Product Name
2,2'-Biimidazole
Category
Ligands for Functional Metal Complexes
Synonyms
492-98-8; ZX-AN014802; MFCD00047014; 2,2'bi-1H-imidazole; 2,2'-Bi-1H-imidazole; AZUHIVLOSAPWDM-UHFFFAOYSA-N; TR-017789; STK792841; 1H,1'H-2,2'-biimidazole; 2-(1H-imidazol-2-yl)-1H-imidazole;
IUPAC Name
2-(1H-imidazol-2-yl)-1H-imidazole;
Molecular Weight
134.142g/mol
Canonical SMILES
C1=CN=C(N1)C2=NC=CN2;
InChI
InChI=1S/C6H6N4/c1-2-8-5(7-1)6-9-3-4-10-6/h1-4H,(H,7,8)(H,9,10);
InChI Key
AZUHIVLOSAPWDM-UHFFFAOYSA-N;
Application
2,2'-Biimidazole serves as a versatile organic reagent with multiple applications across various fields. Its solubility in polar solvents like methanol, water, and dimethyl sulfoxide facilitates its use in diverse chemical reactions. Primarily, it is integral in the preparation of complexes known for their photoluminescent and optical characteristics, and in synthesizing bismuth biimidazoles utilized in semi-conductor technologies. As a Lewis base, 2,2'-Biimidazole plays a critical role in forming catalytically active coordination compounds with metal ions such as Cu(I), Ag(I), Au(I-II), and palladium, which are pivotal as efficient catalysts. Moreover, it contributes to the construction of hypercrosslinked polymers, specifically 2,2'-biimidazolyl HCPs, which function as adsorbents and sensors, notably for iodine capture and detecting DNP in environmental remediation contexts. Additionally, it is involved in the synthesis of fluorescent proteins, nanoparticles, and other ligand compounds, underscoring its significance in advancing chemical and material science research.
Covalently-Bonded Unit Count
1
Monoisotopic Mass
134.059g/mol
Topological Polar Surface Area
57.4A^2