1-Butyl-3-nonylimidazol-3-ium;bromide | 1439629-11-4

• 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-Butyl-3-nonylimidazol-3-ium;bromide
• CAS: 1439629-11-4
• 化学式: Br*C₁₆H₃₁N₂
• 分子量: 331.34
• InChiKey: VKXGHHCYODQFNU-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  19.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 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：

  N-丁基咪唑 、 1-溴壬烷 以 乙腈 为溶剂， 以80%的产率得到1-Butyl-3-nonylimidazol-3-ium;bromide
  参考文献：
  名称：

  On the Mesophase Formation of 1,3-Dialkylimidazolium Ionic Liquids

  摘要：

  A series of seven different 1,3-dialkylimidazolium-based ion-pair salts with the same molecular weight and size but different symmetries was synthesized. For all salts, bromide was chosen as the counterion, giving the series ([CnIMCm][Br]), where IM = imidazolium and Cn and Cm are varying N-alkyl substituents with n + m = 13. Thus, the effect of symmetry on the physicochemical properties, such as thermal transitions, densities and viscosities and particularly mesophase formation, is investigated herein. All salts are fully characterized by NMR spectroscopy and mass spectrometry, and their physicochemical properties such as thermal transitions, densities, and viscosities are reported. Single crystal X-ray structure analysis is reported for 1-tridecylimidazolium bromide ([C0IMC13][Br]) and 1-ethyl-3-undecylimidazolium bromide ([C2IMC11][Br]). Salts 1-tridecylimidazolium bromide ([C0IMC13][Br]) and 1-dodecyl-3-methylimidazolium bromide ([C1IMC12][Br]) exhibit thermotropic liquid crystal behavior, confirmed by differential scanning calorimetry, polarized optical microscopy, and small-angle X-ray diffraction to be the SmA mesophase. A structure with interdigitation of alkyl chains is observed for all of [C0IMC13][Br], [C1IMC12][Br], and [C2IMC11][Br], despite the absence of thermotropic liquid crystalline behavior for the latter (and all other isomers with an alkyl chain length less than 12 carbon atoms). This allows us to draw the conclusion that for the liquid crystal phase of an ionic liquid to exist, not only are the calamitic shape and integral length of a molecule important but a minimal alkyl chain length of n = 12 is also required. Therefore, a dodecyl group could be considered as the functional group responsible for liquid crystalline behavior.

  DOI：

  10.1021/cg4004593