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Description
6-Fluoro-1-indanone is a bicyclic ketone that combines the indanone framework with a single fluorine atom on the aromatic ring. The indanone skeleton is itself a well-recognised structural motif in medicinal chemistry, valued for its controlled rigidity, its distinctive three-dimensional shape, and the ease with which it can be modified at several positions at once. With the fluorine substituent already in place, the compound serves as a ready-to-use fluorinated building block, allowing researchers to construct target molecules without running a separate fluorination step that would normally lengthen the synthetic route and reduce overall yield.
The principal appeal of this compound lies in its highly versatile ketone carbonyl group and in the relatively acidic alpha carbon next to it. The carbonyl can be reduced to a secondary alcohol, converted to an amine through reductive amination, or condensed with aldehydes via aldol and Knoevenagel reactions to give benzylidene derivatives. The alpha carbon supports alkylation, halogenation, and enolate formation for extending the framework. The fluorine atom, meanwhile, exerts an electron-withdrawing effect that modulates the reactivity of the aromatic ring and confers resistance to oxidation, giving chemists a second handle on the molecule's behaviour.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and the preparation of heterocyclic scaffolds. It suits research programmes that require reliable starting materials for multi-step routes, method development projects exploring carbonyl and alpha-carbon chemistry, and postgraduate work in which shortening a synthetic sequence matters for both time and material budgets. It is normally ordered as part of a defined project rather than kept as a general stock item.
Laboratory Applications
- Fluorinated building block synthesis: the fluorine is already installed on the aromatic ring, so target molecules can be assembled without a separate, route-lengthening fluorination step that typically lowers overall yield.
- Medicinal chemistry scaffold construction: the indanone motif offers controlled rigidity and a distinctive three-dimensional shape, making it a recognised starting point for building drug-like molecules at multiple positions.
- Carbonyl reduction and reductive amination: the ketone group is readily reduced to the corresponding secondary alcohol or converted to an amine, giving two straightforward routes into new derivative families.
- Aldol and Knoevenagel condensation work: the carbonyl condenses cleanly with aldehydes to furnish benzylidene derivatives, which is useful for both methodology development and derivative library preparation.
- Alpha-carbon functionalisation studies: the relatively acidic alpha carbon supports alkylation, halogenation, and enolate formation, allowing researchers to extend the carbon framework in a controlled fashion.
Specifications
- Brand: TCI
- Product code: F0668
- CAS number: 1481-32-9
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Pack sizes: available in the standard TCI catalogue pack sizes; please confirm the required size when ordering
- Storage: store according to the conditions stated on the manufacturer's label and safety data sheet
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated place, away from direct sunlight, heat sources, and incompatible materials, following the conditions given on the manufacturer's label and safety data sheet. Keep the material in its original supplier container wherever possible, or in a chemically compatible, clearly labelled alternative if transfer is necessary. Handle in a fume hood using safety glasses, suitable chemical-resistant gloves, and a laboratory coat. Avoid the generation of dust, contact with skin and eyes, and inhalation of vapour. Close containers immediately after use to limit exposure to moisture and air, and dispose of residues and contaminated materials in accordance with institutional chemical waste procedures.
