1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

ChemicalBook > CAS DataBase List > 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

Reaction

Product Name: 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE
CAS No.: 141556-42-5
Chemical Name: 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE
Synonyms: IMes;1,3-Dimesitylimidazol-2-ylidene;1,3-Dimesityl-2-imidazolylidene;1,3-Dimesitylimidazol-2-ylidene>1,3-Dimesityl-1H-imidazol-3-ium-2-ide;1,3-Dihydro-1,3-dimesityl-2H-imidazol-2-ylidene;1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE;1,3-Bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene;1,3-Dihydro-1,3-bis(mesityl)-2H-imidazol-2-ylidene;1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene,98%
CBNumber: CB8505682
Molecular Formula: C21H24N2**
Formula Weight: 304.42866
MOL File: 141556-42-5.mol

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1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE Property

Melting point:: 140 °C
storage temp.: -20°C
form: Powder
color: white to off-white
Sensitive: air sensitive, moisture sensitive
InChI: InChI=1S/C21H24N2/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/h7-12H,1-6H3
InChIKey: JCYWCSGERIELPG-UHFFFAOYSA-N
SMILES: N1(C=CN(C2C(C)=CC(C)=CC=2C)[C]1)C1=C(C)C=C(C)C=C1C |^3:13|

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Safety

Hazard Codes: Xi
Risk Statements: 10-36/37/38
Safety Statements: 26
RIDADR: UN 1325 4.1/PG 3
WGK Germany: 3
HS Code: 2933.29.9000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H228Flammable solid

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

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: 696188
Product name: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene
Purity: 97%
Packaging: 250mg
Price: $67.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: 696188
Product name: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene
Purity: 97%
Packaging: 1g
Price: $170
Updated: 2024/03/01

TCI Chemical

Product number: D3870
Product name: 1,3-Dimesitylimidazol-2-ylidene
Purity: >97.0%(T)
Packaging: 1g
Price: $141
Updated: 2024/03/01

TCI Chemical

Product number: D3870
Product name: 1,3-Dimesitylimidazol-2-ylidene
Purity: >97.0%(T)
Packaging: 5g
Price: $423
Updated: 2024/03/01

Strem Chemicals

Product number: 07-0600
Product name: 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene, min. 98%
Packaging: 500mg
Price: $103
Updated: 2024/03/01

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1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE Chemical Properties,Usage,Production

Reaction

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) Ruthenium-carbene complexes serve as more reactive catalyst for ring-closing metathesis.

Uses

1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene (IMes) is a nucleophilic N-heterocyclic carbene (NHC) ligand.
It can be used to synthesize:

IMes ligated-rhodium complex as a catalyst for the selective hydrogenation of substituted aryl and heteroaryl boronate esters to cis-substituted borylated cycloalkanes.
IMes/ruthenium complex (Cp*Ru(IMes)Cl)(Cp* =η⁵-C₅Me₃) as a catalyst for olefin ring closing metathesis reaction.

IMes is also used as an ancillary ligand in Pd-catalyzed Suzuki-Miyaura cross-coupling reaction between aryl chlorides or aryl triflates and arylboronic acids.

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene 97% 141556-42-5
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

Career Henan Chemical Co

Product: 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE 141556-42-5
Price: US $1.00/g
Min. Order: 100g
Purity: 99%
Supply Ability: G/KG/T
Release date: 2019-12-20

141556-42-5, 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENERelated Search:

1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride 1,3-Benzenedimethanol 1,3-Dichloro-5,5-dimethylhydantoin 1,3-Indanedione 1,3-Butadiene 1,3-Dichloropropane N,N'-Diethylthiourea 1,3-Diiodopropane 1,3-Bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidine,min.98% 1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE 1,3-Propane sultone 1,3-Diphenylacetone 1,3-BIS(2,6-DIISOPROPYLPHENYL)-IMIDAZOLIDINIUM-CHLORIDE 1,3-Bis[2,6-bis(1-methylethyl)phenyl]-2-(trichloromethyl)-imidazolidine 1,3-Bis(2,6-di-isopropylphenyl)imidazol-2-ylidenegold(I)chloride,95% Diethyl 1,3-acetonedicarboxylate 4-Amino-TEMPO, free radical 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

1,3-bis(2,4,6-trimethylphenyl)-2h-imidazol-1-ium-2-ide

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene,min.98%

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE, MIN. 98%

1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene

1,3-Dimesitylimidazol-2-ylidene

IMes

1,3-Bis(2,4,6-triMethylphenyl)-1,3-dihydro-2H-iMidazol-2-yli

2H-IMidazol-2-ylidene, 1,3-dihydro-1,3-bis(2,4,6-triMethylphenyl)-

1,3-Bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene

1,3-Dihydro-1,3-bis(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene

1,3-Dihydro-1,3-bis(mesityl)-2H-imidazol-2-ylidene

1,3-Dihydro-1,3-dimesityl-2H-imidazol-2-ylidene

1,3-Dimesityl-2-imidazolylidene

1,3-Dimesityl-1H-imidazol-3-ium-2-ide

1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene,98%

1,3-Bis(2,4,6-triMethylphenyl)-1,3-dihydro-2H-iMidazol-2-ylidene 97%

1,3-Dimesitylimidazol-2-ylidene&gt

141556-42-5

C21H24N2

N-heterocyclic carbene