Description

2,2′-Bipyridine-4-Carboxylic Acid (CAS No. 1748-89-6) is a high-purity, heterocyclic organic compound with the molecular formula C₁₁H₈N₂O₂. This bifunctional molecule features a bipyridine core with a carboxylic acid substituent at the 4-position, making it a versatile building block for coordination chemistry, catalysis, and material science applications. Its IUPAC name is 2-pyridin-2-ylpyridine-4-carboxylic acid. The compound is supplied as a fine, off-white to light yellow crystalline powder with ≥98% purity (HPLC), ensuring consistent performance in sensitive reactions. Ideal for synthesizing metal-organic frameworks (MOFs), ligands for transition metal catalysts, and functionalized surfaces for sensors. Store in a cool, dry place under inert atmosphere to maintain stability.

Properties

• CAS Number: 1748-89-6
• Complexity: 233
• IUPAC Name: 2-(2-pyridyl)pyridine-4-carboxylic acid
• InChI: InChI=1S/C11H8N2O2/c14-11(15)8-4-6-13-10(7-8)9-3-1-2-5-12-9/h1-7H,(H,14,15)
• InChI Key: FRYSEKUUHUUJPX-UHFFFAOYSA-N
• Exact Mass: 200.058577502
• Molecular Formula: C11H8N2O2
• Molecular Weight: 200.19
• SMILES: C1=CC=NC(=C1)C2=NC=CC(=C2)C(=O)O
• Topological: 63.1
• Monoisotopic Mass: 200.058577502
• Synonyms: 1748-89-6, [2,2′-Bipyridine]-4-carboxylic acid, 2,2′-BIPYRIDINE-4-CARBOXYLIC ACID, DTXSID50433122, (2,2′-Bipyridine)-4-carboxylic acid, DTXCID90383950, 108-570-3, 2-pyridin-2-ylpyridine-4-carboxylic Acid, 2,2/’-Bipyridine-4-carboxylic acid, CHEMBL3621852, MFCD09414714, 2-(2-pyridyl)pyridine-4-carboxylic acid, 2,2-bipyridyl-4-carboxylic, 4-Carboxy-2,2′-bipyridine, SCHEMBL913277, YSCH0069, BDBM50498673, SBB052865, [2,2′-Bipyridine]-4-carboxylicacid, AKOS005266518, CS-W018446, TS-02831, 2,2′-bipyridine-4-carboxylic acid, AldrichCPR

Application

2,2′-Bipyridine-4-Carboxylic Acid is widely used as a chelating ligand in transition metal catalysis, particularly for ruthenium and iridium complexes in photoredox reactions. Its carboxylic acid group enables covalent attachment to surfaces or polymers for hybrid material synthesis. Researchers employ it in MOF construction due to its rigid bipyridine backbone and metal-coordinating capability. The compound also serves as a precursor for dye-sensitized solar cells (DSSCs) and electrochemical sensors.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)

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