Chemical Properties of 3-Bromo-2,5-diphenylfuran
Chemical Formula: C₁₆H₁₁BrO
Molecular Weight: 299.16 g/mol
Appearance: Likely a solid (exact color/physical state may vary based on purity).
Structure: A furan ring substituted with a bromine atom at the 3-position and phenyl groups at the 2- and 5-positions.
Reactivity:
The bromine atom makes it amenable to cross-coupling reactions (e.g., Suzuki, Heck, or Sonogashira couplings) for further functionalization.
The furan ring may undergo electrophilic substitutions or oxidation under harsh conditions.
Stable under standard conditions but may degrade under strong acids/bases or UV light.
Synthesis
Typically synthesized via:
Bromination of 2,5-diphenylfuran using electrophilic brominating agents (e.g., NBS or Br₂).
Palladium-catalyzed coupling reactions to introduce phenyl groups to a brominated furan precursor.
Applications/Uses
Pharmaceutical & Agrochemical Intermediates: Used in the synthesis of bioactive molecules due to its halogenated furan core.
Material Science: May serve as a building block for conjugated polymers or organic semiconductors.
Research: Useful in organic synthesis for constructing complex heterocycles or as a ligand precursor.
Safety & Handling
Hazards: Likely irritant (skin/eyes). Brominated compounds may be toxic if ingested/inhaled.
Precautions: Use PPE (gloves, goggles) and work in a fume hood.
Storage
Store in a cool, dry place, protected from light and moisture.
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