3-ethyl-1-(p-tolyl)-1H-imidazol-3-ium bromide | 1176198-87-0

• 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-ethyl-1-(p-tolyl)-1H-imidazol-3-ium bromide
• 英文别名: 1-(4-methylphenyl)-3-ethyl imidazolium bromide；1-(4-Methylphenyl)-3-ethyl imidazolium bromide；1-ethyl-3-(4-methylphenyl)imidazol-1-ium;bromide
• CAS: 1176198-87-0
• 化学式: Br*C₁₂H₁₅N₂
• 分子量: 267.168
• InChiKey: YZNXSYVYFJBPFV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  15
• 可旋转键数：
  2
• 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：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 3-ethyl-1-(p-tolyl)-1H-imidazol-3-ium bromide 在 caesium carbonate 、 sodium bromide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Modulating the electronics of orthometalated RuII-NHC complexes via substitution patterns or NHC donors: Studies towards the impacts in catalysis

  摘要：

  DOI：

  10.1016/j.jorganchem.2021.122008
• 作为产物：
  描述：

  1-对甲苯-1H-咪唑 、 溴乙烷 以 乙腈 为溶剂， 生成 3-ethyl-1-(p-tolyl)-1H-imidazol-3-ium bromide
  参考文献：
  名称：

  在温和条件下使用异氰酸酯对唑盐进行碱催化有效的 C2-酰胺化

  摘要：

  开发了异氰酸酯与唑盐的高效碱催化加氢芳基化反应，这为在温和条件下获得多种 C2-酰胺化唑盐提供了便利。

  DOI：

  10.1002/asia.202201301

文献信息

• Salts Comprising Aryl-Alkyl-Substituted Imidazolium and Triazolium Cations and the Use Thereof
  申请人：Strassner Thomas

  公开号：US20110105761A1

  公开（公告）日：2011-05-05

  The present invention relates to salts comprising novel aryl-alkyl-substituted imidazolium and triazolium cations and arbitrary anions. The invention further relates to methods for the chemical conversion and separation of substances, comprising the salts according to the invention as solvents, solvent additives, or extraction means, and to the use of the salts according to the invention, for example as solvents or solvent additives in chemical reactions, as extracting agents for the separation of substances, or for storing hydrogen. According to the invention, the object is achieved by salts of the general formula (I), where X— is an anion, Y1 and Y2 are CH, or Y1 is CH and Y2 is N, or Y1 is N and Y2 is CH, n is a number from 1 up to an including 18, Q is selected from —CH3, —OH, —ORx, —S03H, —S03Rx, —COOH, —COORx, —CORx, NH2, —NHRx, —N(Rx)2, and —CH(Rx)2, Z is H or Rx, R1, R2, R3, R4 and R5 independently from each other are —H, -halogen, —N02, —NH2, —NHRx, —N(Rx)2, —Rx, —COORx or —ORx, where Rx is an optionally substituted and/or branched C1 to C18-alkyl group, excluding compounds of the general formula (I), where Y1 and Y2 are CH and R1, R2, R3, R4 and R5 are H, excluding compounds of the general formula (I), where Y1 and Y2 are CH, R1=R3=R5=CH3 is true, n=1, 2, 6 and Q=CH3 is true, excluding compounds of the general formula (I), where Y1 is CH and Y2 is N, R1, R2, R3, R4 and R5 are H, n=1 is true, and Q=CH3 is true, and excluding compounds of the general formula (I), where Y1 and Y2 are CH, R1, R2, R4, R5=H is true, R3=ORx is true, and Rx is a hydrocarbon having 3 or 12 carbon atoms.

  本发明涉及包含新颖芳基-烷基取代咪唑和三唑阳离子以及任意阴离子的盐。该发明还涉及一种化学转化和物质分离的方法，包括作为溶剂、溶剂添加剂或萃取剂的本发明盐，并且涉及使用本发明的盐，例如作为化学反应中的溶剂或溶剂添加剂，作为物质分离的萃取剂，或用于储存氢。根据本发明，通过一般式(I)的盐实现了该目的，其中X—是一个阴离子，Y1和Y2为CH，或者Y1为CH且Y2为N，或者Y1为N且Y2为CH，n是从1到18的数字，Q从—CH3、—OH、—ORx、—S03H、—S03Rx、—COOH、—COORx、—CORx、NH2、—NHRx、—N(Rx)2和—CH(Rx)2中选择，Z为H或Rx，R1、R2、R3、R4和R5彼此独立地为—H、-卤素、—N02、—NH2、—NHRx、—N(Rx)2、—Rx、—COORx或—ORx，其中Rx是一个可选择地取代和/或支链的C1到C18烷基基团，不包括一般式(I)的化合物，其中Y1和Y2为CH且R1、R2、R3、R4和R5为H，不包括一般式(I)的化合物，其中Y1和Y2为CH，R1=R3=R5=CH3为真，n=1、2、6且Q=CH3为真，不包括一般式(I)的化合物，其中Y1为CH且Y2为N，R1、R2、R3、R4和R5为H，n=1为真，且Q=CH3为真，不包括一般式(I)的化合物，其中Y1和Y2为CH，R1、R2、R4、R5=H为真，R3=ORx为真，且Rx是一个具有3或12个碳原子的碳氢化合物。
• Salts comprising aryl-alkyl-substituted imidazolium and triazolium cations and the use thereof
  申请人：Strassner Thomas

