TCI
Dibenzothiophene-4-carboxaldehyde TCI D4767
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Description
TCI D4767 Dibenzothiophene-4-carboxaldehyde is a sulfur-containing heterocyclic compound that carries an aldehyde group at the 4-position of the dibenzothiophene framework. Its parent skeleton consists of two benzene rings fused through a central thiophene ring, forming a flat, electron-rich tricyclic system with high thermal stability. In the laboratory, this compound serves as a heterocyclic building block that supplies a complex aromatic core already equipped with one reactive functional group, allowing researchers to move directly into assembling their target molecules instead of constructing the tricyclic framework themselves from simple starting materials.
The characteristic that makes this material an attractive choice is the combination of aldehyde reactivity with the distinctive behaviour of the sulfur atom inside the ring. The aldehyde group is ready to undergo condensation with amines, Wittig olefination, reduction, oxidation, and nucleophilic addition with organometallic reagents. The sulfur atom, meanwhile, increases the polarizability of the pi system and imparts optoelectronic properties that differ from those of dibenzofuran analogues, including a tendency toward ordered thin-film arrangement and charge transport. The 4-position, adjacent to the sulfur atom, also gives the substituent a distinct steric and electronic environment.
In Indonesian laboratories, this building block is typically encountered in university and institutional research groups working on organic synthesis, medicinal chemistry scaffolds, and organic electronic materials. It is used at bench scale for exploratory reaction development, derivatisation studies, and the preparation of intermediates that are later characterised by spectroscopic and chromatographic methods. Because the tricyclic core is already in place, groups with limited synthetic capacity can pursue projects that would otherwise require lengthy multi-step preparation of the parent skeleton.
Laboratory Applications
- Heterocyclic scaffold synthesis — the pre-formed dibenzothiophene core removes several synthetic steps, letting chemists build target molecules directly from a complex aromatic starting point.
- Condensation chemistry with amines — the reactive 4-aldehyde readily forms imines and related products, making it a convenient handle for preparing Schiff-base derivatives and nitrogen-containing analogues.
- Wittig olefination and chain extension — the aldehyde group allows straightforward conversion into alkenes, giving access to extended conjugated systems built on the sulfur heterocycle.
- Organic electronic materials research — the electron-rich, polarizable pi system and thin-film ordering tendency make this compound useful for exploring charge-transport and optoelectronic behaviour.
- Functional group interconversion studies — the aldehyde can be reduced, oxidised, or treated with organometallic nucleophiles, supporting systematic derivatisation of a single stable aromatic framework.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 23985-81-1
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Catalogue number: D4767
- Pack sizes: available in standard TCI research-scale pack sizes; please confirm the currently offered size when ordering.
- Storage: keep in the original tightly closed container as indicated on the manufacturer's label.
Handling and Storage
Store the material in its original tightly closed container in a cool, dry, well-ventilated area, away from direct sunlight, heat sources, and incompatible reagents such as strong oxidising agents. Amber glass or the supplier's original packaging is preferred, since aldehydes are generally sensitive to air and light. Handle inside a fume hood using nitrile gloves, safety glasses, and a laboratory coat, and avoid generating or inhaling dust. Return the container promptly after weighing, label all derived solutions clearly, and dispose of residues and contaminated consumables through the laboratory's chemical waste stream. Always consult the manufacturer's safety data sheet before first use.
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