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5-Bromo-2-fluoropyridine is a halogen-substituted heterocyclic compound used as a synthetic building block.
Formula: C₅H₃BrFN
Structure: Pyridine ring with bromine (Br) at position 5 and fluorine (F) at position 2 (ortho to nitrogen).
Properties:
Pale yellow liquid, B.P. ~195–198°C.
Soluble in organic solvents (e.g., ethanol, DCM); insoluble in water.
Reactivity:
Bromo: Enables cross-coupling (e.g., Suzuki) for C–C bond formation.
Fluoro: Enhances electron deficiency; directs metalation.
Applications:
Key intermediate in pharmaceuticals (e.g., kinase inhibitors) and agrochemicals.
Handling: Light-sensitive; store under inert gas at 2–8°C.
5-Bromo-2-fluoropyridine is a halogen-substituted heterocyclic compound used as a building block in organic synthesis, especially in pharmaceuticals and agrochemicals. Here are its key chemical details:
Molecular Formula: C₅H₃BrFN
Molecular Weight: 175.99 g/mol
Structure:
Pyridine ring (6-membered aromatic ring with 1 nitrogen atom).
Bromo (–Br) at position 5.
Fluoro (–F) at position 2 (ortho to nitrogen).
F
│
N╱ ╲Br
╱ ╲
─── ───
Reactivity:
Bromo: Participates in cross-coupling (e.g., Suzuki, Stille) for C–C bond formation.
Fluoro: Acts as a weak directing group; enhances ring electron deficiency.
Nitrogen: Basic site for coordination or salt formation.
Physical Properties:
Appearance: Colorless to pale yellow liquid.
Boiling Point: ~195–198°C.
Solubility: Organic solvents (e.g., DCM, THF, ethanol); insoluble in water.
Pharmaceuticals: Intermediate in synthesizing kinase inhibitors or CNS drugs.
Agrochemicals: Precursor for herbicides/pesticides.
Material Science: Used in OLED/liquid crystal development.
Hazards: Irritant (skin/eyes), light-sensitive.
Storage: Under inert gas (N₂/Ar), 2–8°C, in amber glass.
Note: Its ortho-halogen pattern allows regioselective functionalization.
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