NAVIGATION


2,2'-Biimidazole

Catalog Number
ACM492988
CAS Number
492-98-8
Product Name
2,2'-Biimidazole
Structure
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
Molecular Formula
C6H6N4;
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.
Complexity
102
Covalently-Bonded Unit Count
1
EC Number
207-768-8
Exact Mass
134.059g/mol
Heavy Atom Count
10
Monoisotopic Mass
134.059g/mol
NSC Number
522950
Rotatable Bond Count
1
Topological Polar Surface Area
57.4A^2
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