2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium chloride

Name: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium chloride
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1228185-09-8
Cat. No. CS-0085079
Molecule weight459.49
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium chloride|CS-0085079

Structure of 1228185-09-8

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General Information

CAS No. 1228185-09-8
Cat. No. CS-0085079
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₃₆Cl₂N₂
Molecular Weight 459.49
Synonym(s) 2-Chloro-1,3-bis(2,6-diisopropylphenyl)imidazolium Chloride
SMILES ClC(N(C=C1)C(C(C(C)C)=CC=C2)=C2C(C)C)=[N+]1C(C(C(C)C)=CC=C3)=C3C(C)C.[Cl-]

Application

2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium chloride serves as a robust, bench-stable N-heterocyclic carbene precursor with enhanced steric protection from bulky 2,6-diisopropylphenyl groups. It facilitates transition-metal-catalyzed couplings and enables efficient formation of stable carbenes under mild conditions. The chloride counterion supports straightforward handling and purification, making it a practical choice for catalytic systems requiring high functional group tolerance and reproducible reactivity in complex synthesis workflows.

Synthesis

Route1
- In-stock
  
  244187-81-3
- ~87%
- In-stock
  
  1228185-09-8
References
- PRESIDENT AND FELLOWS OF HARVARD COLLEGE; RITTER, Tobias; TANG, Pingping Patent: WO2012/142162 A2, 2012 ; Location in patent: Page/Page column 20-21 ;
Route2
- In-stock
  
  250285-32-6
- ~82%
- In-stock
  
  1228185-09-8
References
- Tang, Pingping; Wang, Weike; Ritter, Tobias Journal of the American Chemical Society, 2011 , vol. 133, # 30 p. 11482 - 11484
Route3
- In-stock
  
  24544-04-5
- ~%
- In-stock
  
  1228185-09-8
References
- Tang, Pingping; Wang, Weike; Ritter, Tobias Journal of the American Chemical Society, 2011 , vol. 133, # 30 p. 11482 - 11484

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 8.81
LogP 4.905
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 6

Other Classifications

Catalysts and Ligands Ligands Nitrogen Heterocyclic Carbene Ligands Achiral NHC Ligands

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

Chemical Synthesis Synthetic Reagents C-X(Halogen) Bond Formation Chlorination

Chemical Synthesis Synthetic Reagents Fluorination Reagents Fluorination Reagents (Other)

Catalysis Carbon-Donor Ligands Imidazolinium Salts

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

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2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium chloride

CAS No. 1228185-09-8

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