Description

5-Chloro-2,2′-bipyridine (CAS No. 162612-08-0) is a high-purity heterocyclic organic compound with the molecular formula C₁₀H₇ClN₂. This bipyridine derivative features a chloro-substituted pyridine ring coupled to a second pyridine moiety, making it a valuable building block in coordination chemistry, ligand synthesis, and pharmaceutical research. Its IUPAC name, 5-chloro-2-pyridin-2-ylpyridine, reflects its precise structural configuration. With a molecular weight of 190.63 g/mol, this compound is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring optimal performance in sensitive applications. Ideal for researchers developing metal-organic frameworks (MOFs), catalysts, or bioactive molecules, our product undergoes rigorous QC testing, including NMR and LC-MS validation, to guarantee batch-to-batch consistency. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 162612-08-0
• Complexity: 163
• IUPAC Name: 5-chloro-2-(2-pyridyl)pyridine
• InChI: InChI=1S/C10H7ClN2/c11-8-4-5-10(13-7-8)9-3-1-2-6-12-9/h1-7H
• InChI Key: LVLWWCDRDDNKHC-UHFFFAOYSA-N
• Exact Mass: 190.0297759
• Molecular Formula: C10H7ClN2
• Molecular Weight: 190.63
• SMILES: C1=CC=NC(=C1)C2=NC=C(C=C2)Cl
• Topological: 25.8
• Monoisotopic Mass: 190.0297759
• Synonyms: 5-CHLORO-2,2′-BIPYRIDINE, 162612-08-0, DTXSID30451243, DTXCID80402063, 5-chloro-2-pyridin-2-ylpyridine, 2,2′-Bipyridine, 5-chloro-, 2,2/’-Bipyridine, 5-chloro-, MFCD11112154, 5-Chloro-2,2-bipyridine, SCHEMBL197509, 5-Chloro-2 pound not2′-bipyridine, AKOS006307720, DS-16435, DB-358826, CS-0320852, C73122

Application

5-Chloro-2,2′-bipyridine serves as a versatile ligand in transition metal catalysis, particularly in palladium- and ruthenium-mediated cross-coupling reactions. Its electron-deficient pyridine rings enhance metal center reactivity, making it useful in Suzuki-Miyaura and Heck couplings. Researchers also employ it as a precursor for functionalized bipyridines in photoredox catalysis and as a chelating agent in luminescent complexes for OLED development. In medicinal chemistry, it acts as a scaffold for kinase inhibitors and antimicrobial agents.

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