Description
1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole (CAS No. 914306-50-6) is a high-purity organic compound with the molecular formula C21H24N2. This advanced heterocyclic imidazole derivative features a sterically hindered 2,6-diisopropylphenyl group and a phenyl substituent, making it a valuable building block for coordination chemistry, ligand design, and catalytic applications. With a molecular weight of 304.43 g/mol, this compound is supplied as a white to off-white crystalline powder with >95% purity (HPLC). Its unique steric and electronic properties make it an ideal candidate for researchers developing transition metal catalysts, N-heterocyclic carbene (NHC) precursors, and specialty materials. Store under inert atmosphere at 2-8°C to ensure long-term stability.
Properties
- CAS Number: 914306-50-6
- Complexity: 343
- IUPAC Name: 1-(2,6-diisopropylphenyl)-2-phenyl-imidazole
- InChI: InChI=1S/C21H24N2/c1-15(2)18-11-8-12-19(16(3)4)20(18)23-14-13-22-21(23)17-9-6-5-7-10-17/h5-16H,1-4H3
- InChI Key: DGCQHTACQZUATF-UHFFFAOYSA-N
- Exact Mass: 304.193948774
- Molecular Formula: C21H24N2
- Molecular Weight: 304.4
- SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)N2C=CN=C2C3=CC=CC=C3
- Topological: 17.8
- Monoisotopic Mass: 304.193948774
- Synonyms: 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole, 914306-50-6, 1-[2,6-di(propan-2-yl)phenyl]-2-phenylimidazole, 1-[2,6-bis(propan-2-yl)phenyl]-2-phenyl-1H-imidazole, 1-(2,6-diisopropylphenyl)-2-phenylimidazole, MFCD27923076, SCHEMBL2040213, DTXSID50728686, C21H24N2, AKOS022175028, DS-6458, DA-31523, CS-0154310, C77122, 1-[2,6-Di(propan-2-yl)phenyl]-2-phenyl-1H-imidazole
Application
1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole serves as a key precursor for N-heterocyclic carbene (NHC) ligands in transition metal catalysis, particularly for palladium and ruthenium complexes. The sterically demanding diisopropylphenyl group enhances catalyst stability in cross-coupling reactions and olefin metathesis. Researchers also utilize this compound in the development of luminescent materials due to its rigid conjugated structure. Its imidazole core makes it valuable for pharmaceutical intermediate synthesis and as a structural motif in agrochemical research.
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