2-[2-(4-methylphenyl)vinyl]-1,3-dimethyl-1H-3,1-benzimidazol-3-ium iodide | 666704-37-6

• 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: 2-[2-(4-methylphenyl)vinyl]-1,3-dimethyl-1H-3,1-benzimidazol-3-ium iodide
• CAS: 666704-37-6
• 化学式: C₁₈H₁₉N₂*I
• 分子量: 390.267
• InChiKey: ZDSDOINRBYGRPJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.49
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  8.81
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  对甲基苯甲醛 、 1,2,3-trimethylbenzimidazolium iodide 在 哌啶 、 吡啶 作用下， 反应 14.0h， 以47%的产率得到2-[2-(4-methylphenyl)vinyl]-1,3-dimethyl-1H-3,1-benzimidazol-3-ium iodide
  参考文献：
  名称：

  Studies of 2-azaazulenium derivatives – 3: The nature of electron transitions and spectral properties of styryl dyes containing terminal groups of different types

  摘要：

  This paper presents the results of a quantum-chemical study of the molecular geometry and electron structure as well as spectral measurements of absorption and C-13 NMR spectra of dimethylaminostyryls, methoxystyryls, and methylstyryls bearing 2-azaazlenium (AA) moiety in comparison with analogous dyes containing 2-benzimidazolim and 4-pyrylium residues. Based on the analysis of both calculations and experimental data, it was concluded that these types of extremely unsymmetrical cyanines differ between each other only slightly in the ground state with respect to the charge distribution and molecular geometry while their spectral properties reveal a considerable difference between dimethylaminostyryls and methoxystyryls due to the lowest disposition of the lone electron pair level of the oxygen atom and hence, limiting basicity of the p-methoxyphenylene residue. It was shown that appearance of a high-positioned local level generated by AA terminal group caused the inversion of the delocalized and quasi-local electron transitions in AA-methoxystyryl and hence drastic changes in its absorption spectrum. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.08.034