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

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

Product Name
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
Formula Weight
340.89
MOL File
141556-45-8.mol
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1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
TSCA 
No
HS Code 
29332900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
574066
Product name
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
Packaging
1g
Price
$86.7
Updated
2024/03/01
Sigma-Aldrich
Product number
574066
Product name
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
Packaging
5g
Price
$264
Updated
2024/03/01
TCI Chemical
Product number
D3446
Product name
1,3-Dimesitylimidazolium Chloride
Purity
>98.0%(HPLC)
Packaging
1g
Price
$71
Updated
2024/03/01
TCI Chemical
Product number
D3446
Product name
1,3-Dimesitylimidazolium Chloride
Purity
>98.0%(HPLC)
Packaging
5g
Price
$228
Updated
2024/03/01
Alfa Aesar
Product number
H27535
Product name
1,3-Dimesitylimidazolium chloride, 96%
Packaging
1g
Price
$73.65
Updated
2024/03/01
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1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Chemical Properties,Usage,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.

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.


1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Preparation Products And Raw materials

Raw materials

Preparation Products

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

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

henan kanbei chemical co.,ltd
Product
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE 141556-45-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2022-09-26
Zhuozhou Wenxi import and Export Co., Ltd
Product
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE 141556-45-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Longyan Tianhua Biological Technology Co., Ltd
Product
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE 141556-45-8
Price
US $3.00/Kg/Bag
Min. Order
25Kg/Bag
Purity
99%
Supply Ability
20 Tons
Release date
2020-11-10

141556-45-8, 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Related Search:

1,3-BIS(2,6-DI-I-PROPYLPHENYL)-4,5-DIHYDROIMIDAZOLIUM TETRAFLUOROBORATE 1,3-BIS(2,4,6-TRIMETHYLPHENYL)-4,5-DIHYDROIMIDAZOLIUM TETRAFLUOROBORATE 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride 1,3-BIS(2,6-DIISOPROPYLPHENYL)-IMIDAZOLIDINIUM-CHLORIDE 1,3-BIS(2,4,6-TRIMETHYLPHENYL)-IMIDAZOLIDINIUM-CHLORIDE 1,3-Bis(2,6-di-isopropylphenyl)imidazol-2-ylidenegold(I)chloride,95% 1,2-DIMETHYL-3-PROPYLIMIDAZOLIUM IODIDE 1,3-DIMETHYLIMIDAZOLIUM CHLORIDE 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride

  • 1,3-DIMESITYLIMIDAZOLIUM CHLORIDE
  • 1,3-BIS(2,4,6-TRIMETHYLPHENYL)-4,5-DIHYDROIMIDAZOLIUM 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-Bisimidazolium 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%
  • IMes.HCl
  • 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-DiMesityl-1H-iMidazol-3-iuM chloride
  • 1,3-bis(2,4,6-triMethylphenyl)iMidazol-1-iuM,chloride
  • 1,3-Dimesitylimidazoliumchloride,96%
  • 1,3-Bis(mesityl)imidazolium chloride
  • 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
  • IMESCL
  • 1,3-bis(2,4,6-trimethylphenyl)imidazolidin-1-ium
  • 1,3-DimesitylimidazoliumChloride&gt
  • 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)-1H-Imidazolium chloride (1:1)
  • 1,3-bis (2,4,6-trimethylphenyl) imidazole chloride
  • 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride,98%
  • 1,3-Dimesityl-1H-imidazol-3-ium chloride , IMes.HCl
  • 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