2,3-dihydroxytetracene-5,12-quinone | 849942-14-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 2,3-dihydroxytetracene-5,12-quinone
• 英文别名: 2,3-Dihydroxytetracene-5,12-dione；2,3-dihydroxytetracene-5,12-dione
• CAS: 849942-14-9
• 化学式: C₁₈H₁₀O₄
• 分子量: 290.275
• InChiKey: GSHAUJZOEACOSP-UHFFFAOYSA-N

物化性质

• 熔点：
  314 °C (decomp)(Solv: ethyl acetate (141-78-6))
• 沸点：
  515.6±45.0 °C(Predicted)
• 密度：
  1.527±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-dihydroxytetracene-5,12-quinone 在 四氯化碳 、 potassium carbonate 、 氢化铝 、 mercury dichloride 作用下， 以 N,N-二甲基甲酰胺 、 环己醇 为溶剂， 反应 6.0h， 生成 2,3-di(decyloxy)tetracene
  参考文献：
  名称：

  Synthesis of 2,3-Substituted Tetracenes and Evaluation of Their Self-Assembling Properties in Organic Solvents

  摘要：

  Rod-shaped 2,3-di-alkoxytetracenes, soluble in common organic solvents, have been synthesized and studied for their gelling ability in organic solvents and their unusual UV-visible spectroscopic properties.

  DOI：

  10.1021/ol047526z
• 作为产物：
  描述：

  在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 2,3-dihydroxytetracene-5,12-quinone
  参考文献：
  名称：

  White-Light-Emitting Self-Assembled NanoFibers and Their Evidence by Microspectroscopy of Individual Objects

  摘要：

  The self-assembly of a blue-emitting light-harvesting organogelator and specifically designed highly fluorescent tetracenes yields nanofibers with tunable emissive properties. In particular, under near-UV excitation, white light emission is achieved in organogels and dry films of nanofibers. Confocal fluorescence microspectroscopy demonstrates that each individual nanofiber emits white light. A kinetic study shows that an energy transfer (ET) occurs between the blue-emitting anthracene derivative and the green-and red-emitting tetracenes, while inter-tetracene ETs also take place. Moreover, microscopy unravels that the nanofibers emit polarized emission in the blue spectral region, while at wavelengths higher than 500 nm the emission is not significantly polarized.

  DOI：

  10.1021/ja106807u

文献信息

• Synthesis of 2,3-Substituted Tetracenes and Evaluation of Their Self-Assembling Properties in Organic Solvents
  作者：Jens Reichwagen、Henning Hopf、André Del Guerzo、Colette Belin、Henri Bouas-Laurent、Jean-Pierre Desvergne

  DOI：10.1021/ol047526z

  日期：2005.3.1

  Rod-shaped 2,3-di-alkoxytetracenes, soluble in common organic solvents, have been synthesized and studied for their gelling ability in organic solvents and their unusual UV-visible spectroscopic properties.
• White-Light-Emitting Self-Assembled NanoFibers and Their Evidence by Microspectroscopy of Individual Objects
  作者：Carlo Giansante、Guillaume Raffy、Christian Schäfer、Hakim Rahma、Min-Tzu Kao、Alexandre G. L. Olive、André Del Guerzo

  DOI：10.1021/ja106807u

  日期：2011.1.19

  The self-assembly of a blue-emitting light-harvesting organogelator and specifically designed highly fluorescent tetracenes yields nanofibers with tunable emissive properties. In particular, under near-UV excitation, white light emission is achieved in organogels and dry films of nanofibers. Confocal fluorescence microspectroscopy demonstrates that each individual nanofiber emits white light. A kinetic study shows that an energy transfer (ET) occurs between the blue-emitting anthracene derivative and the green-and red-emitting tetracenes, while inter-tetracene ETs also take place. Moreover, microscopy unravels that the nanofibers emit polarized emission in the blue spectral region, while at wavelengths higher than 500 nm the emission is not significantly polarized.