1-methyl-3-(2-(piperidin-1-yl)ethyl)-1H-imidazol-3-ium-chloride | 1048677-33-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-methyl-3-(2-(piperidin-1-yl)ethyl)-1H-imidazol-3-ium-chloride
• 英文别名: 1-(2'-piperid-1'-yl-ethyl)-3-methylimidazolium chloride；[MimPD]Cl；1-[2-(3-Methylimidazol-3-ium-1-yl)ethyl]piperidine;chloride；1-[2-(3-methylimidazol-3-ium-1-yl)ethyl]piperidine;chloride
• CAS: 1048677-33-3
• 化学式: C₁₁H₂₀N₃*Cl
• 分子量: 229.753
• InChiKey: SWWDRVKOMCGNNZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  12
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methyl-3-(2-(piperidin-1-yl)ethyl)-1H-imidazol-3-ium-chloride 在 氟硼酸钠 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 1-(2'-piperid-1'-yl-ethyl)-3-methylimidazolium tetrafluoroborate
  参考文献：
  名称：

  An ionic phosphine-ligated rhodium(III) complex as the efficient and recyclable catalyst for biphasic hydroformylation of 1-octene

  摘要：

  A novel ionic complex with insensitivity to moisture and air, bis-[1-butyl-2-diphenylphosphanyl-3-methylimidazolium]tetrachloridorhodium(III) hexafluorophosphate (1A), has been synthesized and fully characterized. The single-crystal X-ray diffraction analysis shows that 1A is composed of the Rh(III)-complex cation and the counter-anion of PF6-. The complex cation has highly symmetrical Rh-III-centered octahedron geometry with four Cl atoms in the equatorial plane and two imidazolium-substituted phosphine ligands in the axial position. The catalytic performance of 1A, which could be tailored by the ligands and the solvents, was investigated toward the biphasic hydroformylation of 1-octene. It was found that the presence of the hemilabile hybrid P,N-ligand of 3 (1-(2'-piperid-1'-yl-ethyl)-2-diphenylphosphino-3-methylimidazolium hexafluorophosphate), as a kind of ligand-functionalized ionic liquids (ILs), could dramatically spur the catalytic activity of 1A. The use of the RTIL of [PEmim]BF4 (1-(2'-piperid-1'-yl-ethyl)-3-methylimidazolium tetrafluoroborate) as the solvent not only fulfilled the efficient biphasic hydroformylation of 1-octene, but also guaranteed the successful recovery and recycling of the ionic compositions of 1A and 3. (c) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2013.07.004
• 作为产物：
  描述：

  N-甲基咪唑 、 1-(2-氯乙基)哌啶盐酸盐 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 72.0h， 生成 1-methyl-3-(2-(piperidin-1-yl)ethyl)-1H-imidazol-3-ium-chloride
  参考文献：
  名称：

  基于多金属氧酸盐的氨基官能化离子固体 催化剂 导致高效的异构 环氧化 的 烯烃与H 2 O 2

  摘要：

  质子交换和阴离子交换氨基连接制备的基于多金属氧酸盐（POM）的离子杂化纳米球 离子液体 阳离子 Keggin POM阴离子已被证明是高效异质的 催化剂 用于环氧化 烯烃H 2 O 2，具有回收方便，稳定重用，制备简单，组成灵活的优点。

  DOI：

  10.1039/c1gc15302a
• 作为试剂：
  描述：

  反式硝基苯乙烯 、 乙酰乙酸甲酯 在 1-methyl-3-(2-(piperidin-1-yl)ethyl)-1H-imidazol-3-ium-chloride 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以83%的产率得到2-乙酰基-4-硝基-3-苯基丁酸甲酯
  参考文献：
  名称：

  Basic-functionalized recyclable ionic liquid catalyst: A solvent-free approach for Michael addition of 1,3-dicarbonyl compounds to nitroalkenes under ultrasound irradiation

