1-methyl-3-(2-phenylethyl)-1H-imidazolium chloride

• 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-methyl-3-(2-phenylethyl)-1H-imidazolium chloride
• 英文别名: 1-methyl-3-(2-phenylethyl)-imidazolium chloride；1-(2-phenylethyl)-3-methylimidazolium chloride；1-methyl-3-(2-phenylethyl)imidazolium chloride；[MPIm][Cl]；1-methyl-3-(2-phenylethyl)imidazol-1-ium;chloride
• 化学式: C₁₂H₁₅N₂*Cl
• 分子量: 222.718
• InChiKey: FGNXWZNESBMJDB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.44
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-methyl-3-(2-phenylethyl)-1H-imidazolium chloride 在 氟硼酸钠 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 1-methyl-3-(2-phenylethyl)imidazolium tetrafluoroborate
  参考文献：
  名称：

  Synthesis and properties of ionic liquids based on 1-methyl-3-(2-phenethyl)imidazolium

  摘要：

  研究了基于 1-甲基-3-(2-苯乙基)咪唑阳离子（[MPIm]）和氯化物、四氟硼酸盐和六氟磷酸盐阴离子的三种离子液体的合成和性质。通过拟议的季铵化和阴离子交换过程，获得了定量的三种离子液体，并从乙醇中重结晶得到了纯度很高的[MPIm][BF4]和[MPIm][PF6]。[MPIm][BF4] 具有低熔点和高导电性。这些离子液体（与二乙醚不混溶，但与水和二甲基亚砜混溶）会吸收空气中的水分，从而增加其质量并降低其粘度。核磁共振光谱（1H、13C 和 19F）和 X 射线结构测定的结果证实，[MPIm][BF4]中可能形成离子对和氢键。

  DOI：

  10.1139/v09-122
• 作为产物：
  描述：

  邻氯乙苯 在 N-甲基咪唑 作用下， 生成 1-methyl-3-(2-phenylethyl)-1H-imidazolium chloride
  参考文献：
  名称：

  Process for preparing heterocyclic carbenes

  摘要：

  一种制备含杂环卡宾的方法，其中R.sup.1，R.sup.2，R.sup.3和R.sup.4分别为饱和或不饱和、直链、支链或环状、未取代或取代的C.sub.1-C.sub.10烷基、C.sub.2-C.sub.5烷基亚甲基、C.sub.2-C.sub.5烷基亚胺基、C.sub.7-C.sub.19芳基烷基或C.sub.6-C.sub.14烷基基团，R.sup.3和R.sup.4也可以代表氢或共同形成有3至7个碳原子的环状、取代或未取代基团，X代表碳或氮，如果X是氮，则省略R.sup.3，包括在纯液氨或纯有机胺或液氨或有机胺和有机极性无水溶剂的混合物中使用去质子化试剂与唑盐反应，在温度为-75至0℃的温和反应条件下产生多种温度敏感的卡宾。

  公开号：

  US06025496A1

文献信息

• Direct Conversion of Mono- and Polysaccharides into 5-Hydroxymethylfurfural Using Ionic-Liquid Mixtures
  作者：Sviatlana Siankevich、Zhaofu Fei、Rosario Scopelliti、Philip G. Jessop、Jiaguang Zhang、Ning Yan、Paul J. Dyson

  DOI：10.1002/cssc.201600313

  日期：2016.8.23

  biomass into useful platform chemicals. Herein, we demonstrate that mixtures of ILs are powerful systems for the selective catalytic transformation of cellulose into 5‐hydroxymethylfurfural (HMF). Combining ILs with continuous HMF extraction into methyl‐isobutyl ketone or 1,2‐dimethoxyethane, which form a biphase with the IL mixture, allows the online separation of HMF in high yield. This one‐step process

  平台化学品通常来自石化原料。可持续的替代方法始于木质纤维素生物质，这是一种可再生的原料，但其加工难度很大。离子液体（IL）能够溶解生物质，并在存在催化剂的情况下将生物质转化为有用的平台化学品。在本文中，我们证明了IL的混合物是将纤维素选择性催化转化为5-羟甲基糠醛（HMF）的强大系统。将ILs与连续HMF萃取到甲基异丁基酮或1,2-二甲氧基乙烷中（与IL混合物形成双相）结合使用，可以在线分离HMF，产率高。此一步过程在相对温和的条件下运行，代表着朝着可持续的HMF生产迈出的重要一步。
• Densities and viscosities of imidazolium and pyridinium chloroaluminate ionic liquids
  作者：Wioletta Ochędzan-Siodłak、Katarzyna Dziubek、Dawid Siodłak

  DOI：10.1016/j.molliq.2012.10.001

  日期：2013.1

  The chloroaluminate ionic liquids are used in various types of reactions. However, due to their particular vulnerability on water, their physical properties have not been previously investigated very extensively. The densities and viscosities of series imidazolium and pyridinium chloroaluminate ionic liquids having alkyl (butyl, hexyl, octyl) or aralkyl (benzyl, ethylphenyl) chain at the cation, various effective molar fraction of AlCl3 (chi(AlCl3)=0.5, 0.65, 0.7), as well as they mixture and mixture with common organic solvents (hexane, toluene) were measured at the temperature range 293.15-343.15 K (20-70 degrees C). Densities, and particularly viscosities decrease with the increase of temperature. The density decreases with the increase of the length of the alkyl chain. The type of cation also influences the density, however, the order is different than for non-haloaluminate ionic liquids and depends on the alkyl chain length. Viscosity increases with increasing alkyl chain length, but it is not a linear trend. The ionic liquid with meta position of the alkyl chain is considerably more dense and more viscous than para isomer. The presence of aromatic phenyl ring at the side chain of the cation increases both density and viscosity. Higher effective molar fraction of AlCl3 increases density and decreases viscosity, however, for the imidazolium ionic liquid the change of viscosity diminishes at higher temperatures. Organic solvents decrease both density and viscosity of the ionic liquids, but aliphatic hexane imposes much smaller effect than aromatic toluene. The mixture of two ionic liquids has density and viscosity between those for constituents. This extends the application of the aralkyl ionic liquids over temperatures, in which they are in solid state. (C) 2012 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.
• US6025496A
  申请人：——

  公开号：US6025496A

  公开（公告）日：2000-02-15