Description

4,4′-Dibromo-2,2′-bipyridine (CAS No. 18511-71-2) is a high-purity brominated bipyridine derivative with the molecular formula C₁₀H₆Br₂N₂. This heterocyclic compound serves as a versatile building block in coordination chemistry, particularly for synthesizing transition metal complexes and supramolecular architectures. The dibromo substitution at the 4,4′ positions enhances its utility as a ligand precursor for Suzuki coupling and other cross-coupling reactions. With a molecular weight of 313.98 g/mol, this crystalline solid exhibits excellent stability under inert conditions. Our product is rigorously characterized by ¹H/¹³C NMR, HPLC, and elemental analysis to ensure ≥98% purity for demanding research applications in materials science and catalysis.

Properties

• CAS Number: 18511-71-2
• Complexity: 169
• IUPAC Name: 4-bromo-2-(4-bromo-2-pyridyl)pyridine
• InChI: InChI=1S/C10H6Br2N2/c11-7-1-3-13-9(5-7)10-6-8(12)2-4-14-10/h1-6H
• InChI Key: KIIHBDSNVJRWFY-UHFFFAOYSA-N
• Exact Mass: 313.88772
• Molecular Formula: C10H6Br2N2
• Molecular Weight: 313.98
• SMILES: C1=CN=C(C=C1Br)C2=NC=CC(=C2)Br
• Topological: 25.8
• Monoisotopic Mass: 311.88977
• Synonyms: 4,4′-Dibromo-2,2′-bipyridine, 18511-71-2, DTXSID30574527, DTXCID10525299, 4,4′-Dibromo-2,2′-bipyridyl, 4-bromo-2-(4-bromopyridin-2-yl)pyridine, MFCD00667763, 4-Bromo-2-(4-bromo-2-pyridyl)pyridine, 2,2′-Bipyridine, 4,4′-dibromo-, YSWG565, SCHEMBL833371, 4,4′-dibromo-2,2-bipyridine, 4,4′-Bromo-2,2′-bipyridine, 4,4′-Dibromo-2,2′-dipyridine, BBL103451, STL557261, AKOS005266612, AC-8997, CS-W004595, FD06223, AS-19304, SY055409, DB-008358, D3919, 4,4 inverted exclamation mark -Dibromo-2,2 inverted exclamation mark -bipyridine

Application

4,4′-Dibromo-2,2′-bipyridine is widely employed as a precursor for synthesizing photoactive Ru(II) polypyridyl complexes in dye-sensitized solar cells (DSSCs). The compound serves as a key intermediate in preparing N,N’-bidentate ligands for transition metal catalysts used in C-C coupling reactions. Researchers utilize this brominated bipyridine derivative to construct metal-organic frameworks (MOFs) with tailored luminescent properties.

Safety and Hazards

GHS Hazard Statements

• H301+H311 (50%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal]
• H301 (50%): Toxic if swallowed [Danger Acute toxicity, oral]
• H311 (50%): Toxic in contact with skin [Danger Acute toxicity, dermal]
• H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P262, P264, P264+P265, P270, P280, P301+P316, P302+P352, P305+P351+P338, P316, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (50%)
• Acute Tox. 3 (50%)
• Skin Irrit. 2 (50%)
• Eye Irrit. 2 (50%)

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