  摘要：

  A task-specific ionic liquid (TSIL) has been introduced as a recyclable catalyst in Michael addition. A series of nitroalkenes and various C-based nucleophiles were reacted in the presence of 30 mol% of recyclable basic-functionalized ionic liquid. Good to excellent yields were obtained in 30 min under ultrasound irradiation. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ultsonch.2012.11.002

文献信息

• Polyoxometalate-based amino-functionalized ionic solid catalysts lead to highly efficient heterogeneous epoxidation of alkenes with H2O2
  作者：Yan Leng、Jun Wang、Dunru Zhu、Mingjue Zhang、Pingping Zhao、Zhouyang Long、Jun Huang

  DOI：10.1039/c1gc15302a

  日期：——

  Polyoxometalate(POM)-based ionic hybrid nanospheres prepared by protonating and anion-exchanging amino-attached ionic liquid cations with Keggin POM-anions have proven to be highly efficient heterogeneous catalysts for the epoxidation of alkenes with H2O2, presenting advantages of convenient recovery, steady reuse, simple preparation, and flexible composition.

  质子交换和阴离子交换氨基连接制备的基于多金属氧酸盐（POM）的离子杂化纳米球 离子液体 阳离子 Keggin POM阴离子已被证明是高效异质的 催化剂 用于环氧化 烯烃H 2 O 2，具有回收方便，稳定重用，制备简单，组成灵活的优点。
• Basic-functionalized recyclable ionic liquid catalyst: A solvent-free approach for Michael addition of 1,3-dicarbonyl compounds to nitroalkenes under ultrasound irradiation
  作者：Senthil Narayanaperumal、Rodrigo César da Silva、Karla Santos Feu、Alexander Fernández de la Torre、Arlene G. Corrêa、Márcio Weber Paixão

  DOI：10.1016/j.ultsonch.2012.11.002

  日期：2013.5

  A task-specific ionic liquid (TSIL) has been introduced as a recyclable catalyst in Michael addition. A series of nitroalkenes and various C-based nucleophiles were reacted in the presence of 30 mol% of recyclable basic-functionalized ionic liquid. Good to excellent yields were obtained in 30 min under ultrasound irradiation. (C) 2012 Elsevier B.V. All rights reserved.
• An ionic phosphine-ligated rhodium(III) complex as the efficient and recyclable catalyst for biphasic hydroformylation of 1-octene
  作者：Sheng-Jie Chen、Yong-Yong Wang、Wei-Min Yao、Xiao-Li Zhao、Giang VO-Thanh、Ye Liu

  DOI：10.1016/j.molcata.2013.07.004

  日期：2013.11

  A novel ionic complex with insensitivity to moisture and air, bis-[1-butyl-2-diphenylphosphanyl-3-methylimidazolium]tetrachloridorhodium(III) hexafluorophosphate (1A), has been synthesized and fully characterized. The single-crystal X-ray diffraction analysis shows that 1A is composed of the Rh(III)-complex cation and the counter-anion of PF6-. The complex cation has highly symmetrical Rh-III-centered octahedron geometry with four Cl atoms in the equatorial plane and two imidazolium-substituted phosphine ligands in the axial position. The catalytic performance of 1A, which could be tailored by the ligands and the solvents, was investigated toward the biphasic hydroformylation of 1-octene. It was found that the presence of the hemilabile hybrid P,N-ligand of 3 (1-(2'-piperid-1'-yl-ethyl)-2-diphenylphosphino-3-methylimidazolium hexafluorophosphate), as a kind of ligand-functionalized ionic liquids (ILs), could dramatically spur the catalytic activity of 1A. The use of the RTIL of [PEmim]BF4 (1-(2'-piperid-1'-yl-ethyl)-3-methylimidazolium tetrafluoroborate) as the solvent not only fulfilled the efficient biphasic hydroformylation of 1-octene, but also guaranteed the successful recovery and recycling of the ionic compositions of 1A and 3. (c) 2013 Elsevier B.V. All rights reserved.