 分子量: 386.493
• InChiKey: DUDWWJKZAYSXMX-UHFFFAOYSA-N

物化性质

• 沸点：
  596.6±50.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-t-butyl-2-(1-pyrenylethynyl)benzaldehyde 、 四溴化碳 在 三苯基膦 、 锌 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以95%的产率得到4-t-butyl-2-(1-pyrenylethynyl)-β,β-dibromostyrene
  参考文献：
  名称：

  Conformational Isomers from Rotation of Diacetylenic Bond in an Ethynylpyrene-Substituted Molecular Hinge

  摘要：

  The first example of isolation and X-ray crystallographic structural characterization of two conformers arising from rotation along a diacetylenic bond is reported. In both the conformers extensive pi-pi interactions are observed in the solid state. VT-NMR and fluorescence spectroscopic studies in solution suggest that the closed and open conformers are in equilibrium and that the closed conformer is the predominant species at room temperature.

  DOI：

  10.1021/jo7024724
• 作为产物：
  描述：

  4-叔丁基-2-乙炔基苯甲醛 、 1-碘芘 在 copper(l) iodide 、 四(三苯基膦)钯 三乙胺 作用下， 反应 7.0h， 以1.01 g的产率得到4-t-butyl-2-(1-pyrenylethynyl)benzaldehyde
  参考文献：
  名称：

  Conformational Isomers from Rotation of Diacetylenic Bond in an Ethynylpyrene-Substituted Molecular Hinge

  摘要：

  The first example of isolation and X-ray crystallographic structural characterization of two conformers arising from rotation along a diacetylenic bond is reported. In both the conformers extensive pi-pi interactions are observed in the solid state. VT-NMR and fluorescence spectroscopic studies in solution suggest that the closed and open conformers are in equilibrium and that the closed conformer is the predominant species at room temperature.

  DOI：

  10.1021/jo7024724

文献信息

• Conformational Isomers from Rotation of Diacetylenic Bond in an Ethynylpyrene-Substituted Molecular Hinge
  作者：Sethuraman Sankararaman、Gandikota Venkataramana、Babu Varghese

  DOI：10.1021/jo7024724

  日期：2008.3.1

  The first example of isolation and X-ray crystallographic structural characterization of two conformers arising from rotation along a diacetylenic bond is reported. In both the conformers extensive pi-pi interactions are observed in the solid state. VT-NMR and fluorescence spectroscopic studies in solution suggest that the closed and open conformers are in equilibrium and that the closed conformer is the predominant species at room temperature.