1,3-dimethyl-2-(p-tolylazo)imidazolium chloride | 1239448-69-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-dimethyl-2-(p-tolylazo)imidazolium chloride
• 英文别名: (MeaaiMe2)Cl
• CAS: 1239448-69-1
• 化学式: C₁₂H₁₅N₄*Cl
• 分子量: 250.731
• InChiKey: UVNNQZRHLLTMJC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.42
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  33.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  盐酸 、 potassium hexachloropalatinate(IV) 、 1,3-dimethyl-2-(p-tolylazo)imidazolium chloride 以 甲醇 、 水 为溶剂， 生成 [MeaaiMe2)]2[PtCl6]
  参考文献：
  名称：

  Arylazoimidazoliumchloride and chlorometallates: Spectroscopic and structural characterization

  摘要：

  Protonation or dialkylation of 2-(arylazo)imidazoles (RaaiH) has generated azoimidazolium motif (RaaiH(2)(+), RaaiR'H+, RaaiR(2)'(+) where R = H, CH3 and R' = Me, Et, -CH2Ph). Electrostatic attraction between imdazolium cation and counter ions like Cl, ZnCl42-, PtCl62- has generated hydrogen bonded azoimidazolium-chloride/chlorometallated networks. The single crystal X-ray structure of 1-benzyl-2-(phenylazo) imidazolium chloride shows tape like 1-D network of [Cl(H2O)(4)]. Aquated Cl forms 10 membered supracycle through hydrogen bonding with imidazolium ion. The X-ray structures of [HaaiMe(2) (1,3)](+)[Me2NH2](+) [ZnCl4](2) and [MeaaiH(2)(+)center dot H2O](2)[PtCl6](2) show hydrogen bonded chlorometallate chain penetrated into the channel developed by organic motif. Azoimidazolium units are associated through pi center dot center dot center dot pi and C-H center dot center dot center dot pi interactions to strengthen the supramolecular geometry. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.02.006
• 作为产物：
  描述：

  氯甲烷 、 1-methyl-2-(4'-methylphenylazo)imidazole 在 sodium hydride 作用下， 以 四氢呋喃 、 paraffin oil 为溶剂， 反应 2.5h， 生成 1,3-dimethyl-2-(p-tolylazo)imidazolium chloride
  参考文献：
  名称：

  Arylazoimidazoliumchloride and chlorometallates: Spectroscopic and structural characterization

  摘要：

  Protonation or dialkylation of 2-(arylazo)imidazoles (RaaiH) has generated azoimidazolium motif (RaaiH(2)(+), RaaiR'H+, RaaiR(2)'(+) where R = H, CH3 and R' = Me, Et, -CH2Ph). Electrostatic attraction between imdazolium cation and counter ions like Cl, ZnCl42-, PtCl62- has generated hydrogen bonded azoimidazolium-chloride/chlorometallated networks. The single crystal X-ray structure of 1-benzyl-2-(phenylazo) imidazolium chloride shows tape like 1-D network of [Cl(H2O)(4)]. Aquated Cl forms 10 membered supracycle through hydrogen bonding with imidazolium ion. The X-ray structures of [HaaiMe(2) (1,3)](+)[Me2NH2](+) [ZnCl4](2) and [MeaaiH(2)(+)center dot H2O](2)[PtCl6](2) show hydrogen bonded chlorometallate chain penetrated into the channel developed by organic motif. Azoimidazolium units are associated through pi center dot center dot center dot pi and C-H center dot center dot center dot pi interactions to strengthen the supramolecular geometry. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.02.006