CAS 173035-10-4 1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride

Synonyms

N,N'-(2,4,6-Trimethylphenyl)dihydroimidazolium chloride;SIMes.HCl; 1,3-Dimesitylimidazolidinium chloride;4,5-Dihydro-1,3-bis(2,4,6-trimethylphenyl)-1H-imidazolium chloride;4,5-Dihydro-1,3-dimesityl-1H-imidazolium chloride

IUPAC Name

1,3-bis(2,4,6-trimethylphenyl)imidazolidin-1-ium;chloride

Molecular Weight

342.91

Molecular Formula

C21H27ClN2

Canonical SMILES

CC1=CC(=C(C(=C1)C)[NH+]2CCN(C2)C3=C(C=C(C=C3C)C)C)C.[Cl-]

InChI Key

HOOKQVAAJVEFHV-UHFFFAOYSA-N

Melting Point

280-286°C

Purity

98%

Appearance

white solid

Storage

Store at 2-8°C, filled with argon

Exact Mass

344.20200

Application

1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride serves as a precursor to N-heterocyclic carbene catalysts and is available as a beige to pink-brown powder. This compound plays a crucial role in facilitating various chemical reactions due to its ability to form complexes with metal pre-catalysts, displaying high catalytic activity. Its applications are diverse, including regioselective cycloadditions of terminal acetylenes with azides to produce 1,4-disubstituted triazoles, and it can also work with internal acetylenes. Additionally, it is instrumental in Markovnikov-type hydration of terminal alkynes, hydrosilylation of ketones, cycloadditions of azides and alkynes, Suzuki-Miyaura reactions, and luminescence experiments.

March 9, 2025

Essential for Efficient Catalysis

Using Alfa Chemistry's 1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride, our lab achieved impressive results in Markovnikov hydration of terminal alkynes and Suzuki-Miyaura reactions. The powder's high catalytic efficiency significantly enhanced our synthesis outcomes.