TCI
4,7-Dibromo-5-fluoro-2,1,3-benzothiadiazole TCI D4750
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Description
TCI D4750 4,7-Dibromo-5-fluoro-2,1,3-benzothiadiazole is a benzothiadiazole derivative carrying two bromine atoms at the 4- and 7-positions together with a single fluorine atom at the 5-position. In materials research laboratories, this compound serves as an electron-accepting unit that is very commonly used to construct conjugated polymers and small molecules of the donor–acceptor type. The two bromine atoms provide ready-to-react coupling points for transition-metal-catalysed cross-coupling, allowing researchers to join this unit to a wide range of donor segments and build a desired electronic framework in a planned, deliberate way.
The main appeal of this building block lies in the presence of the fluorine atom. Fluorination of the benzothiadiazole core is known to lower the frontier orbital energy levels of conjugated materials, strengthen interchain interactions, and assist molecular ordering in thin films. These effects frequently translate into improved stability and device performance without altering the basic molecular skeleton. The benzothiadiazole core itself is a strong yet still readily processable electron acceptor, and the 4,7-dibromo substitution pattern gives a symmetric reactivity profile that simplifies copolymer design.
In Indonesian laboratories, this material is typically used in organic electronics and polymer chemistry research groups at universities and research institutes, where donor–acceptor conjugated systems are prepared on a laboratory scale. It is handled as a synthetic intermediate within multi-step routes, drawn upon whenever a fluorinated acceptor unit with defined coupling positions is required. Because it is supplied under the TCI brand as a catalogue building block, it fits routine research workflows in which reproducible starting materials are needed for repeated synthetic campaigns.
Laboratory Applications
- Donor–acceptor conjugated polymer synthesis: the two 4,7-bromine sites act as reliable coupling handles, letting researchers alternate this acceptor with chosen donor comonomers in a controlled sequence.
- Transition-metal-catalysed cross-coupling reactions: the dibromo substitution pattern is directly compatible with standard metal-catalysed coupling chemistry used to form carbon–carbon bonds between aromatic units.
- Small-molecule organic semiconductor preparation: the compound provides a strong yet processable electron-accepting centre around which conjugated small molecules of defined architecture can be assembled.
- Frontier orbital energy level engineering: fluorination on the benzothiadiazole core lowers frontier orbital levels, giving researchers a structural means of tuning the electronic character of target materials.
- Thin-film morphology and device stability studies: the fluorine substituent strengthens interchain interactions and assists molecular ordering in films, supporting work on stability and device performance.
Specifications
- Brand: TCI
- CAS number: 1347736-74-6
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Chemical name: 4,7-Dibromo-5-fluoro-2,1,3-benzothiadiazole
- Pack sizes: available in standard TCI catalogue research quantities; please confirm the pack size required when ordering
- Storage: store in a closed original container under the conditions stated on the manufacturer's label and safety data sheet
Handling and Storage
Keep this building block in its original tightly closed container, stored in a cool, dry, well-ventilated area away from moisture, direct sunlight, and sources of heat or ignition. Amber or opaque glass containers with chemically resistant closures are suitable for any transfer or subdivision, and containers should be clearly labelled with the chemical name and CAS number. Handle in a fume hood using safety glasses, nitrile gloves, and a laboratory coat, and avoid generating or inhaling dust when weighing solids. Follow the manufacturer's safety data sheet for detailed exposure control, incompatibility, and disposal guidance, and dispose of residues and contaminated consumables through the institution's chemical waste stream rather than general waste.
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