1-(6-hydroxyhexyl)-3-methylimidazolium 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-(6-hydroxyhexyl)-3-methylimidazolium chloride
• 英文别名: 6-(3-Methylimidazol-3-ium-1-yl)hexan-1-ol;chloride；6-(3-methylimidazol-3-ium-1-yl)hexan-1-ol;chloride
• 化学式: C₁₀H₁₉N₂O*Cl
• 分子量: 218.727
• InChiKey: LBICZSARVXQSIU-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.13
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  29
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(6-hydroxyhexyl)-3-methylimidazolium chloride 、 bis(trifluoromethane)sulfonimide lithium 以 水 为溶剂， 反应 24.0h， 生成 1-(6-hydroxyhexyl)-3-methyl imidazolium bis(trifluoromethylsulfonyl)amide
  参考文献：
  名称：

  羟基官能化咪唑鎓离子液体在 LiFePO4 离子热合成中的烷基链长效应

  摘要：

  摘要 LiFePO4 是最有前途的锂离子电池正极材料之一。为了研究阳离子在 LiFePO4 离子热合成中的作用，使用微波辅助方法合成了三种含有不同长度的羟基封端烷基链的咪唑基离子液体：1-（3-羟丙基）-3-甲基咪唑鎓双(三氟甲基磺酰基)酰胺、1-(6-羟基己基)-3-甲基咪唑鎓双(三氟甲基磺酰基)酰胺和1-(9-羟基壬基)-3-甲基咪唑鎓双(三氟甲基磺酰基)酰胺。尝试使用各种前体对每种离子液体进行离子热合成。使用粉末X射线衍射和固态核磁共振光谱研究所得固体产物。LiFePO4 的产率随着咪唑鎓上羟基封端的烷基链长度的增加而增加。图形概要

  DOI：

  10.1080/10426507.2018.1528260
• 作为产物：
  描述：

  N-甲基咪唑 、 6-氯-1-己醇 反应 24.0h， 以95%的产率得到1-(6-hydroxyhexyl)-3-methylimidazolium chloride
  参考文献：
  名称：

  Ionic Liquid Supports Stable Under Conditions of Peptide Couplings, Deprotections and Traceless Suzuki Reactions

  摘要：

  使用1-甲基咪唑和吡啶阳离子以及溴化物、氯化物、碘化物和四氟硼酸盐为基础合成了功能化了羧基、醇基或氨基的离子液体支持体（ILS）。这些具有反应性的离子液体通过NMR和HRMS进行了全面表征。基于1-(6-氨基己基)-3-甲基咪唑碘化物的离子液体已在肽化学条件下被用于偶联和去保护反应。还开发了一种将（溴苯基）硅烷连接到离子液体支持体的方法，以引入无痕连接剂。带有溴苯基的离子液体在Suzuki交叉偶联条件下与ArB(OH)2反应，生成的化合物通过Br2/pyridine进行溴硅脱基反应，以获得产率较高的取代产物。ILS的底物负载量高，可调节在2.5至5.0 mmol/g之间。

  DOI：

  10.1135/cccc20070417

文献信息

• PROCESS FOR PRODUCING ETHYLENE GLYCOL CATALYZED BY IONIC LIQUID
  申请人：Zhang Suojiang

  公开号：US20130072727A1

  公开（公告）日：2013-03-21

  Disclosed is a process for producing ethylene glycol catalyzed by an ionic liquid, characterized in that the process includes the following three steps: (a) a carbonylation step of ethylene oxide and CO 2 catalyzed by an ionic liquid composite catalyst comprising a hydroxyl functionalized ionic liquid and an alkali metal salt under an aqueous condition to produce ethylene carbonate and ethylene glycol; (b) a hydrolysis step of reacting the reaction solution containing ethylene carbonate and the ionic liquid composite catalyst obtained in step (a) with water to produce ethylene glycol; (c) a purification step of dehydrating and refining ethylene glycol from the aqueous solution containing ethylene glycol and the catalyst produced in step (b). The present process has the following advantages: the catalyst has high activity, high suitability, and good stability, the reaction condition is wild, the conversion of ethylene oxide is high, the selectivity of ethylene glycol is high, and the process is simple.

