1-butyl-3-methylimidazolium nitrite | 315661-66-6

• 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 nitrite
• 英文别名: [bmim]NO2；1-butyl-3-methylimidazol-3-ium;nitrite
• CAS: 315661-66-6
• 化学式: C₈H₁₅N₂*NO₂
• 分子量: 185.226
• InChiKey: UOBPFGACIFHILT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.36
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  61.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  氯化(1-丁基-3-甲基咪唑) 在 sodium nitrite 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以82%的产率得到1-butyl-3-methylimidazolium nitrite
  参考文献：
  名称：

  亚硝酸盐离子液体（IL-ONO和[bmim] NO2）作为温和的非均相条件下合成α-氧代酮的有效氮源

  摘要：

  使用任务专用离子液体，1-（4-硝基丁基）-3-甲基咪唑鎓氯化物，IL-ONO和1-丁基-3-甲基咪唑鎓亚硝酸盐将酮和β-二酮亚硝化并转化为相应的α-肟基酮温度。两种离子液体的结果具有可比性，表明这些IL是制备肟亚酮的有效硝化源。该方案快速，收率极好且方法简单。

  DOI：

  10.1002/cjoc.201180452
• 作为试剂：
  描述：

  N-甲基苄胺 在 盐酸 、 1-butyl-3-methylimidazolium nitrite 作用下， 以 水 为溶剂， 反应 0.58h， 以83%的产率得到N-苄基-N-甲基亚硝酰胺
  参考文献：
  名称：

  1-Butyl-3-methylimidazolium nitrite as a reagent for the efficient N-Nitrosation of secondary amines

  摘要：

  1-Butyl-3-methylimidazolium nitrite, [bmim]NO2 was used as a new effective reagent for the preparation of N-nitrosamines from the corresponding secondary amines at 0 degrees C to room temperature, under mild conditions in good to excellent yields.

  DOI：

  10.1007/bf03245916

文献信息

• [Bmim]NO2/H3BO3 as an effective nitrosonium source for electrophilic aromatic nitrosation under MW-promoted solvent-free conditions
  作者：Hassan Valizadeh、Hamid Gholipour

  DOI：10.1016/j.crci.2011.03.007

  日期：2011.10

  [Bmim]NO2/H3BO3 was used as a nitrosonium source for the efficient synthesis of nitrosoarenes. The reaction was accomplished under MW irradiation at 60W in a solventless system. Side processes such as oxidation or dealkylation were not observed during the nitrosation of alkyl phenyl ethers in the presence of this new reagent. The satisfactory results were obtained with very short reaction time, simplicity in the experimental procedure and good to excellent yields. (C) 2011 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.
• 1-Butyl-3-methylimidazolium nitrite as a reagent for the efficient N-Nitrosation of secondary amines
  作者：H. Valizadeh、H. Gholipour

  DOI：10.1007/bf03245916

  日期：2011.9

  1-Butyl-3-methylimidazolium nitrite, [bmim]NO2 was used as a new effective reagent for the preparation of N-nitrosamines from the corresponding secondary amines at 0 degrees C to room temperature, under mild conditions in good to excellent yields.
• Nitrite Ionic Liquids (IL-ONO and [bmim]NO₂) as Effective Nitrosonium Sources for the Synthesis of<i>α</i>-Oximinoketones under Mild Heterogeneous Conditions
  作者：H. Valizadeh、A. Shomali、H. Gholipour

  DOI：10.1002/cjoc.201180452

  日期：2012.1

  nitrosated and converted to their corresponding α‐oximinoketones using task‐specific ionic liquids, 1‐(4‐nitritobutyl)‐3‐methylimidazolium chloride, IL‐ONO, and 1‐butyl‐3‐methylimidazolium nitrite at room temperature. The results from two ionic liquids are comparable and showed that these IL's are effective nitrosonium sources for the preparation of oximinoketones. The protocol is rapid, the yields are excellent

  使用任务专用离子液体，1-（4-硝基丁基）-3-甲基咪唑鎓氯化物，IL-ONO和1-丁基-3-甲基咪唑鎓亚硝酸盐将酮和β-二酮亚硝化并转化为相应的α-肟基酮温度。两种离子液体的结果具有可比性，表明这些IL是制备肟亚酮的有效硝化源。该方案快速，收率极好且方法简单。