ChemicalBook >> CAS DataBase List >>1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

CAS No.
141556-45-8
Chemical Name:
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
Synonyms
IMes.HCl;IMESCL;1,3-DiMesityl-1H-iMidazol-3-iuM chloride;1,3-Bis(mesityl)imidazolium chloride;1,3-BIS(2,4,6-TRIMETHYLPHENYL)-4,5-DIHYDROIMIDAZOLIUM CHLORIDE;1,3-Bisimidazolium chloride;1,3-DIMESITYLIMIDAZOLIUM CHLORIDE;1,3-DimesitylimidazoliumChloride>1,3-Dimesitylimidazoliumchloride,96%;1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLI&
CBNumber:
CB5707153
Molecular Formula:
C21H25ClN2
Molecular Weight:
340.89
MDL Number:
MFCD02684541
MOL File:
141556-45-8.mol
MSDS File:
SDS
Last updated:2023-10-08 13:17:58

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Properties

Melting point >300 °C (lit.)
Boiling point 499.2°C (rough estimate)
Density 1.0279 (rough estimate)
refractive index 1.5940 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form Powder
color Off-white to beige
Water Solubility Slightly soluble in water.
InChIKey OTOSIXGMLYKKOW-UHFFFAOYSA-M
CAS DataBase Reference 141556-45-8(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
TSCA  No
HS Code  29332900
NFPA 704
1
2 0

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 574066 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride 141556-45-8 1g $86.7 2024-03-01 Buy
Sigma-Aldrich 574066 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride 141556-45-8 5g $264 2024-03-01 Buy
TCI Chemical D3446 1,3-Dimesitylimidazolium Chloride >98.0%(HPLC) 141556-45-8 1g $71 2024-03-01 Buy
TCI Chemical D3446 1,3-Dimesitylimidazolium Chloride >98.0%(HPLC) 141556-45-8 5g $228 2024-03-01 Buy
Alfa Aesar H27535 1,3-Dimesitylimidazolium chloride, 96% 141556-45-8 1g $73.65 2024-03-01 Buy
Product number Packaging Price Buy
574066 1g $86.7 Buy
574066 5g $264 Buy
D3446 1g $71 Buy
D3446 5g $228 Buy
H27535 1g $73.65 Buy

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Chemical Properties,Uses,Production

Chemical Properties

off-white to beige powder

Uses

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride is used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases. For use in the Pd-catalyzed cross-coupling of aryl Grignards with aryl chlorides (Kumada reaction). Many examples have been recorded of the use of NHC ligands in the Suzuki coupling reaction, for examples utilizing 1,3-dimesitylimidazol-2-ylidene, in the coupling of arylboronic acids with relatively unreactive aryl chlorides.

Preparation

In a flask, the imine(3 g, 10 mmol) was dissolved in tetrahydrofuran(25 ml), followed by dropwise addition of chloromethyl ethyl ether(1.04 g, 11 mmol). the mixture was stirred under N2 at 40 °C for 18 h, and then ethyl ether(25 ml) was added to separate white solid. The solid was filtered and washed with ethyl ether. Finally, the white solid was dried under vacuum affording 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride.
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

Reactions

Precursor to the nucleophilic carbene that serves as a bulky, electron-rich "phosphine mimic" for metal-catalyzed reactions.
(a) Palladium-catalyzed Suzuki cross-coupling of aryl chlorides.
(b) Palladium-catalyzed Kumada cross-coupling of aryl chlorides.
(c) Ruthenium-carbene catalysts for ring-closing metathesis.
(d) Suzuki coupling of aryltrimethylammonium salts.
(e) Sonogashira coupling of aryl bromides.
Precursor to a nucleophilic carbene that serves as catalyst.
Ligand for arylation of aldehydes.
Ligand for carbene catalyzed intermolecular arylation of C-H bonds.
Catalyst for boron conjugate additions to cyclic and acyclic α,β-unsaturated carbonyls.
Ligand for dehydrogenative cyclocondensation of aldehydes, alkynes, and dialkylsilanes.
Precursor for carbene for conjugate silylation of alpha, beta-unsaturated carbonyls.
Reaction of 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
Reaction of 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
Reaction of 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

50-00-0
56222-36-7
141556-45-8
Synthesis of 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride from Formaldehyde and N,N'-bis(2,4,6-trimethylphenyl)ethane-1,2-diimine
Global( 252)Suppliers
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Xilinglab Co., Ltd.
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Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58

View Lastest Price from 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
	1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE pictures 2022-09-27 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE
141556-45-8
US $0.00 / kg 1kg 99% 1000kg henan kanbei chemical co.,ltd
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride pictures 2022-09-14 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
141556-45-8
US $0.00-0.00 / KG 1KG 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE pictures 2021-07-02 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE
141556-45-8
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
1,3-DIMESITYLIMIDAZOLIUM CHLORIDE 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE 1,3-(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE N,N'-(2,4,6-TRIMETHYLPHENYL)DIHYDROIMADAZOLIUM CHLORIDE 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLI& 1,3-Bis(2,4,6-trimethylphenyl)imidazoliumchloride,min.95% 1,3-BIS-(2,4,6-TRIMETHYLPHENYL)-1H-IMIDAZOLIUM CHLORIDE 1,3-Bis-(2,4,6-trimethyl-phenyl)-3H-imidazol-1-ium chloride 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride, min. 97% 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride,95% 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride,97% [1,3-bis(2,4,6-triMethylphenyl)-3H-1$l^{5},3-iMidazol-1-yliuM-2-yl]chloranuide 1,3-Bis(2,4,6-triMethylphenyl)iMidazoliuMchloride,Min.97% 1,3-Bis(2,4,6-trimethylphenyl)imidazolium Chloride IMes.HCl 1,3-bis(2,4,6-triMethylphenyl)iMidazol-1-iuM,chloride 1,3-Dimesitylimidazoliumchloride,96% 1,3-Dihydro-1,3-dimesityl-2H-imidazol-2-ylidene monohydrochloride 1,3-Bis(2,4,6-trimethyphenyl)imidazolium chloride 1,3-bis(2,4,6-trimethylphenyl)imidazol-1-ium 1,3-Bisimidazolium chloride 1,3-bis(2,4,6-trimethylphenyl)imidazolidin-1-ium 1,3-DimesitylimidazoliumChloride> 1H-Imidazolium, 1,3-bis(2,4,6-trimethylphenyl)-, chloride (1:1) 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chlori... TIANFU CHEM 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE 1,3-BIS(2,4,6-TRIMETHYLPHENYL)-4,5-DIHYDROIMIDAZOLIUM CHLORIDE IMes.HCl 1,3-DiMesityl-1H-iMidazol-3-iuM chloride 1,3-Bis(mesityl)imidazolium chloride IMESCL 1,3-bis(2,4,6-trimethylphenyl)-1H-Imidazolium chloride (1:1) 1,3-bis (2,4,6-trimethylphenyl) imidazole chloride 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride,98% 141556-45-8 C21H25N2Cl C21H25ClN2 NHC Compounds Catalysis and Inorganic Chemistry organic amine Imidazolium Compounds Ligands N-Heterocyclic Carbene Ligands Synthetic Organic Chemistry Catalysis and Inorganic Chemistry Chemical Synthesis NHC Compounds API intermediates Achiral Nitrogen NHC