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Description
TCI F0777 4'-Fluoro-3'-nitroacetophenone is an aromatic ketone that carries three functional groups at once within a single simple framework: an acetyl group, a fluorine atom, and a nitro group arranged in a specific substitution pattern on the benzene ring. This combination makes it a high-value building block in the organic synthesis laboratory, because each group can be addressed separately at a different stage of a route. Researchers can construct layered molecular frameworks from one starting material without having to install additional functional groups through long reaction sequences that risk lowering the overall yield.
The principal advantage of this compound lies in the cross-activation between its groups. The nitro group sits adjacent to the fluorine atom, which makes the fluorine position highly susceptible to nucleophilic aromatic substitution, so amines, alkoxides, or thiolates can displace the fluorine under relatively mild conditions. The nitro group itself can be reduced to an aromatic amine, opening pathways to amides, sulfonamides, and heterocyclic ring formation. Meanwhile, the acetyl group provides a methyl ketone carbonyl that is ready to undergo condensation, alpha-halogenation, or ring-forming reactions leading to azole systems.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and materials chemistry, where a trifunctional aromatic scaffold shortens a synthetic route considerably. It suits method development work, small-scale exploratory synthesis, and the preparation of intermediates for further study. As a TCI catalogue item supplied through AMI Scientific, it fits research programmes that need a consistent, reproducible starting material across repeated experiments.
Laboratory Applications
- Nucleophilic aromatic substitution studies: the ortho nitro group activates the adjacent fluorine so that amines, alkoxides, or thiolates displace it under relatively mild conditions, making this a dependable substrate for teaching and probing SNAr reactivity.
- Aromatic amine intermediate preparation: the nitro group can be reduced to an aromatic amine, giving direct access to anilines that serve as entry points for amide, sulfonamide, and further coupling chemistry in multi-step routes.
- Heterocyclic ring construction: the methyl ketone carbonyl undergoes condensation and ring-forming reactions that lead to azole systems, allowing researchers to assemble heterocyclic cores from a single readily handled starting material.
- Medicinal chemistry scaffold building: because three orthogonal handles sit on one simple ring, chemists can elaborate analogue series stepwise without installing extra functionality through long sequences that erode overall yield.
- Alpha-functionalisation and condensation chemistry: the acetyl group is available for alpha-halogenation and classical carbonyl condensations, giving a convenient route to extended side chains while the fluorine and nitro positions remain intact for later stages.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 400-93-1
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Catalogue code: F0777
- Pack sizes: available in standard TCI research-scale catalogue pack sizes; please confirm the size required when ordering
- Storage: keep in a cool, dry place in the tightly closed original container
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and incompatible reagents such as strong oxidising agents, strong bases, and strong reducing agents. Keep the material in its original supplier container, or transfer it to a clean, chemically compatible, clearly labelled amber glass container if subdividing. Handle the compound in a fume hood using safety glasses, chemical-resistant gloves, and a laboratory coat, and avoid raising dust or inhaling vapour. As a nitroaromatic compound, it should be weighed and transferred carefully, kept away from ignition sources, and never returned to the stock bottle once removed. Consult the supplier's safety data sheet before first use, and dispose of residues and contaminated materials through an authorised chemical waste route in line with your institution's procedures.