  揭示了一种由离子液体催化生产乙二醇的过程，其特征在于该过程包括以下三个步骤：(a) 由含有羟基官能化离子液体和碱金属盐的离子液体复合催化剂在水相条件下催化乙烯氧化物和CO2的羰基化步骤，以产生碳酸乙烯酯和乙二醇；(b) 将步骤(a)中获得的含有碳酸乙烯和离子液体复合催化剂的反应溶液与水反应以产生乙二醇的水解步骤；(c) 从含有乙二醇和步骤(b)中产生的催化剂的水溶液中脱水和精制乙二醇的纯化步骤。该过程具有以下优点：催化剂活性高、适用性强、稳定性好，反应条件宽松，乙烯氧化物转化率高，乙二醇选择性高，过程简单。
• Extractive Solubilization, Structural Change, and Functional Conversion of Cytochrome <i>c</i> in Ionic Liquids via Crown Ether Complexation
  作者：Kojiro Shimojo、Noriho Kamiya、Fumito Tani、Hirochika Naganawa、Yoshinori Naruta、Masahiro Goto

  DOI：10.1021/ac0612877

  日期：2006.11.1

  This article reports on the extraction behavior of heme proteins from an aqueous phase into ionic liquids (ILs) with dicyclohexano-18-crown-6 (DCH18C6), and the structure−function relationship of cytochrome c (Cyt-c) dissolved in ILs. We have found that DCH18C6 enables transfer of Lys-rich proteins into ILs via supramolecular complexation. The hydrophobicity and functional groups of ILs have a great influence on protein partitioning, and a hydroxyl group-containing IL with DCH18C6 is capable of the quantitative partitioning of Cyt-c. On the other hand, protein transfer using conventional organic solvents is negligibly small. UV−visible, CD, and resonance Raman spectroscopic characterizations indicate that the sixth ligand Met 80 in the heme group of the Cyt-c−DCH18C6 complex in IL is replaced by other amino acid residues of the peptide chain and that a non-natural, six-coordinate, low-spin ferric heme structure is induced in IL. Solubilization of Cyt-c in IL causes the environmental change of the heme vicinity of Cyt-c, which triggers the functional conversion of Cyt-c from an electron-transfer protein to peroxidase. The Cyt-c−DCH18C6 complex in IL provides remarkably high peroxidase activity compared with native Cyt-c, because of enhancement of the affinity for H2O2.

  本文报告了用二环己烷-18-冠醚-6（DCH18C6）将血红素蛋白从水相萃取到离子液体（ILs）中的行为，以及溶解在离子液体中的细胞色素 c（Cyt-c）的结构-功能关系。我们发现，DCH18C6 可使富含 Lys 的蛋白质通过超分子复合物转移到 IL 中。IL的疏水性和官能团对蛋白质的分配有很大影响，含有DCH18C6的含羟基IL能够定量分配Cyt-c。另一方面，使用传统有机溶剂的蛋白质转移量微乎其微。紫外-可见光、CD 和共振拉曼光谱表征表明，IL 中 Cyt-c-DCH18C6 复合物血红素基团中的第六配体 Met 80 被肽链的其他氨基酸残基取代，IL 中诱导出一种非天然、六配位、低自旋铁血黄素结构。Cyt-c 在 IL 中的溶解会导致 Cyt-c 附近的血红素发生环境变化，从而引发 Cyt-c 从电子转移蛋白向过氧化物酶的功能转换。与原生 Cyt-c 相比，IL 中的 Cyt-c-DCH18C6 复合物具有极高的过氧化物酶活性，这是因为它对 H2O2 的亲和力增强了。
• Synthesis and physico-chemical characterization of binary mixtures of hydroxyl- and ester-functionalized ionic liquids
  作者：Edward Tatenda Marondedze、Muhammad Mohsin Azim、Bice S. Martincigh、Annegret Stark

