Description

3-(2-Aminoethyl)-1-methyl-1H-imidazol-3-ium bromide (CAS No. 1065505-47-6) is a high-purity ionic liquid derivative with the molecular formula C₆H₁₂BrN₃. This compound, also known by its IUPAC name 2-(3-methylimidazol-3-ium-1-yl)ethanamine;bromide, is a versatile organic salt featuring a positively charged imidazolium core functionalized with an aminoethyl group. Its unique structure combines the properties of imidazolium-based ionic liquids with the reactivity of a primary amine, making it valuable for advanced chemical synthesis and materials science applications.

This product is supplied as a crystalline solid with exceptional purity (>95%) and is rigorously characterized by 1H/13C NMR, HPLC, and mass spectrometry to ensure batch-to-batch consistency. The compound’s dual functionality (ionic character + amine group) enables its use as a building block for designer ionic liquids, catalysts, or functionalized polymers. Special handling is recommended under inert atmosphere due to potential hygroscopicity.

Key applications include:

• Precursor for task-specific ionic liquids
• Ligand design in coordination chemistry
• Modifier for electrochemical materials
• Intermediate for pharmaceutical research

Properties

• CAS Number: 1065505-47-6
• Complexity: 84.4
• IUPAC Name: 2-(3-methylimidazol-3-ium-1-yl)ethanamine;bromide
• InChI: InChI=1S/C6H12N3.BrH/c1-8-4-5-9(6-8)3-2-7;/h4-6H,2-3,7H2,1H3;1H/q+1;/p-1
• InChI Key: HDLRCUNWZQBWOJ-UHFFFAOYSA-M
• Exact Mass: 205.02146
• Molecular Formula: C6H12BrN3
• Molecular Weight: 206.08
• SMILES: C[N+]1=CN(C=C1)CCN.[Br-]
• Topological: 34.8
• Monoisotopic Mass: 205.02146
• Synonyms: 3-(2-Aminoethyl)-1-methyl-1H-imidazol-3-ium bromide, 1065505-47-6, SCHEMBL530822, SCHEMBL530823, 1-(2aminoethyl)-3-methylimidazolium bromide, 1-methyl-3-(2-aminoethyl)imidazolium bromide

Application

This amino-functionalized imidazolium salt serves as a key intermediate in the development of specialized ionic liquids for CO₂ capture applications, where the amine group enhances chemisorption capacity. In materials science, it acts as a functional monomer for creating ion-conductive polymers in battery electrolytes and fuel cell membranes. Researchers also utilize it to synthesize N-heterocyclic carbene (NHC) precursors for organocatalysis and transition metal complexes.

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