4,7-dibromo-2-(4-fluorophenyl)-1H-benzo[d]imidazole | 1488122-65-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4,7-dibromo-2-(4-fluorophenyl)-1H-benzo[d]imidazole
• 英文别名: 4,7-dibromo-2-(4-fluorophenyl)-1H-benzimidazole
• CAS: 1488122-65-1
• 化学式: C₁₃H₇Br₂FN₂
• 分子量: 370.018
• InChiKey: DJBITJAVJPYXRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,7-dibromo-2-(4-fluorophenyl)-1H-benzo[d]imidazole 、 2-三丁基甲锡烷基噻吩 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 以37%的产率得到2-(4-fluorophenyl)-4,7-di(thiophen-2-yl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  The effect of para- and meta-substituted fluorine on optical behavior of benzimidazole derivatives

  摘要：

  Design, synthesis, and electrochemical properties of two novel donor-acceptor-donor type benzimidazole and thiophene based monomers; 2-(4-fluorophenyl)-4,7-di(thiophen-2-yl)-1H-benzo[d]imidazole (BIPF) and 2-(3-fluorophenyl)-4,7-di(thiophen-2-yl)-1H-benzo[d]imidazole (BIMF) were highlighted. The position of fluorine as a substituent was varied from para- to meta- in order to investigate position effects on the electrochemical and optical properties of electrochemically synthesized polymers. Both polymers were p type dopable and they can be switched between orange and blue color during p-doping/dedoping. Significant improvements in the percent transmittance for PBIMF were observed compared to similar molecules in literature. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2013.07.102
• 作为产物：
  描述：

  4,7-二溴-2,1,3-苯并噻二唑 在 sodium tetrahydroborate 、 ammonium cerium (IV) nitrate 、 双氧水 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 生成 4,7-dibromo-2-(4-fluorophenyl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  The effect of para- and meta-substituted fluorine on optical behavior of benzimidazole derivatives

  摘要：

  Design, synthesis, and electrochemical properties of two novel donor-acceptor-donor type benzimidazole and thiophene based monomers; 2-(4-fluorophenyl)-4,7-di(thiophen-2-yl)-1H-benzo[d]imidazole (BIPF) and 2-(3-fluorophenyl)-4,7-di(thiophen-2-yl)-1H-benzo[d]imidazole (BIMF) were highlighted. The position of fluorine as a substituent was varied from para- to meta- in order to investigate position effects on the electrochemical and optical properties of electrochemically synthesized polymers. Both polymers were p type dopable and they can be switched between orange and blue color during p-doping/dedoping. Significant improvements in the percent transmittance for PBIMF were observed compared to similar molecules in literature. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2013.07.102