Description

4-Bromo-2,2′-bipyridyl (CAS No. 14162-95-9) is a high-purity heterocyclic organic compound with the molecular formula C₁₀H₇BrN₂. This brominated bipyridine derivative is a versatile building block widely used in coordination chemistry, catalysis, and materials science. Its unique structure, featuring a bromine substituent at the 4-position of one pyridine ring, allows for further functionalization via cross-coupling reactions (e.g., Suzuki, Negishi). The compound is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring optimal performance in research applications. It is particularly valuable in the synthesis of luminescent complexes, metal-organic frameworks (MOFs), and as a ligand for transition-metal catalysts. Proper storage under inert conditions is recommended to maintain stability.

Properties

• CAS Number: 14162-95-9
• Complexity: 163
• IUPAC Name: 4-bromo-2-(2-pyridyl)pyridine
• InChI: InChI=1S/C10H7BrN2/c11-8-4-6-13-10(7-8)9-3-1-2-5-12-9/h1-7H
• InChI Key: SCOXFIBXWCCICG-UHFFFAOYSA-N
• Exact Mass: 233.97926
• Molecular Formula: C10H7BrN2
• Molecular Weight: 235.08
• SMILES: C1=CC=NC(=C1)C2=NC=CC(=C2)Br
• Topological: 25.8
• Monoisotopic Mass: 233.97926
• Synonyms: 4-bromo-2,2′-bipyridyl, 835-805-3, 4-bromo-2,2′-bipyridine, 14162-95-9, 2,2′-Bipyridine, 4-bromo-, 4-bromo-2,2”-bipyridine, 4-Bromo-2,2′ bipyridine, 4-bromo-2-pyridin-2-ylpyridine, MFCD09910216, 4-BROMO-2-(PYRIDIN-2-YL)PYRIDINE, YSWG802, 4-Bromo-[2,2′]bipyridinyl, SCHEMBL308538, 4-Bromo-2,2/’/’-bipyridine, DTXSID10477320, SCOXFIBXWCCICG-UHFFFAOYSA-N, AC1894, BBL101731, STL555528, AKOS007930917, CS-W004575, DS-16290, SY100720, DB-050462, B5088, AU-004/43508016

4-Bromo-2,2′-bipyridyl serves as a key intermediate in the synthesis of advanced materials and catalysts. It is widely employed in the preparation of ruthenium(II) polypyridyl complexes for photochemical applications, including dye-sensitized solar cells (DSSCs). The compound also finds use in constructing supramolecular architectures and as a precursor for pharmaceutical active ingredients. Its bromine moiety enables efficient palladium-catalyzed cross-coupling reactions for derivatization.

Safety and Hazards

GHS Hazard Statements

• H302+H312 (50%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]
• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (50%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Acute Tox. 4 (50%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (50%)

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