Description

4,4′-Diphenyl-2,2′-bipyridine (CAS No. 6153-92-0) is a high-purity organic compound with the molecular formula C₂₂H₁₆N₂. This aromatic bipyridine derivative features two phenyl groups at the 4- and 4′-positions, making it a valuable ligand in coordination chemistry and material science. Its rigid, planar structure and electron-rich nitrogen atoms enable strong binding to transition metals, facilitating applications in catalysis, photophysics, and supramolecular chemistry. With an IUPAC name of 4-phenyl-2-(4-phenylpyridin-2-yl)pyridine, this compound is characterized by its exceptional stability and purity, ensuring reliable performance in research and industrial applications. Available in various quantities, it is ideal for synthetic chemists and researchers working on luminescent materials, metal-organic frameworks (MOFs), and catalytic systems.

Properties

• CAS Number: 6153-92-0
• Complexity: 334
• IUPAC Name: 4-phenyl-2-(4-phenyl-2-pyridyl)pyridine
• InChI: InChI=1S/C22H16N2/c1-3-7-17(8-4-1)19-11-13-23-21(15-19)22-16-20(12-14-24-22)18-9-5-2-6-10-18/h1-16H
• InChI Key: OXMSMRJQZMTIMT-UHFFFAOYSA-N
• Exact Mass: 308.131348519
• Molecular Formula: C22H16N2
• Molecular Weight: 308.4
• SMILES: C1=CC=C(C=C1)C2=CC(=NC=C2)C3=NC=CC(=C3)C4=CC=CC=C4
• Topological: 25.8
• Monoisotopic Mass: 308.131348519
• Synonyms: 4,4′-Diphenyl-2,2′-bipyridine, 4,4′-Diphenyl-2,2′-dipyridyl, 2,2′-Bipyridine, 4,4′-diphenyl-, EINECS 228-174-5, DTXSID5064128, DTXCID8043072, 228-174-5, oxmsmrjqzmtimt-uhfffaoysa-n, 6153-92-0, 4-phenyl-2-(4-phenylpyridin-2-yl)pyridine, MFCD00006421, 4-phenyl-2-(4-phenyl(2-pyridyl))pyridine, 4,4 inverted exclamation marka-Diphenyl-2,2 inverted exclamation marka-dipyridyl, TimTec1_001955, SCHEMBL417290, HMS1539I19, AKOS003234729, AS-59799, ST025224, SY100835, DB-053923, CS-0012229, NS00045208, 4,4′-Diphenyl-2,2′-dipyridyl, technical grade, 4,4′-Diphenyl-2,2′-dipyridyl, 2,2′-Bipyridine, BRD-K51847055-001-01-9, 4,4 inverted exclamation mark -Diphenyl-2,2 inverted exclamation mark -bipyridine

Application

4,4′-Diphenyl-2,2′-bipyridine is widely used as a chelating ligand in the synthesis of transition metal complexes for catalytic and photophysical studies. Its ability to form stable coordination compounds makes it valuable in the development of luminescent materials, including OLEDs and sensors. Researchers also employ this compound in the construction of supramolecular architectures, such as MOFs, due to its rigid and planar geometry. Additionally, it serves as a key intermediate in organic synthesis for pharmaceuticals and advanced materials.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.