2-ethyl-4-methylimidazole-5-sulfonic acid | 952488-72-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-ethyl-4-methylimidazole-5-sulfonic acid
• 英文别名: 2-ethyl-5-methyl-1H-imidazole-4-sulfonic acid
• CAS: 952488-72-1
• 化学式: C₆H₁₀N₂O₃S
• 分子量: 190.223
• InChiKey: YBDYMYFAZGCQGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  91.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-ethyl-4-methylimidazole-5-sulfonic acid 、 silver(l) oxide 在 aq. NH₃ 作用下， 以 水 为溶剂， 以85%的产率得到silver 2-ethyl-4-methylimidazole-5-sulfonate
  参考文献：
  名称：

  Synthesis, crystal structure, and reactivity of alkali and silver salts of sulfonated imidazoles

  摘要：

  Both 2-methylimidazole and 2-ethyl-4-methylimidazole were monosulfonated with oleum in the five position. In crystals of the monohydrate of 2-methylimidazole-5-sulfonic acid, hydrogen bonds link the molecules into a 3-dimensional network, while in crystals of 2-ethyl-4-methylimidazole-5-sulfonic acid, corrugated 2-dimensional layers are present. The Li and Ag salts and the bis(trimethylsilyl) derivatives of 2-ethyl-4-methylimidazole-5-sulfonic acid were prepared, and there is evidence for doubly deprotonated imidazolesulfonate in aqueous solution. The monohydrate of the Li salt and the Ag salt also form a 3-dimensional, H-bonded network. Only in the Ag salt does the asymmetric unit consist of more than one basic formula unit. One Ag atom is 2-coordinate and links two nitrogen atoms, while the other Ag atom has distorted tetrahedral coordination and links the sulfortate groups into an infinite chain. Reactions of the silver salt with 1,4-dibromobutane in non-protic solvents such as 1 -methyl-2-pyrrolid one were used to link two of the imidazolesulfonic acid units with a 4-carbon chain at the nitrogens. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.04.024