Description
3-Bromo-2-iodopyridine (CAS No. 408502-43-2) is a high-purity halogenated pyridine derivative widely used in pharmaceutical and agrochemical research. With the molecular formula C5H3BrIN, this compound serves as a versatile building block for cross-coupling reactions, such as Suzuki-Miyaura and Negishi couplings, due to its reactive bromo and iodo substituents. Ideal for synthetic chemists, it is supplied as a crystalline solid with ≥95% purity (HPLC) and is rigorously tested for consistency. Store under inert conditions at 2-8°C to ensure stability. Available in quantities from milligrams to kilograms for R&D and scale-up applications.
Properties
- CAS Number: 408502-43-2
- Complexity: 78.8
- IUPAC Name: 3-bromo-2-iodo-pyridine
- InChI: InChI=1S/C5H3BrIN/c6-4-2-1-3-8-5(4)7/h1-3H
- InChI Key: NYCGGAQICCWUCI-UHFFFAOYSA-N
- Exact Mass: 282.84936
- Molecular Formula: C5H3BrIN
- Molecular Weight: 283.89
- SMILES: C1=CC(=C(N=C1)I)Br
- Topological: 12.9
- Monoisotopic Mass: 282.84936
- Synonyms: 3-Bromo-2-iodopyridine, 408502-43-2, DTXSID30634872, DTXCID40585624, 819-609-5, MFCD08543471, Pyridine, 3-bromo-2-iodo-, bromo(iodo)pyridine, SCHEMBL227030, SCHEMBL1996522, SBB054393, AKOS015835949, AB45745, AS-57654, SY022374, DB-031399, CS-0060370, EN300-124516, W17750
3-Bromo-2-iodopyridine is a key intermediate in the synthesis of complex heterocycles and active pharmaceutical ingredients (APIs). It is particularly valuable in palladium-catalyzed cross-coupling reactions to construct biaryl systems. Researchers also employ it in material science for developing organic electronic compounds. Its dual halogen functionality allows selective sequential functionalization.
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
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (100%)
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