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

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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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%

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