1,3-diallylimidazolium dinitromethanide | 1260364-73-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-diallylimidazolium dinitromethanide
• CAS: 1260364-73-5
• 化学式: CHN₂O₄*C₉H₁₃N₂
• 分子量: 254.246
• InChiKey: RTSWOUCNAGJXDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  95.09
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  potassium dinitromethane 、 1,3-diallylimidazolium chloride 以 丙酮 为溶剂， 反应 24.0h， 以87%的产率得到1,3-diallylimidazolium dinitromethanide
  参考文献：
  名称：

  Liquid Dinitromethanide Salts

  摘要：

  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.

  DOI：

  10.1021/ic101959r