Description
2,2′-([2,2′-Bipyridine]-5,5′-diyl)diacetonitrile (CAS No. 286380-59-4) is a high-purity bipyridine derivative featuring diacetonitrile functional groups at the 5,5′-positions. This compound, with the molecular formula C14H10N4, is a versatile building block in coordination chemistry, supramolecular assemblies, and materials science. Its rigid bipyridine core and electron-withdrawing cyano groups make it an excellent ligand for transition metal complexes, particularly in catalysis and photophysical applications. Available in ≥95% purity (HPLC), this product is ideal for researchers developing advanced organic frameworks, sensors, or optoelectronic materials. Each batch undergoes rigorous QC testing, including NMR and LC-MS analysis, to ensure consistency and reliability for demanding synthetic applications.
Properties
- CAS Number: 286380-59-4
- Complexity: 324
- IUPAC Name: 2-[6-[5-(cyanomethyl)-2-pyridyl]-3-pyridyl]acetonitrile
- InChI: InChI=1S/C14H10N4/c15-7-5-11-1-3-13(17-9-11)14-4-2-12(6-8-16)10-18-14/h1-4,9-10H,5-6H2
- InChI Key: FLDVCQDDAPUWLR-UHFFFAOYSA-N
- Exact Mass: 234.090546336
- Molecular Formula: C14H10N4
- Molecular Weight: 234.26
- SMILES: C1=CC(=NC=C1CC#N)C2=NC=C(C=C2)CC#N
- Topological: 73.4
- Monoisotopic Mass: 234.090546336
- Synonyms: 2,2′-([2,2′-Bipyridine]-5,5′-diyl)diacetonitrile, 286380-59-4, 2-[6-[5-(cyanomethyl)pyridin-2-yl]pyridin-3-yl]acetonitrile, 2,2-Bi-1H-Benzimidazole, YSWG402, SCHEMBL25297947, MFCD28341138, [2,2′-Bipyridine]-5,5′-diacetonitrile, 5,5′-bis(cyanomethyl)-2,2′-bipyridine, CS-0379213, D81309
Application
This compound serves as a key precursor for synthesizing functionalized bipyridine ligands used in transition metal catalysis, particularly for cross-coupling and photoredox reactions. Its electron-deficient nature makes it valuable in designing conductive polymers and organic semiconductors for OLED applications. Researchers also utilize it to construct metal-organic frameworks (MOFs) with tailored luminescent or catalytic properties.
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