1-benzyl-3-dodecylbenzimidazolium bromide | 1328886-89-0

• 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: 1-benzyl-3-dodecylbenzimidazolium bromide
• CAS: 1328886-89-0
• 化学式: Br*C₂₆H₃₇N₂
• 分子量: 457.497
• InChiKey: BTVOGRXIMJUQRQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  29.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  8.81
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-dodecylbenzimidazolium bromide 在 硫酸 作用下， 以86%的产率得到1-dodecyl-5-sulfo-3-(4-sulfobenzyl)-1H-benzo[d]imidazol-3-ium hydrogen sulfate
  参考文献：
  名称：

  Synthesis and applications of novel imidazole and benzimidazole based sulfonic acid group functionalized Brönsted acidic ionic liquid catalysts

  摘要：

  In this study, a variety of imidazole/benzimidazole based sulfonic acid group functionalized Bronsted acidic ionic liquids (BAILs) were synthesized. Catalytic activities of BAILS were assessed using multicomponent coupling reactions. Catalytic activities of BAILs were high when compared with those of solid acid catalysts such as H-ZSM-5. H-BETA, and sulfonic acid functionalized SBA-15 catalysts. The Hammett acidity order determined from UV-visible spectroscopy of BAILS is consistent with their activity order observed in acid-catalyzed reactions. Theoretical studies demonstrate that the hydrogen bonding plays a key role in tuning the acidity of BAILs. Recycling experiments suggest that these novel BAILS can be reused without significant loss in catalytic activity. Novel BAILS offer several attractive features such as low cost, high catalytic activity, and recyclability. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2011.06.003
• 作为产物：
  描述：

  苯并咪唑 在 potassium carbonate 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 24.5h， 生成 1-benzyl-3-dodecylbenzimidazolium bromide
  参考文献：
  名称：

  Synthesis and applications of novel imidazole and benzimidazole based sulfonic acid group functionalized Brönsted acidic ionic liquid catalysts

  摘要：

  In this study, a variety of imidazole/benzimidazole based sulfonic acid group functionalized Bronsted acidic ionic liquids (BAILs) were synthesized. Catalytic activities of BAILS were assessed using multicomponent coupling reactions. Catalytic activities of BAILs were high when compared with those of solid acid catalysts such as H-ZSM-5. H-BETA, and sulfonic acid functionalized SBA-15 catalysts. The Hammett acidity order determined from UV-visible spectroscopy of BAILS is consistent with their activity order observed in acid-catalyzed reactions. Theoretical studies demonstrate that the hydrogen bonding plays a key role in tuning the acidity of BAILs. Recycling experiments suggest that these novel BAILS can be reused without significant loss in catalytic activity. Novel BAILS offer several attractive features such as low cost, high catalytic activity, and recyclability. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2011.06.003