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Description
TCI D3461 2,5-Dimethylbenzoxazole is a heterocyclic compound from the benzoxazole family, used as a building block in organic synthesis and materials research in the laboratory. Its framework consists of a benzene ring fused to a five-membered oxazole ring, carrying a methyl group at position 2 (on the carbon between the nitrogen and the oxygen atoms) as well as a methyl group at position 5 of the aromatic ring. The benzoxazole core is widely recognised as an important motif in bioactive compounds, optical brighteners, and luminescent materials, so having it available in a ready-to-use form shortens synthetic routes that would otherwise require condensation of an aminophenol with an acid derivative.
The property that makes this compound an attractive choice is the methyl group at position 2, which is relatively acidic and reactive because it sits adjacent to the imine nitrogen atom of the ring. That group can be deprotonated using a strong base and then reacted with aldehydes, alkyl halides, or other electrophiles to extend the chain, opening a route towards styryl benzoxazole compounds and other conjugated derivatives. In addition, the ring nitrogen atom can act as an electron-pair donor in metal complex formation, while the aromatic system provides a rigid, planar, and chemically robust scaffold that tolerates a range of subsequent transformations.
In Indonesian laboratories, this material is typically used at the bench scale in university and institutional research groups working on organic synthesis, heterocyclic chemistry, and functional materials. It is generally ordered as a catalogue building block for method development, student and postgraduate research projects, and small exploratory syntheses, where a defined starting material from a recognised catalogue supplier removes the need to prepare the benzoxazole core in-house and keeps experimental work reproducible between batches.
Laboratory Applications
- Heterocyclic building block synthesis: the intact benzoxazole ring lets researchers begin from the finished core instead of running an aminophenol condensation step, shortening multi-step routes.
- Styryl benzoxazole preparation: the acidic 2-methyl group can be deprotonated and condensed with aldehydes, giving direct access to extended conjugated products for materials studies.
- Side-chain elaboration with electrophiles: reaction of the deprotonated 2-methyl position with alkyl halides or other electrophiles allows controlled chain extension towards more complex targets.
- Metal complex and coordination chemistry: the ring nitrogen atom acts as an electron-pair donor, making this compound useful for preparing and studying benzoxazole-based metal complexes.
- Luminescent and optical brightener research: because the benzoxazole motif appears widely in fluorescent materials and brighteners, this compound serves as a convenient model scaffold for such investigations.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 5676-58-4
- Catalogue number: D3461
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: supplied in standard TCI catalogue research pack sizes; please confirm the available packing when ordering
- Storage: keep in the tightly closed original manufacturer container, away from heat, light, and moisture
Handling and Storage
Store the compound in its original tightly closed container in a cool, dry, well-ventilated chemical store, protected from direct sunlight, heat sources, and moisture, and keep it separated from strong oxidising agents. Use tightly sealing glass or the supplier's original packaging rather than transferring material to unsuitable secondary containers. Handle the compound in a fume hood using safety glasses, gloves, and a laboratory coat, avoid inhaling dust and any contact with skin and eyes, and keep the container closed when not in active use to limit uptake of atmospheric moisture. Take particular care when the material is deprotonated with strong bases, since such reactions require dry, inert conditions. Always consult the manufacturer's Safety Data Sheet before use and dispose of residues and contaminated consumables through the laboratory's chemical waste route in line with local regulations.
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