  DOI：10.1016/j.molliq.2023.121596

  日期：2023.6

  were calculated which indicated increasing interactions and hence improved packing efficiency by the addition of IL-Ester. The thermal stability was somewhat lowered by the presence of IL-Ester. Hence, this study has provided an insight into the mixing behaviour and interactions among these binary mixtures. A group contribution method was applied to estimate densities from refractive index measurements

  1-(6-羟基己基)-3-甲基咪唑双(三氟甲磺酰基)亚胺(IL-OH)和1-(己基-4-氧代戊酸酯)-3-甲基咪唑双(三氟甲磺酰基)亚胺(IL-酯)的第一个二元体系在整个摩尔分数范围内制备离子液体 (IL)。确定了二元体系在不同温度下的物理化学性质，如密度、粘度、热稳定性和折射率。发现作为IL-酯摩尔分数的函数，密度降低而粘度和折射率增加。此外，计算了额外的特性（摩尔体积和折射率），这表明增加了相互作用，因此通过添加 IL-Ester 提高了填充效率。IL-酯的存在稍微降低了热稳定性。因此，这项研究深入了解了这些二元混合物之间的混合行为和相互作用。应用组贡献法来估计来自折射率测量的密度。总的来说，这项工作构成了开发这些类型的离子液体以反应提取增值产品的基础。
• Rapid preconcentration of viable bacteria using magnetic ionic liquid for PCR amplification and culture-based diagnostics
  申请人：Iowa State University Research Foundation, Inc.

  公开号：US11046991B2

  公开（公告）日：2021-06-29

  In this disclosure, transition and rare earth metal-based magnetic ionic liquids (MILs) are successfully prepared in a two-step synthesis and used to extract viable bacteria from a liquid sample. The disclosed MILs are extremely hydrophobic MILs and were insoluble in aqueous solution at 0.01% (v/v). Furthermore, these MILs were miscible in a variety of polar and non-polar organic solvents. Moreover, these MILs possess low viscosity and increased magnetic susceptibility. These MILs possess unique characteristics that can have great potential uses in various chemical applications such as extraction solvents in LLE, liquid electrochromic materials (Co-based MILs), and novel reaction media for organic synthesis.

  在本公开中，通过两步合成法成功制备了过渡金属和稀土金属基磁性离子液体（MILs），并将其用于从液体样品中提取有活力的细菌。所披露的磁性离子液体是极疏水的磁性离子液体，在 0.01%（v/v）的水溶液中不溶解。此外，这些 MIL 还能与各种极性和非极性有机溶剂混溶。此外，这些 MIL 还具有低粘度和更高的磁感应强度。这些 MILs 具有独特的特性，可在各种化学应用中发挥巨大的潜在作用，如 LLE 中的萃取溶剂、液态电致变色材料（Co 基 MILs）以及有机合成的新型反应介质。
• Synthesis, Characterization, Physical Properties, and Cytotoxicities of 1-(6-Hydroxyhexyl)-3-alkylimidazolium Chloride Ionic Liquids
  作者：M. Ismail Hossain、Moulay-Rachid Babaa、Mohanad El-Harbawi、Zakaria Man、Glenn Hefter、Chun-Yang Yin

  DOI：10.1021/je200589f

  日期：2011.11.10

  Four hydroxyl-functionalized ionic liquids, 1-(6-hydroxyhexyl)-3-alkylimidazolium chlorides [60HimC(n)][Cl]; (n = 0, 1, 2, 4), have been synthesized from the appropriate imidazole precursors and characterized by IR and NMR spectroscopies and elemental analysis. Densities, dynamic viscosities, refractive indices, and surface tensions have been measured for each liquid as a function of temperature at atmospheric pressure and fitted using simple empirical correlation functions. Consistent with related imidazolium-based ionic liquids, an increase in the carbon side-chain length of the imidazolium cation was found to decrease the density and surface tension but increase the viscosity and refractive index. Cytotoxicities of the present liquids were found to decrease with increasing carbon side chain length and were broadly similar to those of other ionic liquids.