Description

1,3-Bis(1-adamantyl)imidazol-1-ium bromide (CAS No. 1134634-78-8) is a high-purity, organometallic compound with the molecular formula C₂₃H₃₃BrN₂. This imidazolium-based ionic liquid features two adamantyl groups, offering exceptional thermal and chemical stability, making it ideal for advanced research applications. Its rigid adamantyl framework enhances steric hindrance, which can be leveraged in catalysis, material science, and supramolecular chemistry. The bromide counterion provides excellent solubility in polar organic solvents, facilitating easy handling and reaction tuning. Suitable for use as a ligand precursor, phase-transfer catalyst, or ionic liquid component, this compound is rigorously tested for quality and consistency, ensuring reliable performance in demanding experimental conditions.

Properties

• CAS Number: 1134634-78-8
• Complexity: 448
• IUPAC Name: 1,3-bis(1-adamantyl)imidazol-1-ium;bromide
• InChI: InChI=1S/C23H33N2.BrH/c1-2-25(23-12-19-6-20(13-23)8-21(7-19)14-23)15-24(1)22-9-16-3-17(10-22)5-18(4-16)11-22;/h1-2,15-21H,3-14H2;1H/q+1;/p-1
• InChI Key: FEWDTMKJVSIYPZ-UHFFFAOYSA-M
• Exact Mass: 416.18271
• Molecular Formula: C23H33BrN2
• Molecular Weight: 417.4
• SMILES: C1C2CC3CC1CC(C2)(C3)N4C=C[N+](=C4)C56CC7CC(C5)CC(C7)C6.[Br-]
• Topological: 8.8
• Monoisotopic Mass: 416.18271
• Synonyms: SCHEMBL588924, 1134634-78-8, DS-020851

Application

1,3-Bis(1-adamantyl)imidazol-1-ium bromide is widely used as a precursor for N-heterocyclic carbene (NHC) ligands in transition-metal catalysis, enabling robust and selective transformations. Its sterically demanding structure makes it valuable in stabilizing reactive intermediates in polymerization and cross-coupling reactions. Researchers also employ it as an ionic liquid component for electrochemical applications due to its high thermal stability and low volatility.

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