656631

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

95%

• Synonym(s): 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, N,N′-(2,4,6-Trimethylphenyl)dihydroimidazolium chloride
• Empirical Formula (Hill Notation): C₂₁H₂₇ClN₂
• CAS Number: 173035-10-4
• Molecular Weight: 342.91
• MDL number: MFCD09039279
• UNSPSC Code: 12352005
• PubChem Substance ID: 24884213
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• reaction suitability: reagent type: ligand
• mp: 280-286 °C
• SMILES string: [Cl-].Cc1cc(C)c(N2CC[N+](=C2)c3c(C)cc(C)cc3C)c(C)c1
• InChI: 1S/C21H27N2.ClH/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;/h9-13H,7-8H2,1-6H3;1H/q+1;/p-1
• InChI key: COGMCBFILULEOS-UHFFFAOYSA-M

Description

General description

1,3-Bis(2,4,6-trimethylphenyl)imidazolinium chloride is an NHC (N-heterocyclic carbene) ligand which can bind with metal pre-catalysts to form complexes that show high catalytic activity.

Application

N-Heterocyclic Carbene Ligands

Precursor to an N-heterocyclic carbene catalysts used for:

• A regioselective cycloadditon of terminal acetylenes with azides leading to 1,4-disubstitutedtriazoles. Internal acetylenes can also be used with this catalyst.
• Markovnikov-type hydration of terminal alkynes
• Hydrosilylation of ketones and cycloaddition of azides and alkynes
• Suzuki-Miyaura reactions
• Luminescence experiments

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves