Merck
CN

656631

Sigma-Aldrich

1,3-双(2,4,6-三甲基苯基)氯化咪唑

95%

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别名:
1,3-二甲基咪唑烷氯化物, 4,5-二氢-1,3-二甲苯基-1H-咪唑氯化物, 4,5-二氢-1,3-双(2,4,6-三甲基苯基)-1H-咪唑氯化物, 1,3-二(2,4,6-三甲苯)咪唑氯盐
Empirical Formula (Hill Notation):
C21H27ClN2
分子量:
342.91
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

95%

reaction suitability

reagent type: ligand

mp

280-286 °C

SMILES string

[Cl-].Cc1cc(C)c(N2CC[N+](=C2)c3c(C)cc(C)cc3C)c(C)c1

InChI

1S/C21H27N2.ClH/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;/h9-13H,7-8H2,1-6H3;1H/q+1;/p-1

InChI key

COGMCBFILULEOS-UHFFFAOYSA-M

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574074574066656623
reaction suitability

reagent type: ligand

reaction suitability

reagent type: ligand

reaction suitability

reagent type: ligand

reaction suitability

reagent type: ligand

mp

280-286 °C

mp

278 °C (dec.) (lit.)

mp

>300 °C (lit.)

mp

289-293 °C (lit.)

一般描述

1,3-双(2,4,6-三甲基苯基)咪唑啉氯化物是一种 NHC(N-杂环卡宾)配体,其可与金属预催化剂结合形成具有高催化活性的络合物。

应用

N-杂环卡宾配体

N-杂环卡宾催化剂前体用于:
  • 叠氮化物与末端乙炔的区域选择性环加成反应,生成 1,4-二取代的三唑。内部乙炔也可与该催化剂一起使用。
  • Markovnikov 型末端炔烃的水合作用
  • 酮的氢化硅烷化和叠氮化物和炔烃的环加成
  • Suzuki-Miyaura 反应
  • 发光实验

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Silvia Díez-González et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(29), 7558-7564 (2006-09-14)
A versatile and highly efficient catalyst for the Huisgen cycloaddition reaction has been developed. Previously isolated or in situ generated azides yielded 1,2,3-triazoles with differently substituted alkynes in the presence of a [(NHC)CuBr] complex (NHC = N-heterocyclic carbene). Extremely high
C. E. Czegeni, et al.,
J. Mol. Catal. A: Chem., 340, 1-8 (2011)
Vonika Ka-Man Au et al.
Journal of the American Chemical Society, 131(25), 9076-9085 (2009-06-03)
A new class of luminescent mononuclear and dinuclear N-heterocyclic carbene-containing gold(III) complexes has been synthesized and characterized. The X-ray crystal structures of most of the complexes have also been determined. Electrochemical studies reveal a ligand-centered reduction originated from the RC--N--CR
Silvia Díez-González et al.
Dalton transactions (Cambridge, England : 2003), 39(32), 7595-7606 (2010-07-14)
The preparation of three series of [(NHC)CuX] complexes (NHC = N-heterocyclic carbene, X = Cl, Br, or I) is reported. These syntheses are high yielding and only use readily available starting materials. The prepared complexes were spectroscopically and structurally characterized.
V Poza-Nogueiras et al.
Chemosphere, 199, 68-75 (2018-02-13)
Conventional water treatments are generally inadequate for degradation of emerging pollutants such as ionic liquids (ILs). The use of heterogeneous electro-Fenton (HEF) has attracted great interest, due to its ability to efficiently oxidize a wide range of organic pollutants operating

商品

N-杂环卡宾(NHC)配体

随着金属络合物催化的未活化底物的交叉偶联反应领域的快速进展,通过引入大量的非手性和手性膦配体化合物库,已变革了化学市场。

N-Heterocyclic Carbene (NHC) Ligands

Rapid progress in cross-coupling reactions of unactivated substrates catalyzed by metal complexes has transformed the chemical market-place through introduction of an extensive library of achiral and chiral phosphine ligands.

N-Heterocyclic Carbene (NHC) Ligands

Emerging class of privileged ligands

N-Heterocyclic Carbene Ligands

A wide range of NHC ligands are commonly available which exhibit high activities.

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