Description

2-Bromopyridine-3-carboxylic acid (CAS No. 35905-85-2) is a high-purity brominated pyridine derivative with the molecular formula C₆H₄BrNO₂. This compound serves as a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its structure features a carboxylic acid group at the 3-position and a bromine substituent at the 2-position of the pyridine ring, enabling diverse functionalization via cross-coupling, nucleophilic substitution, and metal-catalyzed reactions. Ideal for Suzuki-Miyaura, Buchwald-Hartwig, and other palladium-mediated transformations, it is supplied as a white to off-white crystalline powder with ≥98% purity (HPLC). Suitable for use in drug discovery, ligand design, and material science applications. Store in a cool, dry place under inert conditions to ensure stability.

Properties

• CAS Number: 35905-85-2
• Complexity: 140
• IUPAC Name: 2-bromopyridine-3-carboxylic acid
• InChI: InChI=1S/C6H4BrNO2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H,9,10)
• InChI Key: MMWNKXIFVYQOTK-UHFFFAOYSA-N
• Exact Mass: 200.94254
• Molecular Formula: C6H4BrNO2
• Molecular Weight: 202.01
• SMILES: C1=CC(=C(N=C1)Br)C(=O)O
• Topological: 50.2
• Monoisotopic Mass: 200.94254
• Synonyms: 2-Bromopyridine-3-carboxylic acid, 627-678-6, 2-Bromonicotinic acid, 35905-85-2, 2-Bromo-3-pyridinecarboxylic acid, 2-bromo-nicotinic acid, 3-Pyridinecarboxylic acid, 2-bromo-, MFCD01646068, F1921-0015, bromo-nicotinic acid, 2-Bromonicotinicacid, MLS000685962, SCHEMBL932828, CHEMBL1872389, DTXSID60283453, HMS1655D13, HMS2599I22, SMSSF-0044201, BCP27195, CS-D0803, NSC31632, NSC-31632, SBB038991, AKOS000267413, AB09561, AC-3491, PS-5168, 2-Bromopyridine-3-carboxylic acid, 97%, BP-11104, SMR000324840, SY013308, DB-009070, B2626, EN300-59933, AC-907/30003052, Z926900218, 2-Bromonicotinic acid ; 2-Bromo-3-pyridinecarboxylic acid

Application

2-Bromopyridine-3-carboxylic acid is widely employed as a key intermediate in the synthesis of active pharmaceutical ingredients (APIs) and heterocyclic compounds. It is utilized in palladium-catalyzed cross-coupling reactions to construct complex pyridine-based scaffolds for medicinal chemistry. Researchers also leverage its reactive sites for developing ligands in catalysis and functional materials. Its bromine moiety facilitates further derivatization, making it valuable in agrochemical and material science research.

Safety and Hazards

GHS Hazard Statements

• H302 (87%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (97.8%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (87%)
• Skin Irrit. 2 (97.8%)
• Eye Irrit. 2 (97.8%)
• STOT SE 3 (95.7%)

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