1-decyl-3-mesitylimidazol-3-ium bromide | 1246170-22-8

• 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-decyl-3-mesitylimidazol-3-ium bromide
• CAS: 1246170-22-8
• 化学式: Br*C₂₂H₃₅N₂
• 分子量: 407.437
• InChiKey: TZUZOTSPEJIXCS-UHFFFAOYSA-M

物化性质

• 熔点：
  105-106 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  25.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 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：

  2-(2,4,6-Trimethylphenyl)iminoacetaldehyde 在 磷酸 、 氯化铵 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 57.0h， 生成 1-decyl-3-mesitylimidazol-3-ium bromide
  参考文献：
  名称：

  Aggregation Behavior of Long-Chain N-Aryl Imidazolium Bromide in Aqueous Solution

  摘要：

  The aggregation behavior of three long-chain N-aryl imidazolium ionic liquids (ILs), 1-(2,4,6-trimethylphenyl)-3-alkylimidazolium bromide [C(n)pim]Br (n = 10, 12, and 14), in aqueous solutions was systematically explored by surface tension, electrical conductivity, and H-1 NMR. A lower critical micelle concentration (cmc) for the N-aryl imidazolium ILs is observed compared with that for 1,3-dialkylimidazolium ILs [C(n)mim]Br, indicating that the incorporation of the 2,4,6-trimethylphenyl group into a headgroup favors micellization. The enhanced pi-pi interactions among the adjacent 2,4,6-trimethylphenyl groups weaken the steric hindrance of headgroups and thus lead to a dense arrangement of [C(n)pim]Br molecules at the air-water interface. An analysis of the H-1 NMR spectra revealed that the introduced 2,4,6trimethylphenyl group may slightly bend into the hydrophobic regions upon micellization. The micelle formation process for [C(n)pim]Br = 10, 12, and 14) was found to be enthalpy-driven in the investigated temperature range, which is attributed to the strong electrostatic self-repulsion of the headgroups and the counterions as well as the pi-pi interactions among headgroups. Strong, stable fluorescence properties are presented by the new N-aryl imidazolium ILs, indicating their potential application in the field of photochemistry.

  DOI：

  10.1021/la104719v

文献信息

• Expeditious synthesis of N′-substituted N-mesitylimidazolium salts as NHC precursors
  作者：Byron J. Truscott、Rosalyn Klein、Perry T. Kaye

  DOI：10.1016/j.tetlet.2010.07.097

  日期：2010.9

  In contrast to time-consuming, conventional thermal approaches, microwave irradiation provides rapid and convenient access to unsymmetrical N′-substituted N-mesitylimidazolium salts, which are important precursors for NHC ligands used in the construction of metal–NHC complexes.

  与费时的常规热方法相反，微波辐射使人们可以快速方便地获得不对称的N'-取代的N-间苯二咪唑鎓盐，它们是用于构建金属-NHC配合物的NHC配体的重要前体。