E-3-(2-chlorophenyl)-2-(1-phenylbenzimidazol-2-yl)acrylonitrile | 1401023-36-6

• 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: E-3-(2-chlorophenyl)-2-(1-phenylbenzimidazol-2-yl)acrylonitrile
• CAS: 1401023-36-6
• 化学式: C₂₂H₁₄ClN₃
• 分子量: 355.826
• InChiKey: IJWISMMCZNUDRT-SAPNQHFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  E-3-(2-chlorophenyl)-2-(1-phenylbenzimidazol-2-yl)acrylonitrile 在 碘 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以48%的产率得到4-chloro-5-phenylbenzimidazo[1,2-a]quinoline-6-carbonitrile
  参考文献：
  名称：

  Synthesis, crystal structure and spectroscopic study of novel benzimidazoles and benzimidazo[1,2-a]quinolines as potential chemosensors for different cations

  摘要：

  In this manuscript the synthesis, crystal structure, spectroscopic characterization and titration with several metal chloride salts of novel E-3-phenyl-2-(1-phenylbenzimidazol-2-yl)acrylonitriles and 5-phenylbenzimidazo[1,2-a]quinoline derivatives are described. All compounds were characterized by means of H-1, C-13 NMR, MS, UV/Vis and fluorescence spectroscopy.Crystal and molecular structures of E-3-(4-nitrophenyl)-2-(1-phenyl-benzimidazol-2-yl)acrylonitrile and 5-phenylbenzimidazo[1,2-a]quinoline-6-carbonitrile were determined by single-crystal X-ray diffractometry. The molecular assembly is characterized by the C-H center dot center dot center dot-O and C-H center dot center dot center dot N intermolecular hydrogen bonds in E-3-(4-nitrophenyl)-2-(1-phenyl-benzimidazol-2-yl)acrylonitrile and 5-phenylbenzimidazo [1,2-a]quinoline-6-carbonitrile, respectively.Spectroscopic characterization of the prepared compounds was performed by using UV/Vis and fluorescence spectroscopy in ethanol. In order to determine a selectivity towards a variety of cations, to explore their use as potential chemosensors, the amino substituted 5-phenylbenzimidazo[1,2-a]quinoline-6-carbonitrile was chosen for a titration with metal chloride salts using fluorescence spectroscopy. The fluorescence intensity significantly increased upon addition of Zn2+ and Ag+ cations while decreased by addition of Mn2+, Co2+, Cu2+, Hg+, Li+ and Fe3+ cations. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.05.024
• 作为产物：
  描述：

  邻氨基二苯胺 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 3.33h， 生成 E-3-(2-chlorophenyl)-2-(1-phenylbenzimidazol-2-yl)acrylonitrile
  参考文献：
  名称：

  Synthesis, crystal structure and spectroscopic study of novel benzimidazoles and benzimidazo[1,2-a]quinolines as potential chemosensors for different cations

  摘要：

  In this manuscript the synthesis, crystal structure, spectroscopic characterization and titration with several metal chloride salts of novel E-3-phenyl-2-(1-phenylbenzimidazol-2-yl)acrylonitriles and 5-phenylbenzimidazo[1,2-a]quinoline derivatives are described. All compounds were characterized by means of H-1, C-13 NMR, MS, UV/Vis and fluorescence spectroscopy.Crystal and molecular structures of E-3-(4-nitrophenyl)-2-(1-phenyl-benzimidazol-2-yl)acrylonitrile and 5-phenylbenzimidazo[1,2-a]quinoline-6-carbonitrile were determined by single-crystal X-ray diffractometry. The molecular assembly is characterized by the C-H center dot center dot center dot-O and C-H center dot center dot center dot N intermolecular hydrogen bonds in E-3-(4-nitrophenyl)-2-(1-phenyl-benzimidazol-2-yl)acrylonitrile and 5-phenylbenzimidazo [1,2-a]quinoline-6-carbonitrile, respectively.Spectroscopic characterization of the prepared compounds was performed by using UV/Vis and fluorescence spectroscopy in ethanol. In order to determine a selectivity towards a variety of cations, to explore their use as potential chemosensors, the amino substituted 5-phenylbenzimidazo[1,2-a]quinoline-6-carbonitrile was chosen for a titration with metal chloride salts using fluorescence spectroscopy. The fluorescence intensity significantly increased upon addition of Zn2+ and Ag+ cations while decreased by addition of Mn2+, Co2+, Cu2+, Hg+, Li+ and Fe3+ cations. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.05.024