Description
3-Bromo-5-iodopyridine (CAS No. 233770-01-9) is a high-purity halogenated pyridine derivative widely utilized in pharmaceutical and agrochemical research, as well as in material science applications. With the molecular formula C5H3BrIN, this compound serves as a versatile building block for cross-coupling reactions, such as Suzuki-Miyaura and Stille couplings, enabling the synthesis of complex heterocyclic scaffolds. Its dual halogen functionality (bromo and iodo) offers selective reactivity, making it invaluable for sequential functionalization in medicinal chemistry and ligand design. Supplied at ≥95% purity, this product is rigorously tested via GC/MS, NMR, and HPLC to ensure consistency for sensitive applications. Store under inert conditions (argon/nitrogen) at 2-8°C to maintain stability.
Properties
- CAS Number: 233770-01-9
- Complexity: 78.8
- IUPAC Name: 3-bromo-5-iodo-pyridine
- InChI: InChI=1S/C5H3BrIN/c6-4-1-5(7)3-8-2-4/h1-3H
- InChI Key: AOOZLVWDZUPEHT-UHFFFAOYSA-N
- Exact Mass: 282.84936
- Molecular Formula: C5H3BrIN
- Molecular Weight: 283.89
- SMILES: C1=C(C=NC=C1I)Br
- Topological: 12.9
- Monoisotopic Mass: 282.84936
- Synonyms: 3-bromo-5-iodopyridine, 233770-01-9, DTXSID50356206, DTXCID20307265, 625-265-5, 3-Bromo-5-iodo-pyridine, Pyridine, 3-bromo-5-iodo-, MFCD03086019, SCHEMBL320374, 3-Bromo-5-iodopyridine, 95%, SCHEMBL25209460, SCHEMBL25243204, AOOZLVWDZUPEHT-UHFFFAOYSA-N, BCP22125, BBL100753, STL554547, AKOS005255449, AB13102, AC-6899, BS-2044, CS-W007831, SS-6056, SY031472, DB-032367, B4346, EN300-202965, AO-801/41077497, 3-Bromo-5-iodopyridine;Pyridine, 3-bromo-5-iodo-, Z1269188472
3-Bromo-5-iodopyridine is primarily employed as a bifunctional intermediate in Pd-catalyzed cross-coupling reactions to construct bioactive molecules or conjugated materials. Its differential halogen reactivity allows sequential modifications, enabling the synthesis of multisubstituted pyridines for drug discovery (e.g., kinase inhibitors). The compound also finds use in MOF (Metal-Organic Framework) synthesis and as a ligand precursor in catalysis. Handle with standard aryl halide precautions under fume hood conditions.
Safety and Hazards
GHS Hazard Statements
- H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]
- H318 (95.2%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501
Hazard Classes and Categories
- Acute Tox. 4 (97.6%)
- Eye Dam. 1 (95.2%)
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