2-mesityl-1H-benzo[d]imidazol-3-ium chloride | 1373354-55-2

• 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: 2-mesityl-1H-benzo[d]imidazol-3-ium chloride
• CAS: 1373354-55-2
• 化学式: C₁₆H₁₆N₂*ClH
• 分子量: 272.777
• InChiKey: RQPJTIIHPDCQAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  28.68
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  N-[(1E)-mesitylmethylene]benzene-1,2-diamine 在 cobalt(II) chloride hexahydrate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以68%的产率得到2-mesityl-1H-benzo[d]imidazol-3-ium chloride
  参考文献：
  名称：

  Structural and spectroscopic characterization of 2-mesityl-1H-benzo[d]imidazol-3-ium chloride: A combined experimental and theoretical analysis

  摘要：

  The title molecular salt, 2-mesityl-1H-benzo[d]imidazol-3-ium chloride (C16H17N2+center dot Cl-), was synthesized unexpectedly from the reaction of N-[(1E)-mesitylmethylene]benzene-1.2-diamine and CoCl2 center dot 6H(2)O. and characterized by elemental analysis. H-1 NMR and FT-IR spectroscopies, and single-crystal X-ray diffraction technique. In addition, quantum chemical calculations employing density functional theory (OFF) method with the 6-311++G(d,p) basis set were performed to study the molecular, spectroscopic and some electronic structure properties of the title compound, and the results were compared with the experimental findings. The computational result shows that the optimized geometry can well reproduce the crystal structural parameters. The intermolecular proton transfer process between the ionic (C16H17N2+center dot Cl-) and nonionic forms (C16H16N2 center dot HCl) of the title salt is investigated and found to be almost barierless with an energy value of 0.20 kcal mol(-1). The NLO properties of the compound are bigger than those of urea. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.01.069