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

Name: 1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene
Brand: ChemScene
Availability: InStock
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CAS No. 141556-42-5
Cat. No. CS-0095580
Purity≥98%
MDL No.MFCD09265338

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene|CS-0095580

Structure of 141556-42-5

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General Information

CAS No. 141556-42-5
Cat. No. CS-0095580
Purity ≥98%
MDL No. MFCD09265338
Storage -20°C, stored under nitrogen, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₂₄N₂
Molecular Weight 304.44
Synonym(s) 1,3-Dimesityl-1H-imidazol-3-ium-2-ide
SMILES [C]1N(C=CN1C=2C(=CC(=CC2C)C)C)C=3C(=CC(=CC3C)C)C

Application

1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene serves as a sterically encumbered N-heterocyclic carbene (NHC) catalyst precursor, enabling robust transition-metal-catalyzed cross-coupling and C–H activation reactions. Its enhanced stability and resistance to oxidation facilitate handling and purification under ambient conditions, while the mesityl substituents provide excellent steric protection and tunable electronic properties for diverse catalytic applications in synthetic organic chemistry.

Synthesis

Route1
- In-stock
  
  141556-45-8
- ~84%
- In-stock
  
  141556-42-5
References
- Arduengo III, Anthony J.; Rasika Dias; Harlow, Richard L.; Kline, Michael Journal of the American Chemical Society, 1992 , vol. 114, # 14 p. 5530 - 5534
Route2
- 1130280-40-8
- ~%
- In-stock
  
  141556-42-5
References
- Angewandte Chemie - International Edition, , vol. 52, # 31 p. 8045 - 8049 Angew. Chem., , vol. 125, # 31 p. 8203 - 8207

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02,GHS07
Signal Word : Warning	UN#: 1325
Class : 4.1	Packing Group : Ⅲ
Hazard Statements : H228-H315-H319-H335
Precautionary Statements : P210-P240-P241-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P405-P501

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Computational Chemistry Data

TPSA 6.48
LogP 5.33121
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Catalysts and Ligands Ligands Nitrogen Heterocyclic Carbene Ligands Achiral NHC Ligands

Catalysis Carbon-Donor Ligands Imidazolinium Salts

Catalysis Cross-coupling Reaction using Transition Metal Catalysts N-Heterocyclic Carbene (NHC) Ligands

Chemical Synthesis Synthetic Reagents C-C Bond Formation Cross-coupling Reaction using Transition Metal Catalysts

Material Science Polymer/Macromolecule Reagents Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Key Words

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

CAS No. 141556-42-5

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