1-butyl-3-methylimidazolium 5-aminotetrazolate | 1338577-98-2

• 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-butyl-3-methylimidazolium 5-aminotetrazolate
• CAS: 1338577-98-2
• 化学式: CH₂N₅*C₈H₁₅N₂
• 分子量: 223.281
• InChiKey: RCQRCZRIDKPLPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.48
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  87.6
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-butyl-3-methylimidazolium 5-aminotetrazolate 生成 N-甲基咪唑 、 N-丁基咪唑 、 1-甲基-5-氨基四氮唑 、 1-丁基-1H-四唑-5-胺
  参考文献：
  名称：

  Py-GC-MS 和 DFT 引导下 1-丁基-3-甲基-咪唑-5-氨基四唑酸盐的热分解机理

  摘要：

  由于氮含量高和形成正热，含有唑基杂环的离子液体具有潜在的高能。通过使用 Py-GC-MS 和 B3LYP/6–311 + G（d，p） 水平的密度泛函理论 （DFT） 研究了 1-丁基-3-甲基-咪唑-5-氨基四唑酸盐 （BMIMAT） 的热分解机制。观察到的分解机制是双分子亲核取代 （SN2） 反应。使用 Kissinger 和 Ozawa-Flynn-Wall （FWO） 方法研究分解动力学，并获得的活化能 （Ea） 与计算研究相辅相成。

  DOI：

  10.1016/j.molliq.2023.123413
• 作为产物：
  描述：

  silver 5-amino-1H-tetrazolate 、 1-丁基-3-甲基咪唑溴盐 以 甲醇 为溶剂， 反应 24.0h， 以94%的产率得到1-butyl-3-methylimidazolium 5-aminotetrazolate
  参考文献：
  名称：

  Synthesis, Structure and Property of 5‐Aminotetrazolate Room‐Temperature Ionic Liquids

  摘要：

  AbstractEight 5‐aminotetrazolate (AT) salts based on the 1,2,3‐trimethylimidazolium (1), 1,3‐dimethylimidazolium (2), 1‐ethyl‐3‐methylimidazolium (3), 1‐butyl‐3‐methylimidazolium (4), 1‐isobutyl‐3‐methylimidazolium (5), 1‐(3′‐methylbutyl)‐3‐methylimidazolium (6), 1‐hexyl‐3‐methylimidazolium (7) and 1‐methyl‐3‐octylimidazolium (8) cations have been synthesized in high yields and fully characterized by IR and NMR spectroscopy and elemental analysis. White plate crystals of 1 were isolated in methanol/diethyl ether and crystallized. Both the AT anion and the 1,2,3‐trimethylimidazolium cation in 1 were delocalized. Differential scanning calorimetry (DSC) combined with thermogravimetric analysis (TGA) tests were used to assess the thermal stabilities of the AT salts. These salts decomposed within the temperature range 230 °C–262 °C. Salts 3–8 are very fluent room‐temperature ionic liquids, whose glass transition temperatures are low. Their viscosities at 30 °C are in the range from 92 cP to 208 cP. A correlation between the viscosity and temperature was found, and the ionic liquids to do not display an Arrhenius temperature behaviour. In addition, the standard enthalpies of formation of salts 1–8 were investigated and analyzed by the theoretical methods. Salt 2 with the 1,3‐dimethylimidazolium cation gave the highest positive enthalpy of formation. For the assessment of the energetic character of the AT salts, impact sensitivities and friction sensitivities were recorded. These AT salts are insensitive to impact (>40 J) and friction (>360 N) confirmed by UN standards. The reactions of these AT salts with 100 % HNO3 were also determined.

  DOI：

  10.1002/ejic.201200065