4,4'-bis(perfluorophenyl)-2,2'-bithiazole | 1422972-57-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,4'-bis(perfluorophenyl)-2,2'-bithiazole
• 英文别名: 4,4'-Bis(perfluorophenyl)-2,2'-bithiazole；4-(2,3,4,5,6-pentafluorophenyl)-2-[4-(2,3,4,5,6-pentafluorophenyl)-1,3-thiazol-2-yl]-1,3-thiazole
• CAS: 1422972-57-3
• 化学式: C₁₈H₂F₁₀N₂S₂
• 分子量: 500.343
• InChiKey: KHLDLLDNXWRRIG-UHFFFAOYSA-N

物化性质

• 熔点：
  192-194 °C
• 沸点：
  482.4±55.0 °C(Predicted)
• 密度：
  1.708±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  4,4'-bis(perfluorophenyl)-2,2'-bithiazole 在 N-溴代丁二酰亚胺(NBS) 、 硫酸 、 三氟乙酸 作用下， 生成 5-Bromo-2-[5-bromo-4-(2,3,4,5,6-pentafluorophenyl)-1,3-thiazol-2-yl]-4-(2,3,4,5,6-pentafluorophenyl)-1,3-thiazole
  参考文献：
  名称：

  Unique Type II Halogen···Halogen Interactions in Pentafluorophenyl-Appended 2,2′-Bithiazoles

  摘要：

  Herein, we report the design and synthesis of 2,2'-bithiazole derivatives with efficient intermolecular halogen interactions. The single crystal X-ray diffraction studies revealed unique type-II halogen interactions in these derivatives. The shortest type-II F center dot center dot center dot F interactions within the distance of 2.67 angstrom, at an angle of 89.1 degrees and 174.2 degrees, was observed for the first time. The Gaussian calculations were performed to further establish predominant F center dot center dot center dot F interactions.

  DOI：

  10.1021/cg3012298
• 作为产物：
  描述：

  2',3',4',5',6'-五氟苯乙酮 在 copper(ll) bromide 作用下， 以 乙醇 、 氯仿 、 乙酸乙酯 为溶剂， 生成 4,4'-bis(perfluorophenyl)-2,2'-bithiazole
  参考文献：
  名称：

  Unique Type II Halogen···Halogen Interactions in Pentafluorophenyl-Appended 2,2′-Bithiazoles

  摘要：

  Herein, we report the design and synthesis of 2,2'-bithiazole derivatives with efficient intermolecular halogen interactions. The single crystal X-ray diffraction studies revealed unique type-II halogen interactions in these derivatives. The shortest type-II F center dot center dot center dot F interactions within the distance of 2.67 angstrom, at an angle of 89.1 degrees and 174.2 degrees, was observed for the first time. The Gaussian calculations were performed to further establish predominant F center dot center dot center dot F interactions.

  DOI：

  10.1021/cg3012298