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Description
TCI D3425 3',5'-Difluoroacetophenone is a synthetic chemical belonging to the fluorinated aryl methyl ketone family, carrying two fluorine atoms at the meta positions of the benzene ring. Its role in the laboratory is to supply a highly reactive methyl ketone group on an aromatic framework that has already been fluorinated, giving researchers two advantages at once: a readily manipulated reaction site for building new carbon chains, and a fluorine substitution pattern that is normally difficult to install selectively. Materials of this kind serve as the starting foundation for many synthetic routes in modern organic and medicinal chemistry research.
The property that makes this material a frequent choice is the chemical versatility of its acetyl group. The hydrogens on the methyl group are acidic, so they are easily deprotonated to form an enolate for aldol reactions, alkylations, and Claisen condensations. The carbonyl group can be reduced to a secondary alcohol, reacted with organometallic reagents, or elaborated into a variety of heterocyclic rings such as pyrazoles, isoxazoles, and pyrimidines through condensation pathways. The two fluorine atoms on the ring exert an electronic influence that increases the electrophilicity of the carbonyl while also contributing lipophilic character.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis and medicinal chemistry, where fluorinated intermediates are needed to prepare target compounds and compound libraries. It suits method development work, small-scale route exploration, and the preparation of heterocyclic scaffolds. Because the fluorine pattern is already in place, research teams can move directly into the synthetic steps that matter without first solving a difficult selective fluorination problem.
Laboratory Applications
- Aldol and alkylation chemistry — the acidic methyl hydrogens are readily deprotonated to an enolate, giving a dependable nucleophilic site for forming new carbon–carbon bonds on a fluorinated aromatic core.
- Heterocycle construction — condensation routes convert the methyl ketone into pyrazole, isoxazole, and pyrimidine rings, making this a direct entry point to fluorine-bearing heterocyclic scaffolds for research programs.
- Medicinal chemistry intermediate preparation — the meta-difluoro substitution pattern is difficult to install selectively, so starting from this material saves a demanding fluorination step in target-oriented synthesis.
- Carbonyl reduction and organometallic addition — the ketone group can be reduced to a secondary alcohol or reacted with organometallic reagents, allowing researchers to extend the carbon framework in a controlled way.
- Claisen condensation and related enolate work — the reactive acetyl group supports condensation sequences where an activated, electron-poor aromatic ketone is required as the starting substrate.
Specifications
- Brand: TCI
- CAS number: 123577-99-1
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Chemical class: fluorinated aryl methyl ketone with two fluorine atoms at the meta ring positions
- Pack sizes: available in standard research and laboratory-scale packaging from the manufacturer
- Storage: keep the container tightly closed in a cool, dry, well-ventilated place away from ignition sources
Handling and Storage
Store the material in its original tightly closed container in a cool, dry, and well-ventilated area, away from heat, open flame, and strong oxidizing agents. Chemically resistant, well-sealed glass containers with fluorine-compatible closures are appropriate, and containers should be clearly labelled and kept upright to prevent leakage. Handle the compound inside a fume hood, wearing safety goggles, a laboratory coat, and chemically resistant gloves, and avoid inhaling vapours or allowing contact with skin and eyes. Keep the container closed when not in use to limit exposure to air and moisture, dispense with clean and dry glassware, and always consult the manufacturer's safety data sheet before use and for disposal of residues.
