Description
3,5-Dibromo-2-fluoropyridine (CAS No. 473596-07-5) 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, due to its reactive bromine and fluorine substituents. Its precise structure, featuring dibromo and fluoro groups at the 3,5- and 2-positions of the pyridine ring, enables selective functionalization for the development of complex heterocyclic compounds. Ideal for cross-coupling reactions, nucleophilic substitutions, and metal-catalyzed transformations, this reagent is supplied with rigorous quality control to ensure consistency in research applications. Available in various quantities, it is packaged under inert conditions to maintain stability and purity.
Properties
- CAS Number: 473596-07-5
- Complexity: 101
- IUPAC Name: 3,5-dibromo-2-fluoro-pyridine
- InChI: InChI=1S/C5H2Br2FN/c6-3-1-4(7)5(8)9-2-3/h1-2H
- InChI Key: OSYVBIHAXJHEJH-UHFFFAOYSA-N
- Exact Mass: 254.85175
- Molecular Formula: C5H2Br2FN
- Molecular Weight: 254.88
- SMILES: C1=C(C=NC(=C1Br)F)Br
- Topological: 12.9
- Monoisotopic Mass: 252.85380
- Synonyms: 3,5-DIBROMO-2-FLUOROPYRIDINE, 473596-07-5, DTXSID70561572, DTXCID00512350, 3,5-Dibromo-2-fluoro-pyridine, MFCD07368619, 2-FLUORO-3,5-DIBROMOPYRIDINE, SCHEMBL502636, OSYVBIHAXJHEJH-UHFFFAOYSA-N, BCP22204, BBL101350, SBB101509, STL555146, AKOS005258265, CS-W014086, DS-0879, PS-7421, AC-24932, SY031473, DB-021999, EN300-1912395
Application
3,5-Dibromo-2-fluoropyridine is widely used as a key intermediate in the synthesis of active pharmaceutical ingredients (APIs) and specialty chemicals. Its reactive halogen sites facilitate Suzuki-Miyaura and Buchwald-Hartwig couplings for constructing biaryl and heteroaryl scaffolds. This compound is also employed in the development of fluorinated pyridine-based ligands for catalysis and materials science. Researchers utilize it to introduce bromo and fluoro motifs into target molecules for drug discovery and agrochemical optimization.
Safety and Hazards
GHS Hazard Statements
- 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, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (100%)
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