3-Methyl-imidazolium-1-sulfonat | 21108-82-7

• 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-Methyl-imidazolium-1-sulfonat
• 英文别名: [SO3Hmim][Cl]；3-Methylimidazol-3-ium-1-sulfonate
• CAS: 21108-82-7
• 化学式: C₄H₆N₂O₃S
• 分子量: 162.169
• InChiKey: BWTRZAFCILHCIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-甲基咪唑 在 氯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以88%的产率得到3-Methyl-imidazolium-1-sulfonat
  参考文献：
  名称：

  Influence of –SO3H functionalization (N-SO3H or N-R-SO3H, where R=alkyl/benzyl) on the activity of Brönsted acidic ionic liquids in the hydration reaction

  摘要：

  Sulfonic acid group functionalized imidazole based Bronsted acidic ionic liquids (BAILS) were synthesized and their activities were investigated in the hydration reaction of alkynes. The Hammett acidity order determined from UV-visible spectroscopy of BAILs is consistent with their activity order observed in hydration reactions. Theoretical studies further help to establish the structure-activity relationship. Recycling experiments suggest that these novel BAILs can be reused without significant loss in activity. Applicability of BAILs in hydration reaction opens a non-toxic, economical, and eco-friendly route to synthesize alkyl ketones from alkynes. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.066

文献信息

• Characterization of the ionic liquid obtained by chlorosulfonation of 1-methylimidazole: 1-methyl-3-sulfonic acid imidazolium chloride, 1-methylimidazolium chlorosulfate or a zwitterionic salt?
  作者：Béla Urbán、Gábor Szalontai、Máté Papp、Csaba Fehér、Attila C. Bényei、Rita Skoda-Földes

  DOI：10.1016/j.molliq.2021.115276

  日期：2021.3

  same time controversial assumptions have appeared on the real structure of the catalyst. In the present report the primarily formed chlorosulfonation product is proved to be 1-methylimidazolium chlorosulfate ([HMim]+[SO3Cl]−) instead of 1-methyl-3-sulfonic acid imidazolium chloride, reported previously. The former structure is confirmed by X-ray crystallography and NMR spectroscopy, including 1H-, 13C-

  最近已经报道了由1-甲基咪唑的氯磺化的离子液体产物催化的大量有机反应。同时，关于催化剂的真实结构出现了有争议的假设。在本报告中，主要形成的氯磺化产物被证明是1-甲基咪唑氯硫酸盐（[HMim] + [SO 3 Cl] -），而不是先前报道的1-甲基-3-磺酸咪唑鎓氯化物。前者的结构已通过X射线晶体学和NMR光谱证实，包括1 H-，13 C-，17 O-和15 N- 1 H HSQC测量。1 H和17 O NMR实验支持[HMim] [SO 3 Cl]的快速水解，导致在痕量水的存在下[HMim] [HSO 4 ]的形成。