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Description
TCI D4202 3,4-Dihexylthiophene is a thiophene compound bearing two hexyl chains substituted at the 3- and 4-positions of the ring, and it belongs to the family of heterocyclic building blocks widely used in both organic chemistry and materials chemistry laboratories. The material serves as a fundamental construction unit for assembling polythiophene frameworks, oligothiophenes, and a variety of other conjugated molecules. In the laboratory, its role is to supply an electron-rich aromatic core that is ready for further modification through halogenation, lithiation, or cross-coupling reactions, allowing researchers to build target structures step by step along synthetic routes that remain controlled and reproducible.
The principal characteristic that makes this compound a preferred choice is the presence of two long alkyl chains, which markedly improve the solubility of its derivative products in common organic solvents. A classic problem with conjugated materials is that the resulting polymers are too rigid and poorly soluble, making them difficult to process; hexyl substitution at the 3- and 4-positions addresses this limitation without drastically altering the electronic character of the thiophene core. The symmetry of substitution at both beta positions also simplifies regiochemical control during polymerization, so chain growth follows a more predictable pattern and the products are easier to characterize.
In Indonesian laboratories, this building block is typically used in organic synthesis and materials research groups working on conjugated polymers, organic electronics, and functional molecule development. It is commonly handled in university research laboratories, postgraduate research programs, and institutional research centers, where it is drawn on for multi-step syntheses that require a reliable, well-defined thiophene starting material. Because it is supplied as a catalogue building block, it fits routine bench-scale work in which consistent identity and reproducible reaction behaviour matter more than large volumes.
Laboratory Applications
- Polythiophene synthesis: the two hexyl chains keep the growing conjugated chain soluble in common organic solvents, so polymerization and subsequent purification can be carried out without the intractable precipitation typical of unsubstituted thiophene polymers.
- Oligothiophene construction: the electron-rich thiophene core accepts stepwise functionalization, letting researchers extend conjugation length in a controlled sequence and isolate well-defined oligomers for structure–property comparison.
- Cross-coupling reaction substrates: after halogenation at the available ring positions, the compound feeds directly into palladium- or nickel-catalyzed coupling schemes used to link thiophene units to other aromatic fragments.
- Lithiation and directed functionalization: the beta-substituted ring supports lithiation chemistry, providing an entry point for introducing new substituents onto the heterocycle along a controlled and reproducible synthetic route.
- Conjugated materials and organic electronics research: as a solubilizing building block it supports preparation of processable conjugated molecules and films, which is essential when material must be deposited from solution for device fabrication studies.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 122107-04-4
- Catalogue number: D4202
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Chemical class: substituted thiophene, heterocyclic building block for conjugated molecule synthesis
- Pack sizes: available in standard TCI catalogue research pack sizes; please confirm the currently offered pack size when ordering
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from heat, ignition sources, and strong oxidizing agents, and follow the storage conditions stated on the manufacturer's label and Safety Data Sheet for this catalogue item. Keep the material in its original supplier container, or in a compatible tightly sealed glass container that is clearly labelled with the compound name and CAS number. Handle inside a fume hood, wearing safety glasses, chemically resistant gloves, and a laboratory coat, and avoid inhalation of vapours and contact with skin or eyes. Because it is used in moisture- and air-sensitive chemistry such as lithiation and cross-coupling, transfer under an inert atmosphere where the procedure requires it, and reseal the container promptly after use. Collect residues and contaminated materials as chemical waste according to institutional laboratory waste procedures.
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