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

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

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

Americas 1 Belgium 1 China 85 Europe 1 Germany 1 India 2 Japan 1 Norway 1 Switzerland 1 The Netherlands 1 United States 11 Global 106
SIGMA-RBI
Tel
--
Fax
--
Country
Switzerland
ProdList
6896
Advantage
91
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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