Thermo Scientific Chemicals

1,3-Dimesitylimidazolium chloride, 95%, Thermo Scientific Chemicals

Catalog number: H27535.06
5 g, Each
Thermo Scientific Chemicals

1,3-Dimesitylimidazolium chloride, 95%, Thermo Scientific Chemicals

Catalog number: H27535.06
5 g, Each
Quantity
Catalog number: H27535.06
also known as H27535-06
Price (USD)
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Chemical Identifiers

CAS
141556-45-8
IUPAC Name
1,3-bis(2,4,6-trimethylphenyl)-3H-1λ⁵-imidazol-1-ylium chloride
Molecular Formula
C21H25ClN2
InChI Key
OTOSIXGMLYKKOW-UHFFFAOYSA-M
SMILES
[Cl-].CC1=CC(C)=C(N2C=C[N+](=C2)C2=C(C)C=C(C)C=C2C)C(C)=C1
Assay (Titration ex Chloride)
≥92.0 to ≤108.0%
Appearance (Color)
White to cream
Form
Powder

Description

Used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases. For use in the Pd-catalyzed cross-coupling of aryl Grignards with aryl chlorides (Kumada reaction). Many examples have been recorded of the use of NHC ligands in the Suzuki coupling reaction, for examples utilizing 1,3-dimesitylimidazol-2-ylidene, in the coupling of arylboronic acids with relatively unreactive aryl chlorides.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases. For use in the Pd-catalyzed cross-coupling of aryl Grignards with aryl chlorides (Kumada reaction). Many examples have been recorded of the use of NHC ligands in the Suzuki coupling reaction, for examples utilizing 1,3-dimesitylimidazol-2-ylidene, in the coupling of arylboronic acids with relatively unreactive aryl chlorides.

Solubility
Slightly soluble in water.

Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
RUO – Research Use Only

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