4,9-dibromo-6,7-di(4-dodecylphenyl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline | 1268697-46-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4,9-dibromo-6,7-di(4-dodecylphenyl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline
• 英文别名: 4,9-dibromo-6,7-bis(4-dodecylphenyl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline；4,9-Dibromo-6,7-bis(4-dodecylphenyl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline
• CAS: 1268697-46-6
• 化学式: C₄₄H₅₈Br₂N₄S
• 分子量: 834.845
• InChiKey: QTSJOSRJEBBKIS-UHFFFAOYSA-N

物化性质

• 沸点：
  773.4±60.0 °C(Predicted)
• 密度：
  1.229±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18.2
• 重原子数：
  51
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  79.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-乙炔噻吩 、 4,9-dibromo-6,7-di(4-dodecylphenyl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline 在 copper(l) iodide 、 四(三苯基膦)钯 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以82%的产率得到6,7-bis(4-dodecylphenyl)-4,9-bis(thiophen-2-ylethynyl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline
  参考文献：
  名称：

  Thiadiazoloquinoxalines: Tuning Physical Properties through Smart Synthesis

  摘要：

  The synthesis of pi-conjugated acceptors based on thiadiazoloquinoxaline (TQ) derivatives is described. Apart from reporting on the functionalization of the TQ core, the influence of the substituents was studied by UV-vis absorption and emission spectroscopy, cyclic voltammetry measurements, and DFT calculations. By changing the donor as well as the pi-spacer, a fine-tuning of the photo- and electrochemical properties was achieved.

  DOI：

  10.1021/ol200250e
• 作为产物：
  描述：

  正十二烷基苯 在 吡啶 、 aluminum (III) chloride 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.08h， 生成 4,9-dibromo-6,7-di(4-dodecylphenyl)-[1,2,5]thiadiazolo[3,4-g]quinoxaline
  参考文献：
  名称：

  Thiadiazoloquinoxalines: Tuning Physical Properties through Smart Synthesis

  摘要：

  The synthesis of pi-conjugated acceptors based on thiadiazoloquinoxaline (TQ) derivatives is described. Apart from reporting on the functionalization of the TQ core, the influence of the substituents was studied by UV-vis absorption and emission spectroscopy, cyclic voltammetry measurements, and DFT calculations. By changing the donor as well as the pi-spacer, a fine-tuning of the photo- and electrochemical properties was achieved.

  DOI：

  10.1021/ol200250e

文献信息

• Thiadiazoloquinoxalines: Tuning Physical Properties through Smart Synthesis
  作者：Timea Dallos、Manuel Hamburger、Martin Baumgarten

  DOI：10.1021/ol200250e

  日期：2011.4.15

  The synthesis of pi-conjugated acceptors based on thiadiazoloquinoxaline (TQ) derivatives is described. Apart from reporting on the functionalization of the TQ core, the influence of the substituents was studied by UV-vis absorption and emission spectroscopy, cyclic voltammetry measurements, and DFT calculations. By changing the donor as well as the pi-spacer, a fine-tuning of the photo- and electrochemical properties was achieved.