TCI D4274, with CAS number 83834-10-0, is 3,7-Dibromodibenzo[b,d]thiophene, a fused aromatic compound classified as a building block for polymer and macromolecular semiconductors within materials science. The dibenzothiophene core consists of two benzene rings bridged by a sulfur atom, forming a planar, electron-rich tricyclic system. With two bromine atoms attached symmetrically at the 3- and 7-positions, the compound functions as a difunctional monomer — a construction unit that can be linked repeatedly to form conjugated polymer chains or well-defined oligomers in the laboratory.
The characteristic that makes this material a preferred choice is the ability of both aromatic bromine groups to act as entry points for palladium-catalysed coupling reactions such as Suzuki–Miyaura, Stille, or Yamamoto coupling. The symmetric 3- and 7-positions ensure that chain growth proceeds in a linear and directed manner, so the resulting polymer structure is easier to predict and to characterise. The dibenzothiophene core itself provides good thermal stability along with attractive electronic properties, because the sulfur atom contributes to electron delocalisation and influences the frontier orbital energy levels.
In Indonesian laboratories, this compound is typically used in university and institutional research groups working on organic electronic materials, where conjugated polymers and oligomers are synthesised on a laboratory scale. It is normally handled within a synthetic chemistry workflow that includes inert-atmosphere coupling reactions, purification, and subsequent structural and thermal characterisation of the polymer products before they are evaluated as semiconductor materials.
- Conjugated polymer synthesis: the two symmetric aromatic bromine groups allow repeated linkage of monomer units into extended conjugated chains with predictable, linear growth.
- Suzuki–Miyaura coupling: the aryl bromide positions serve as reliable entry points for palladium-catalysed cross-coupling with boronic acid or boronate partners.
- Stille coupling reactions: both bromine substituents can be coupled with organotin partners, giving an alternative palladium-catalysed route to conjugated macromolecular structures.
- Yamamoto homocoupling polymerisation: the difunctional dibromide structure is well suited to homocoupling routes that build polymer backbones from a single monomer unit.
- Defined oligomer preparation: the symmetric 3,7-substitution pattern supports the construction of well-defined oligomers that are easier to characterise than randomly branched products.
| Brand | TCI |
|---|---|
| CAS number | 83834-10-0 |
| Molecular formula | — |
| Purity | — |
| Category | Materials Science > Material Building Blocks > Polymer/Macromolecule Semiconductor Building Blocks |
| Pack sizes | available in standard laboratory research quantities; please confirm the packaging option when ordering |
| Physical form | — |
| Storage | keep in the tightly closed original container, protected from light and moisture |
- Chemical name: 3,7-Dibromodibenzo[b,d]thiophene
Store the material in its tightly closed original container in a cool, dry, well-ventilated area, protected from light and moisture and kept away from strong oxidising agents. Amber glass or the supplier's original packaging is suitable, and transfer under an inert atmosphere is advisable when the compound is to be used in moisture-sensitive coupling reactions. Handle the solid in a fume hood, avoid generating dust, and wear a laboratory coat, chemical-resistant gloves, and safety goggles. Keep containers clearly labelled, close them promptly after use, and consult the manufacturer's safety data sheet before handling or disposal.
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