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Description
TCI D3578 2',4'-Difluoroacetanilide is a fluorinated building block from TCI supplied as an anilide — an aniline derivative in which the amino group has been acetylated — carrying two fluorine atoms at the 2' and 4' positions of the aromatic ring. In the laboratory this compound serves a dual role: as a synthetic intermediate on the route toward more elaborate fluorinated molecules, and as a nitrogen-protected form of aniline that allows the ring to be further functionalised without the excessive reactivity of a free amino group interfering with the intended transformation.
The properties that make this material an attractive choice centre on the acetamide group, which acts as a directing group in aromatic substitution reactions while simultaneously protecting the nitrogen, and which is readily removed by acidic or basic hydrolysis to recover the free aniline. The same acetamide group can also direct metalation, enabling functionalisation at specific positions of the ring. The two fluorine atoms contribute an electron-withdrawing effect that modifies the electron density of the ring, improves stability toward oxidation, and tunes the lipophilicity of the molecule — a characteristic much sought after in the design of active compounds.
The compound is a solid at room temperature and is generally more stable and easier to handle than the corresponding free aniline, which suits the working conditions of laboratories in Indonesia. It is typically used in organic synthesis and medicinal chemistry research groups at universities and research institutes, as well as in industrial development laboratories, where a fluorinated intermediate with a protected nitrogen centre is needed as a starting point for multi-step preparative work.
Laboratory Applications
Synthetic intermediate for fluorinated targets: the difluorinated aromatic core is carried directly into more complex molecules, saving the effort of installing fluorine at a later, more demanding stage of a route.
Protected aniline for ring functionalisation: the acetylated nitrogen suppresses the high reactivity of the free amino group, so electrophilic and other ring transformations can proceed cleanly and be deprotected afterwards.
Directed aromatic substitution: the acetamide substituent orients incoming electrophiles to particular ring positions, giving the chemist positional control that an unprotected aniline substrate would not reliably provide.
Directed metalation studies: because the acetamide group can direct metalation, this anilide is a practical substrate for regioselective functionalisation work at defined positions on the fluorinated aromatic ring.
Medicinal chemistry scaffold exploration: the electron-withdrawing fluorines adjust ring electron density, oxidative stability, and lipophilicity, properties routinely exploited when building and optimising candidate active compounds.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS number: 399-36-0
Category: Chemistry > Building Blocks > Fluorinated Building Blocks
Chemical name: 2',4'-Difluoroacetanilide (product code D3578)
Physical form: solid at room temperature
Pack sizes: available in the standard TCI catalogue pack sizes for this product code; please confirm the size required when ordering
Storage: keep in a tightly closed original container in a cool, dry, well-ventilated place
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, away from moisture, direct sunlight, and sources of heat or ignition, and keep it separated from strong oxidising agents and strong acids or bases that could promote hydrolysis of the acetamide group. Retain the material in its original supplier container, or transfer it to a clean, dry, chemically compatible and clearly labelled glass or plastic vessel with a secure closure. Handle the solid in a fume hood or a well-ventilated workspace to avoid inhalation of dust, and wear a laboratory coat, safety glasses, and suitable chemical-resistant gloves. Weigh and transfer using clean, dry spatulas to prevent contamination or moisture uptake, close the container immediately after use, and consult the manufacturer's safety data sheet before first use and before disposal of residues.
