1-十二烷基-3-甲基咪唑三氟甲磺酸盐 | 404001-52-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-十二烷基-3-甲基咪唑三氟甲磺酸盐
• 英文名称: 3-dodecyl-1-methyl-1H-imidazol-3-ium trifluoromethanesulfonate
• 英文别名: 1-dodecyl-3-methylimidazolium trifluoromethane sulfonate；1-dodecyl-3-methylimidazolium triflate；1-dodecyl-3-methylimidazol-1-ium trifluoromethanesulfonate；1-dodecyl-3-methylimidazol-3-ium;trifluoromethanesulfonate
• CAS: 404001-52-1
• 化学式: CF₃O₃S*C₁₆H₃₁N₂
• 分子量: 400.506
• InChiKey: RSNWMNCQEJIOHL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.28
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  十二烷醇 在 poly(vinylpyridine) 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 19.0h， 生成 1-十二烷基-3-甲基咪唑三氟甲磺酸盐
  参考文献：
  名称：

  The liquid crystal state: An intermediate state to obtain crystal packing

  摘要：

  Two 1-alkyl-3-methylimidazolium trifluoromethanesulfonate, [CxMIM][TfO] (x = 12 or 20), form in appropriate solvents liquid crystal phases from which crystals can be obtained. The cohesion of this crystal is ensured by a combination of dispersion forces, H-bonds and electrostatic interactions developed firstly in the liquid crystal phase. (C) 2014 Elsevier B.V. All tights reserved.

  DOI：

  10.1016/j.molliq.2014.10.032

文献信息

• Direct Dehydroxylative Coupling Reaction of Alcohols with Organosilanes through Si–X Bond Activation by Halogen Bonding
  作者：Masato Saito、Nobuya Tsuji、Yusuke Kobayashi、Yoshiji Takemoto

  DOI：10.1021/acs.orglett.5b01290

  日期：2015.6.19

  The combined use of a halogen bond (XB) donor with trimethylsilyl halide was found to be an efficient cocatalytic system for the direct dehydroxylative coupling reaction of alcohol with various nucleophiles, such as allyltrimethylsilane and trimethylcyanide, to give the corresponding adduct in moderate to excellent yields. Detailed control experiments and mechanistic studies revealed that the XB interaction

  发现卤素键（XB）供体与三甲基甲硅烷基卤化物的组合使用是一种有效的助催化体系，可用于醇与各种亲核试剂（如烯丙基三甲基硅烷和三甲基氰化物）的直接脱羟基偶联反应，以中等至优异的收率得到相应的加合物。详细的对照实验和机理研究表明，XB相互作用对于反应至关重要。还描述了该偶联反应的应用。
• Thermoregulated Microemulsions by Cyclodextrin Sequestration: A New Approach to Efficient Catalyst Recovery
  作者：Loïc Leclercq、Matthieu Lacour、Samantha H. Sanon、Andreea R. Schmitzer

  DOI：10.1002/chem.200900763

  日期：2009.6.22

  The combination of imidazolium surfactants with α‐cyclodextrins (CDs, in green) was used as a control element in the thermoregulated aqueous olefin hydroformylation. The self‐assembly of the imidazolium surfactants (red) favors the micellization process at high temperatures, whereas at lower temperatures the complexation of the surfactant monomers into the α‐CDs is favored.

  咪唑鎓表面活性剂与α-环糊精（CD，绿色）的组合用作温度调节烯烃加氢甲酰化反应中的控制元素。咪唑类表面活性剂（红色）的自组装有利于高温下的胶束化过程，而在较低温度下，表面活性剂单体向α-CDs的络合是有利的。
• Surface-active ionic liquids in micellar catalysis: impact of anion selection on reaction rates in nucleophilic substitutions
  作者：Alice Cognigni、Peter Gaertner、Ronald Zirbs、Herwig Peterlik、Katharina Prochazka、Christian Schröder、Katharina Bica

  DOI：10.1039/c6cp00493h

  日期：——

  anions was tested in nucleophilic substitution reactions for the degradation of organophosphorus compounds. Kinetic studies via UV-Vis spectrophotometry showed a strong acceleration of the reaction in the micellar system compared to pure water. In addition, an influence of the anion was observed, resulting in a correlation between the anion binding to the micelle and the reaction rate constants, indicating

  合成了一系列基于1-十二烷基-3-甲基咪唑鎓阳离子和不同阴离子（例如卤化物和烷基硫酸盐）的表​​面活性离子液体。通过表面张力、电导率测量和紫外-可见光谱来表征这些离子液体在水中的聚集行为，以确定临界胶束浓度 (CMC) 并提供聚集参数。两亲性离子液体的表面活性和聚集特性的测定伴随着对选定的表面活性离子液体的 SAXS 研究。测试了这些具有不同阴离子的表面活性离子液体在亲核取代反应中对有机磷化合物降解的应用。通过紫外-可见分光光度法进行的动力学研究表明，与纯水相比，胶束系统中的反应强烈加速。此外，还观察到阴离子的影响，导致与胶束结合的阴离子与反应速率常数之间存在相关性，表明仔细选择表面活性离子液体可以显着影响反应结果。
• Synthesis of imidazolium and pyridinium-based ionic liquids and application of 1-alkyl-3-methylimidazolium salts as pre-catalysts for the benzoin condensation using solvent-free and microwave activation
  作者：Audrey Aupoix、Bruce Pégot、Giang Vo-Thanh

  DOI：10.1016/j.tet.2009.11.110

  日期：2010.2

  An efficient one-pot procedure for the synthesis of ionic liquids based on nitrogen-containing heterocycles, imidazolium or pyridinium under 'green chemistry' conditions has been described Imidazolium salts and DBU have been found to catalyze efficiently the berizoin condensation giving good yields within very short reaction time using solvent-free microwave activation conditions (C) 2009 Elsevier Ltd All rights reserved
• FREESTANDING ION GEL AND METHOD FOR PREPARING THE SAME
  申请人：Research & Business Foundation Sungkyunkwan University

  公开号：US20210054127A1

  公开（公告）日：2021-02-25

  Disclosed is preparation of a freestanding ion gel having high stability and high ionic conductivity based on surface-activity ionic liquids. Further, disclosed is a solid electrolyte using the ion gel. A method for preparing the freestanding ion gel include mixing a surface-activity ionic liquid having an alkyl group having 8 or greater carbon atoms, a crosslinking agent, water and oil with each other to form a bicontinuous microemulsion mixture; ii) adding an initiator to the mixture; and iii) curing the mixture using ultraviolet (UV) or thermal energy to form a freestanding ion gel.