Description
2,6-Dibromo-3-fluoropyridine (CAS No. 41404-59-5) 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. Its unique structure, featuring two bromine atoms and a fluorine atom on the pyridine ring, enables selective functionalization via cross-coupling reactions such as Suzuki, Stille, or Buchwald-Hartwig reactions. The product is supplied as a crystalline solid with ≥95% purity (GC), ensuring optimal performance in demanding applications. Proper handling under inert conditions is recommended due to its sensitivity to moisture and air.
Properties
- CAS Number: 41404-59-5
- Complexity: 101
- IUPAC Name: 2,6-dibromo-3-fluoro-pyridine
- InChI: InChI=1S/C5H2Br2FN/c6-4-2-1-3(8)5(7)9-4/h1-2H
- InChI Key: GOAOEPAQKOERAT-UHFFFAOYSA-N
- Exact Mass: 254.85175
- Molecular Formula: C5H2Br2FN
- Molecular Weight: 254.88
- SMILES: C1=CC(=NC(=C1F)Br)Br
- Topological: 12.9
- Monoisotopic Mass: 252.85380
- Synonyms: 2,6-DIBROMO-3-FLUOROPYRIDINE, 41404-59-5, DTXSID40680567, DTXCID80631316, 800-926-2, MFCD13185513, SCHEMBL1205413, GOAOEPAQKOERAT-UHFFFAOYSA-N, AKOS015835827, 2 pound not6-Dibromo-3-fluoropyridine, SB52224, AS-20069, DB-364409, CS-0063834
Application
2,6-Dibromo-3-fluoropyridine serves as a versatile intermediate in the synthesis of active pharmaceutical ingredients (APIs) and specialty chemicals. It is widely used in palladium-catalyzed cross-coupling reactions to construct complex heterocyclic scaffolds. Researchers employ this compound in the development of fluorinated pyridine-based ligands for catalysis. Its halogen-rich structure also makes it suitable for agrochemical applications, including pesticide synthesis.
Safety and Hazards
GHS Hazard Statements
- H302 (75%): 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 (75%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (100%)
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