2-methylbenzimidazole-picric acid complex | 53521-02-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-methylbenzimidazole-picric acid complex
• 英文别名: 2-methylbenzimidazolium picrate；2-methyl-1H-benzimidazole; picrate；2-Methyl-1H-benzimidazol; Picrat；Pikrat v. 2-Methyl-benzimidazol；2-methyl-1H-benzimidazole;2,4,6-trinitrophenol
• CAS: 53521-02-1
• 化学式: C₆H₃N₃O₇*C₈H₈N₂
• 分子量: 361.271
• InChiKey: HMZXCBGWLBCDCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  178.33
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  2-甲基苯并咪唑 、 苦味酸 以 甲醇 为溶剂， 生成 2-methylbenzimidazole-picric acid complex
  参考文献：
  名称：

  Influence of molecular structure on the photoluminescence of 2-methyl benzimidazolium picrate: A new fluorescent material

  摘要：

  This work reports the structural and photo luminescent characterization of the 2-methyl benzimidazolium picrate salt for the first time. This new material exhibits the pi-pi stacking of aromatic rings involving the benzimidazolium cation and picrate anion, which is additionally supported with a rare n -> pi interaction as well as with the extended networks of intermolecular hydrogen bonds in the solid state. The FT-IR and UV characterizations further support the solid state structural features of the salt. However, the spectroscopic results reveal that the stacking of ion pairs, which is observed in the solid state, is not maintained in solution. The DSC result indicates that the material is stable under ambient temperature conditions. Interestingly, upon photo excitation at 325 nm in the solid state, the material shows an unusual red emission around 615 nm, which is probably attributed to the supramolecular stacked nature of the ion pairs, along with a usual picrate centered green emission at 530 nm. However, the fluorescence measurement in solution, wherein the stacking of ion pairs are not maintained, shows only a single peak at lower wavelength. These observations highlight the influencing role of the supramolecular stacking interactions on the photoluminescence of the material, due to which, a chemical sensing action may be envisaged. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.09.096