Description
4,4′-Diiodo-2,2′-bipyridine (CAS No. 831225-81-1) is a high-purity halogenated bipyridine derivative with the molecular formula C10H6I2N2. This compound is a versatile building block in coordination chemistry, particularly for the synthesis of metal-organic frameworks (MOFs), catalysts, and luminescent materials due to its rigid bipyridine scaffold and reactive iodine substituents. Its IUPAC name, 4-iodo-2-(4-iodopyridin-2-yl)pyridine, reflects its symmetrical diiodo functionalization at the 4- and 4′-positions, enabling selective cross-coupling reactions (e.g., Suzuki, Stille) for tailored ligand design. Ideal for researchers in materials science and supramolecular chemistry, this product is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring reproducibility in sensitive applications. Store under inert conditions to maintain stability.
Properties
- CAS Number: 831225-81-1
- Complexity: 169
- IUPAC Name: 4-iodo-2-(4-iodo-2-pyridyl)pyridine
- InChI: InChI=1S/C10H6I2N2/c11-7-1-3-13-9(5-7)10-6-8(12)2-4-14-10/h1-6H
- InChI Key: WWWDYUQYODBAIL-UHFFFAOYSA-N
- Exact Mass: 407.86204
- Molecular Formula: C10H6I2N2
- Molecular Weight: 407.98
- SMILES: C1=CN=C(C=C1I)C2=NC=CC(=C2)I
- Topological: 25.8
- Monoisotopic Mass: 407.86204
- Synonyms: 4,4′-DIIODO-2,2′-BIPYRIDINE, 831225-81-1, DTXSID20693019, DTXCID90643768, 4-iodo-2-(4-iodopyridin-2-yl)pyridine, 2,2′-Bipyridine, 4,4′-diiodo-, SCHEMBL17669536
Application
4,4′-Diiodo-2,2′-bipyridine serves as a key precursor for synthesizing bidentate ligands in transition-metal catalysis, particularly for Pd- and Cu-mediated cross-coupling reactions. Its iodine groups facilitate the construction of extended π-conjugated systems for optoelectronic materials, such as organic light-emitting diodes (OLEDs). In supramolecular chemistry, it is used to engineer metallosupramolecular architectures with tunable photophysical properties.
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