3-butyl-1-methyl-2-phenylazoimidazolium iodide | 1226995-42-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-butyl-1-methyl-2-phenylazoimidazolium iodide
• 英文别名: [2PA-Bmim]I
• CAS: 1226995-42-1
• 化学式: C₁₄H₁₉N₄*I
• 分子量: 370.236
• InChiKey: OIMBONBBALTTGQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.53
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  双(五氟乙基磺酰基)亚氨基锂 、 3-butyl-1-methyl-2-phenylazoimidazolium iodide 以 水 为溶剂， 反应 24.0h， 生成 3-butyl-1-methyl-2-phenylazoimidazolium bis(pentafluoroethansesulfonyl)amide
  参考文献：
  名称：

  Photochromic Reaction of a Novel Room Temperature Ionic Liquid: 2-Phenylazo-1-hexyl-3-methylimidazolium Bis(pentafluoroethylsulfonyl)amide

  摘要：

  我们合成了一种新的室温离子液体[2PA-Hmim][Pf2N]，并通过吸收光谱法对其光致变色行为进行了表征。[2PA-Hmim][Pf2N]是一种光致变色液体，溶剂本身会发生光致变色反应。

  DOI：

  10.1246/cl.2010.230
• 作为产物：
  描述：

  1-碘丁烷 、 1-methyl-2-(phenylazo)imidazole 以 甲苯 为溶剂， 反应 5.0h， 生成 3-butyl-1-methyl-2-phenylazoimidazolium iodide
  参考文献：
  名称：

  Photochromic Reaction of a Novel Room Temperature Ionic Liquid: 2-Phenylazo-1-hexyl-3-methylimidazolium Bis(pentafluoroethylsulfonyl)amide

  摘要：

  我们合成了一种新的室温离子液体[2PA-Hmim][Pf2N]，并通过吸收光谱法对其光致变色行为进行了表征。[2PA-Hmim][Pf2N]是一种光致变色液体，溶剂本身会发生光致变色反应。

  DOI：

  10.1246/cl.2010.230

文献信息

• Photochromism of 3-butyl-1-methyl-2-phenylazoimidazolium in room temperature ionic liquids
  作者：Tooru Asaka、Nobuyuki Akai、Akio Kawai、Kazuhiko Shibuya

  DOI：10.1016/j.jphotochem.2009.10.002

  日期：2010.1

  We studied the photochromism of a newly synthesized ionic liquid, [2PA-Bmim]Tf2N ([2PA-Bmim](+): 3-butyl-1-methyl-2-phenylazoimidazolium,Tf2N-: bis(trifluoromethanesulfonyl)-amide) which is characterized by a phenylazo group substituted on the imidazolium ring. The melting point of [2PA-Bmim]Tf2N is 329 K. The absorption spectrum of [2PA-Bmim](+) dissolved in conventional organic solvents or in ionic liquids changes drastically upon UV-light irradiation, which is attributed to the photoisomerization of the phenylazo group from E- to Z-forms during irradiation and the backward thermal isomerization from Z- to E-forms in the dark. The E-Z photoisomerization quantum yield, Phi(iso), was determined by 355 nm laser photolysis. The Phi(iso) value slightly depends on solvent viscosity, from 0.12 in 3-butyl-1-methylimidazolium PF6- (eta = 241 cP) to 0.19 in toluene (eta < 1 cP). On the other hand, no solvent dependence was observed for Arrhenius parameters of the backward Z-E thermal isomerization. We discuss the isomerization mechanism and the reason why the E-Z photoisomerization yield depends on solvent viscosity. (C) 2009 Elsevier B.V. All rights reserved.