Description

3-Bromo-2-chloro-5-iodopyridine (CAS No. 1211586-80-9) is a high-purity halogenated pyridine derivative with the molecular formula C₅H₂BrClIN, widely utilized in pharmaceutical and agrochemical research. This compound serves as a versatile building block for the synthesis of complex heterocyclic structures due to its reactive bromo, chloro, and iodo substituents, enabling selective cross-coupling reactions (e.g., Suzuki, Stille, or Negishi). Provided as a crystalline solid with ≥95% purity (HPLC), it is rigorously tested for consistency and stability under controlled storage conditions (2-8°C, inert atmosphere). Ideal for medicinal chemistry, catalyst development, and material science applications. Available in customizable quantities (mg to kg scale) with optional COA/MSDS documentation.

Properties

• CAS Number: 1211586-80-9
• Complexity: 103
• IUPAC Name: 3-bromo-2-chloro-5-iodo-pyridine
• InChI: InChI=1S/C5H2BrClIN/c6-4-1-3(8)2-9-5(4)7/h1-2H
• InChI Key: DVYGSKKFDUFJQZ-UHFFFAOYSA-N
• Exact Mass: 316.81039
• Molecular Formula: C5H2BrClIN
• Molecular Weight: 318.34
• SMILES: C1=C(C=NC(=C1Br)Cl)I
• Topological: 12.9
• Monoisotopic Mass: 316.81039
• Synonyms: 3-BROMO-2-CHLORO-5-IODOPYRIDINE, 1211586-80-9, DTXSID90697685, DTXCID30648434, 866-242-1, MFCD13185354, SCHEMBL10305653, SCHEMBL16148815, AKOS016006958, CS-W021853, DS-2559, SY113501, DB-057968, I11218

Application

3-Bromo-2-chloro-5-iodopyridine is a key intermediate in the synthesis of active pharmaceutical ingredients (APIs) and ligands for transition-metal catalysis. Its multi-halogenated structure facilitates sequential functionalization, making it valuable for constructing pyridine-based scaffolds in drug discovery. Researchers also employ it in the development of organic electronic materials due to its electron-deficient aromatic core.

Safety and Hazards

GHS Hazard Statements

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

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