2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, mixt. with cesium fluoride

Name: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, mixt. with cesium fluoride
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CAS No. 1648825-53-9
Cat. No. CS-0203301
Purity30+ wt. %(2-Chloro-1,3-bis(2,6-diisopropylphenyl)imidazolium chloride)
MDL No.None

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2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, mixt. with cesium fluoride|CS-0203301

Structure of 1648825-53-9

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Description

This imidazolium salt features a sterically shielded, electron-deficient core paired with a fluoride source, enabling efficient C–H functionalization under mild conditions. The bulky diisopropylphenyl groups enhance solubility and stability, while the cesium fluoride component facilitates facile anion exchange. This combination streamlines transition-metal-free cross-coupling reactions in synthetic chemistry workflows.

Application

2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, mixed with cesium fluoride, serves as a stable, bench-ready N-heterocyclic carbene precursor that facilitates palladium-catalyzed cross-coupling reactions. The cesium fluoride additive enhances reactivity by promoting in situ carbene formation while improving solubility and functional group tolerance in polar reaction media. This combination enables efficient C–C and C–heteroatom bond formation under mild conditions, offering reliable performance in synthetic workflows requiring robust catalytic systems.

General Information

CAS No. 1648825-53-9
Cat. No. CS-0203301
Purity 30+ wt. %(2-Chloro-1,3-bis(2,6-diisopropylphenyl)imidazolium chloride)
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₃₆Cl₂CsFN₂
Molecular Weight 611.40
Synonym(s) PhenoFluor™2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium chloride - cesium fluoride
SMILES F[Cs].ClC1=[N+](C2=C(C(C)C)C=CC=C2C(C)C)C=CN1C3=C(C(C)C)C=CC=C3C(C)C.[Cl-]

Computational Chemistry Data

TPSA 8.81
LogP 4.9444
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 6

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-P330-P362+P364-P405-P501

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Other Classifications

Catalysts and Ligands Ligands Nitrogen Heterocyclic Carbene Ligands Achiral NHC Ligands

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

Chemical Synthesis Synthetic Reagents Fluorination Reagents Fluorination

Catalysis Carbon-Donor Ligands Imidazolinium Salts

Catalysis Compounds by Element Classes Metal Compounds Typical Metal Compounds

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

Catalysis Main-group Elements Cesium

Key Words

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2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, mixt. with cesium fluoride

CAS No. 1648825-53-9

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