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Description
TCI D4777 Dibenzothiophene-2-carboxaldehyde is a heterocyclic building block built on a dibenzothiophene skeleton — two benzene rings fused onto a thiophene core — carrying an aldehyde group at the 2-position. This combination delivers a broad, electron-rich conjugated aromatic system together with a highly versatile reaction site. In the laboratory, the compound serves as a starting material for constructing larger functional molecules, particularly in organic electronic materials research and in the synthesis of extended heterocyclic compounds, because the aldehyde group opens up numerous pathways for further transformation.
The properties that make this material a preferred choice are the rigidity and thermal stability of the dibenzothiophene framework, which support charge-transport and luminescence behaviour, together with the presence of the sulfur atom that influences molecular orbital energy levels. The formyl group at the 2-position can be reacted through Knoevenagel condensation, the Wittig reaction, reductive amination, imine or hydrazone formation, as well as oxidation to the carboxylic acid and reduction to the benzylic alcohol. That flexibility makes the compound an efficient synthetic branch point.
The compound is supplied as a solid. In Indonesian laboratories it is typically handled in university chemistry departments, government research institutes, and industrial R&D groups working on organic synthesis and functional materials. It is generally used at small scale on the bench, weighed out for multi-step synthetic routes where a rigid aromatic core with a single reactive handle is required, and it fits well into research programmes that build target molecules step by step from defined heterocyclic intermediates.
Laboratory Applications
- Organic electronic materials research — the rigid, thermally stable dibenzothiophene core supports charge transport and luminescence, making it a suitable starting point for functional material candidates.
- Extended heterocyclic synthesis — the fused benzene-thiophene framework provides a preformed aromatic scaffold onto which additional rings and substituents can be constructed step by step.
- Knoevenagel condensation and Wittig chemistry — the 2-position formyl group reacts readily to extend conjugation and install alkene linkages toward larger conjugated target molecules.
- Imine and hydrazone formation — the aldehyde condenses with amines and hydrazines, giving convenient access to ligands, Schiff bases, and nitrogen-containing derivatives for further study.
- Functional group interconversion — the aldehyde can be oxidised to the corresponding carboxylic acid or reduced to the benzylic alcohol, giving flexible downstream intermediates.
Specifications
- Brand: TCI
- CAS number: 22099-23-6
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Product code: D4777
- Physical form: solid
- Pack sizes: available in standard TCI research-scale packaging; 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, moisture, heat sources, and strong oxidising agents. Keep the material in its original supplier container or in a compatible tightly sealed glass or amber vial, clearly labelled, to limit exposure to air and humidity. Handle the solid in a fume hood using standard laboratory personal protective equipment: safety glasses, gloves, and a laboratory coat. Avoid generating dust, avoid contact with skin and eyes, and do not inhale the powder. Return the container to storage promptly after weighing, and dispose of residues and contaminated consumables according to institutional chemical waste procedures and the supplier safety data sheet.
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