Description

2,5-Dibromo-3-fluoropyridine (CAS No. 156772-60-0) is a high-purity halogenated pyridine derivative with the molecular formula C₅H₂Br₂FN. This compound is a valuable building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its unique structure, featuring bromine and fluorine substituents on the pyridine ring, enables selective functionalization for the development of complex heterocyclic systems. Available in >95% purity (HPLC), it is supplied as a white to off-white crystalline solid with strict quality control to ensure batch-to-batch consistency. Ideal for cross-coupling reactions (e.g., Suzuki, Stille), nucleophilic substitutions, and as a precursor for fluorinated bioactive molecules. Packaged under inert gas in amber glass vials to ensure stability. MSDS and analytical certificates available upon request.

Properties

• CAS Number: 156772-60-0
• Complexity: 101
• IUPAC Name: 2,5-dibromo-3-fluoro-pyridine
• InChI: InChI=1S/C5H2Br2FN/c6-3-1-4(8)5(7)9-2-3/h1-2H
• InChI Key: QEENLQKOTDHQEW-UHFFFAOYSA-N
• Exact Mass: 254.85175
• Molecular Formula: C5H2Br2FN
• Molecular Weight: 254.88
• SMILES: C1=C(C=NC(=C1F)Br)Br
• Topological: 12.9
• Monoisotopic Mass: 252.85380
• Synonyms: 2,5-Dibromo-3-fluoropyridine, 156772-60-0, DTXSID40625579, DTXCID60576332, 813-205-2, Pyridine, 2,5-dibromo-3-fluoro-, MFCD06659497, 2,5-dibromo-3-fluoro-pyridine, SCHEMBL1577316, QEENLQKOTDHQEW-UHFFFAOYSA-N, BCP15600, SBB101510, AKOS015853436, AC-2963, CS-W000613, PS-6753, BL001913, SY003436, DB-025233, EN300-106097

Application

2,5-Dibromo-3-fluoropyridine serves as a versatile intermediate in medicinal chemistry for the synthesis of fluorinated drug candidates, particularly kinase inhibitors and CNS-targeting compounds. Its dibromo functionality allows sequential palladium-catalyzed couplings to construct biaryl systems, while the fluorine atom enhances metabolic stability in lead optimization. Researchers also utilize it in material science to develop fluorinated ligands for catalytic systems or luminescent materials. The compound’s reactivity is exploited in agrochemical research for creating novel pyridine-based pesticides.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (66.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (66.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (100%): 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (66.7%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (66.7%)
• STOT SE 3 (100%)

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