  公开号：US09260397B2

  公开（公告）日：2016-02-16

  The present invention relates to salts comprising novel aryl-alkyl-substituted imidazolium and triazolium cations and arbitrary anions. The invention further relates to methods for the chemical conversion and separation of substances, comprising the salts according to the invention as solvents, solvent additives, or extraction means, and to the use of the salts according to the invention, for example as solvents or solvent additives in chemical reactions, as extracting agents for the separation of substances, or for storing hydrogen. According to the invention, the object is achieved by salts of the general formula (I), where X— is an anion, Y1 and Y2 are CH, or Y1 is CH and Y2 is N, or Y1 is N and Y2 is CH, n is a number from 1 up to an including 18, Q is selected from —CH3, —OH, —ORx, —S03H, —S03Rx, —COOH, —COORx, —CORx, NH2, —NHRx, —N(Rx)2, and —CH(Rx)2, Z is H or Rx, R1, R2, R3, R4 and R5 independently from each other are —H, -halogen, —N02, —NH2, —NHRx, —N(Rx)2, —Rx, —COORx or —ORx, where Rx is an optionally substituted and/or branched C1 to C18-alkyl group, excluding compounds of the general formula (I), where Y1 and Y2 are CH and R1, R2, R3, R4 and R5 are H, excluding compounds of the general formula (I), where Y1 and Y2 are CH, R1=R3=R5=CH3 is true, n=1, 2, 6 and Q=CH3 is true, excluding compounds of the general formula (I), where Y1 is CH and Y2 is N, R1, R2, R3, R4 and R5 are H, n=1 is true, and Q=CH3 is true, and excluding compounds of the general formula (I), where Y1 and Y2 are CH, R1, R2, R4, R5=H is true, R3=ORx is true, and Rx is a hydrocarbon having 3 or 12 carbon atoms.

  本发明涉及含有新型芳基-烷基取代咪唑和三唑阳离子以及任意阴离子的盐。本发明还涉及使用本发明的盐作为溶剂、溶剂添加剂或萃取剂的化学转化和物质分离方法，以及使用本发明的盐，例如作为化学反应中的溶剂或溶剂添加剂，作为分离物质的萃取剂，或用于储存氢。根据本发明，目标是通过公式（I）的盐来实现，其中X-是阴离子，Y1和Y2是CH，或者Y1是CH而Y2是N，或者Y1是N而Y2是CH，n是从1到18的数字，Q从-CH3，-OH，-ORx，-S03H，-S03Rx，-COOH，-COORx，-CORx，NH2，-NHRx，-N（Rx）2，和-CH（Rx）2中选择，Z是H或Rx，R1，R2，R3，R4和R5互相独立地是-H，-卤素，-N02，-NH2，-NHRx，-N（Rx）2，-Rx，-COORx或-ORx，其中Rx是一个可选的和/或支链的C1到C18烷基，不包括公式（I）中Y1和Y2都是CH，而R1，R2，R3，R4和R5都是H的化合物，不包括公式（I）中Y1和Y2都是CH，而R1 = R3 = R5 = CH3为真，n = 1、2、6和Q = CH3为真的化合物，不包括公式（I）中Y1是CH而Y2是N，而R1，R2，R3，R4和R5都是H，n = 1为真，Q = CH3为真的化合物，以及不包括公式（I）中Y1和Y2都是CH，而R1，R2，R4，R5 = H为真，R3 = ORx为真，而Rx是具有3或12个碳原子的碳氢化合物的化合物。
• Direct Access to <i>meta</i>‐Alkylated <i>N</i>‐Arylazolium Salts <i>via</i> Ruthenium Catalyzed Electronically Controlled Site Selective Functionalization: Scope and Mechanistic Aspect
  作者：Somnath Bauri、Shashi Kumar、Arnab Rit

  DOI：10.1002/adsc.202300392

  日期：2023.7.18

  Various control experiments along with the DFT calculation established the reaction pathway of orthometalated Ru(II)-NHC complex (6) formation followed by the generation of a Ru(III)-intermediate, which controls the observed meta-selectivity, via single electron transfer. Crucially, detailed insight of the reaction mechanism helped to comprehend why some substrates are challenging for this methodology

  有效获得具有不同立体电子特性的唑盐一直令有机金属化学家着迷。在此，我们描述了一种 Ru(II) 催化的一步获得多种间烷基化N-芳基（苯并）咪唑鎓盐（> 40 个例子）的方法，该策略从使用烷基溴的容易获得的唑鎓盐开始，通过σ-键活化策略。值得注意的是，本方法与多种唑鎓盐和仲/叔烷基溴兼容，包括生物学相关的基序。各种控制实验以及 DFT 计算建立了邻位金属化 Ru(II)-NHC 配合物 ( 6 ) 形成的反应途径，随后生成 Ru(III)-中间体，从而控制了观察到的反应间位选择性，通过单电子转移。至关重要的是，对反应机制的详细了解有助于理解为什么某些底物对该方法具有挑战性。
• Base‐catalyzed Effective C2‐Amidation of Azolium Salts Using Isocyanates under Mild Conditions
  作者：Somnath Bauri、Arya Ramachandran、Arnab Rit

  DOI：10.1002/asia.202201301

  日期：——

  An efficient base-catalyzed hydroarylation of isocyanates with azolium salts was developed, which provided facile access to a diverse family of C2-amidated azolium salts under mild conditions.

  开发了异氰酸酯与唑盐的高效碱催化加氢芳基化反应，这为在温和条件下获得多种 C2-酰胺化唑盐提供了便利。
• SALZE MIT ARYL-ALKYL-SUBSTITUIERTEN IMIDAZOLIUM- UND TRIAZOLIUMKATIONEN ALS IONISCHE FLÜSSIGKEITEN
  申请人：Technische Universität Dresden

  公开号：EP2254871A1

  公开（公告）日：2010-12-01