1-(2-hydroxyethyl)-3-methylimidazolium dinitromethanide | 1260364-76-8

• 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-(2-hydroxyethyl)-3-methylimidazolium dinitromethanide
• CAS: 1260364-76-8
• 化学式: CHN₂O₄*C₆H₁₁N₂O
• 分子量: 232.196
• InChiKey: MCKGZLKNNPIXDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.04
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  115.32
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  potassium dinitromethane 、 1-(2-羟乙基)-3-甲基氯化咪唑鎓 以 丙酮 为溶剂， 反应 24.0h， 以93.5%的产率得到1-(2-hydroxyethyl)-3-methylimidazolium dinitromethanide
  参考文献：
  名称：

  咪唑基高能离子液体的合成，结构和性能†

  摘要：

  从N-甲基咪唑通过季铵化，硝化和易位反应开始，可以轻松合成一系列在阳离子中带有硝基氧乙基或羟乙基侧链的咪唑类高能离子液体（EIL）2a，3a-f和4a-f。通过FT-IR，UV / Vis，ESI-MS，1 H NMR，13 C NMR或元素分析对EIL和中间体进行充分表征。化合物3a，3b和4b通过单晶X射线衍射进一步研究。溶解度实验表明，所有EIL在大多数极性溶剂中均具有良好的溶解度。通过差示扫描量热法（DSC）和热重分析（TGA）研究了EIL的热性质。所有EIL的液体温度范围都超过100°C。DSC数据显示，所有高能化合物均为典型的离子液体，玻璃化温度为-77°C至-12°C，熔融温度低于100°C。TGA数据表明，除了化合物3d，4c和4d以外，新的离子液体在分解温度高于165°C时具有良好的热稳定性。。通常，引入硝基氧基会降低熔点和分解温度，但会提高EIL的玻璃化转变温度。通过K

  DOI：

  10.1039/c7ra05601j

文献信息

• Liquid Dinitromethanide Salts
  作者：Ling He、Guo-Hong Tao、Damon A. Parrish、Jean’ne M. Shreeve

  DOI：10.1021/ic101959r

  日期：2011.1.17

  The dinitromethanide (DNM) anion is a useful component of room temperature ionic liquids. Eight DNM ionic liquids with substituted imidazolium cations including 1-butyl-3-methylimidazolium (1), 1-allyl-3-methylimidazolium (2), 1-allyl-3-butylimidazolium (3), 1,3-diallylimidazolium (4), 1-(2'-methoxyl)ethyl-3-methylimidazolium (5), 1-(ethoxyl-methyl)-3-methylimidazolium (6), 1-(hydroxyethyl)-3-methylimidazolium (7), and 1,3-dimethylimidazolium (8) were obtained. DNM ionic liquids 1-8 were synthesized by metathesis reactions from the corresponding imidazolium halides with potassium dinitromethanide or silver dinitromethanide. These DNM ionic liquids have been fully characterized by IR NMR, elemental analysis, thermal stability, phase behavior, and viscosity. The molecular structure of 8 was determined by single-crystal X-ray diffraction. Compound 8 crystallizes in, the triclinic space group P (1) over bar, with a density of 1.453 g cm(-3) (a = 7.1402(19) angstrom, b = 9.376(3) angstrom, c = 13.793(4) angstrom, alpha = 103.759(4)degrees, beta = 90.757(4)degrees, gamma = 96.874(4)degrees, V = 889.6(4) angstrom(3), and Z = 4). Delocalization of both the DNM anion and dimethylimidazolium cation was found from the single-crystal structure data of 8. The heats of formation of 1-8 along with their detonation properties were investigated and analyzed. Their sensitivities toward impact were determined by BAM standards and found to be impact-insensitive (>40 J). The DNM-containing ionic liquids 1-7 are liquids at room temperature with desirable low viscosities. The temperature dependence of the viscosities for 1-7 was studied. These DNM ionic liquids were found to be a significant feature of glass-forming liquids. They also exhibit good liquid characteristics with desirable long liquidus ranges of more than 200 degrees C.