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

Catalog Number
ACM173035104
Product Name
1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride
CAS
173035-10-4
  • Product Overview
  • Usage
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.
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