3-ethoxymethyl-1-methylimidazolium chloride | 945996-02-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-ethoxymethyl-1-methylimidazolium chloride
• 英文别名: 1-methyl-3-ethoxymethyleneimidazolium chloride；1-(ethoxymethyl)-3-methyl-imidazolium chloride；3-Ethoxymethyl-1-methylimidazolium chloride；1-(ethoxymethyl)-3-methylimidazol-3-ium;chloride
• CAS: 945996-02-1
• 化学式: C₇H₁₃N₂O*Cl
• 分子量: 176.646
• InChiKey: KHTAQTBHVPJHAZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.69
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-ethoxymethyl-1-methylimidazolium chloride 在 Dowex Monosphere 550 A UPW OH form resin 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  通过控制氧化活化牛皮纸木质素的酸性咪唑鎓离子液体的开发：综合评价和实用性。

  摘要：

  研究了通过控制氧化活化木质素的新型环保方法。比较了六种含有硫酸氢根阴离子的酸性咪唑鎓离子液体的结果。这项研究的主要目标是增加木质素结构中羰基的含量，因为这些可能在电化学应用活性材料中的质子和电子传输中起主要作用。通过多种分析技术（FTIR，13 C CP / MAS NMR和X射线光电子能谱;选定的反应来确定羰基的存在; SEM;ζ电位分析;热重分析/差示热重分析;以及多孔结构分析），就目标应用而言，经确定，用3-环己氧基甲氧基-1-甲基咪唑硫酸氢盐处理后获得的产物具有良好的性能。电化学测试证明，所获得的材料可用作锂电池的负极。结果表明，木质素被离子液体活化可以增加其容量并保持稳定性。

  DOI：

  10.1002/cplu.201800123
• 作为产物：
  描述：

  N-甲基咪唑 、 氯甲基乙醚 以 乙腈 为溶剂， 反应 1.0h， 生成 3-ethoxymethyl-1-methylimidazolium chloride
  参考文献：
  名称：

  通过控制氧化活化牛皮纸木质素的酸性咪唑鎓离子液体的开发：综合评价和实用性。

  摘要：

  研究了通过控制氧化活化木质素的新型环保方法。比较了六种含有硫酸氢根阴离子的酸性咪唑鎓离子液体的结果。这项研究的主要目标是增加木质素结构中羰基的含量，因为这些可能在电化学应用活性材料中的质子和电子传输中起主要作用。通过多种分析技术（FTIR，13 C CP / MAS NMR和X射线光电子能谱;选定的反应来确定羰基的存在; SEM;ζ电位分析;热重分析/差示热重分析;以及多孔结构分析），就目标应用而言，经确定，用3-环己氧基甲氧基-1-甲基咪唑硫酸氢盐处理后获得的产物具有良好的性能。电化学测试证明，所获得的材料可用作锂电池的负极。结果表明，木质素被离子液体活化可以增加其容量并保持稳定性。

  DOI：

  10.1002/cplu.201800123

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.
• PdII square planar complexes of the type [IL]2[PdX4] as catalyst precursors for the Suzuki–Miyaura cross-coupling reaction. The first in situ ESI-MS evidence of [(IL)xPd3] clusters formation
  作者：W. Zawartka、A. Gniewek、A.M. Trzeciak、J.J. Ziółkowski、J. Pernak

  DOI：10.1016/j.molcata.2009.01.011

  日期：2009.5

  Pd-II anionic, square planar complexes of the type [IL](2)[PdX4], where IL = imidazolium cations, X = Cl, Br, have been applied for the first time as catalyst precursors for the Suzuki-Miyaura (S-M) reaction carried Out in alcohols at 40 C. Depending on the structure of the catalyst precursor used, different yields of 2-methylbiphenyl (2-MePh-Ph) were obtained in a test reaction of 2-bromotoluene (2-MePhBr) with phenyl boronic acid (PhB(OH)(2)). The highest yield, ca. 95%, was obtained for [dmiop](2)[PdCl4] (dmiop-1,2-dimethyl-3-propoxymethylene imidazolium cation) in methanol in the presence of KOH as a base. It was found that during the reaction Pd-0 nanoparticles of 4-7 nm have been formed in situ from the palladium(II) precursor. In the first stage of this process, [(IL)(3)Pd(OH)(2)](+)-type species have been formed from [IL](2)[PdX4] precursors. Small Pd-0 clusters, [(IL)(5)Pd-3(H2O)](+) and [(IL)(3)Pd-3(H2O)(7)](+), were also identified by ESI-MS. These species reacted with ArB(OH)(2) forming palladium aryl complexes of the type [(IL)(2)PdAr](+), key intermediates in the catalytic process. The first experimental evidence of the IL stabilized No species in S-M reaction is presented. (C) 2009 Elsevier B.V. All rights reserved.
• IONIC LIQUID MEDIATED SOL-GEL SORBENTS
  申请人：Abdul Malik

  公开号：US20120128551A1

  公开（公告）日：2012-05-24

  Ionic liquid (IL)-mediated sol-gel hybrid organic-inorganic materials present enormous potential for effective use in analytical microextraction. One obstacle to materializing this prospect arises from high viscosity of ILs significantly slowing down sol-gel reactions. A method was developed which provides phosphonium-based, pyridinium-based, and imidazolium-based IL-mediated advanced sol-gel organic-inorganic hybrid materials for capillary microextraction. Scanning electron microscopy results demonstrate that ILs can serve as porogenic agents in sol-gel reactions. IL-mediated sol-gel coatings prepared with silanol-terminated polymers provided up to 28 times higher extractions compared to analogous sol-gel coatings prepared without any IL in the sol solution. This study shows that IL-generated porous morphology alone is not enough to provide effective extraction media: careful choice of the organic polymer and the precursor with close sol-gel reactivity must be made to ensure effective chemical bonding of the organic polymer to the created sol-gel material to be able to provide the desired sorbent characteristics.
• METHOD OF MAKING IONIC LIQUID MEDIATED SOL-GEL SORBENTS
  申请人：Malik Abdul

  公开号：US20140057048A1

  公开（公告）日：2014-02-27

  Ionic liquid (IL)-mediated sol-gel hybrid organic-inorganic materials present enormous potential for effective use in analytical microextraction. One obstacle to materializing this prospect arises from high viscosity of ILs significantly slowing down sol-gel reactions. A method was developed which provides phosphonium-based, pyridinium-based, and imidazolium-based IL-mediated advanced sol-gel organic-inorganic hybrid materials for capillary microextraction. Scanning electron microscopy results demonstrate that ILs can serve as porogenic agents in sol-gel reactions. IL-mediated sol-gel coatings prepared with silanol-terminated polymers provided up to 28 times higher extractions compared to analogous sol-gel coatings prepared without any IL in the sol solution. This study shows that IL-generated porous morphology alone is not enough to provide effective extraction media: careful choice of the organic polymer and the precursor with close sol-gel reactivity must be made to ensure effective chemical bonding of the organic polymer to the created sol-gel material to be able to provide the desired sorbent characteristics.
• US8623279B2
  申请人：——

  公开号：US8623279B2

  公开（公告）日：2014-01-07