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CAS 502764-54-7

3,5-Dibromodithieno[3,2-b:2',3'-d]thiophene TCI D3800

3,5-Dibromodithieno[3,2-b:2',3'-d]thiophene TCI D3800
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TCI D3800 3,5-Dibromodithieno[3,2-b:2',3'-d]thiophene is an organic semiconductor building block built on the same fused dithienothiophene core as its closely related counterpart, but with the bromine atoms located at the 3 and 5 positions. This difference in substitution position is not merely a numbering detail; it determines the direction in which the conjugated chain grows once coupling reactions take place. For this reason, the compound is an important material for researchers who want to construct molecular architectures with a geometry different from the conventional alpha-substitution route, such as curved chains or branched structures with distinctive packing behaviour.

The property that makes this compound a preferred choice is the combination of the flat, rigid framework characteristic of dithienothiophene with an unconventional substitution pattern. The sulfur-rich fused core still provides effective electron delocalisation, good thermal stability, and a strong tendency toward intermolecular interaction. At the same time, placing the bromine atoms at the beta positions changes the linkage angle between repeating units, so that the resulting polymers or oligomers display chain shapes, solubility behaviour, and thin-film morphology that differ from those obtained with the alpha isomer. Researchers therefore select this material deliberately when the target structure requires a non-linear connection geometry.

In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic electronics and functional polymer materials. It is handled in synthetic chemistry laboratories equipped for inert-atmosphere work, cross-coupling reactions, and subsequent purification and characterisation. Quantities used per experiment are usually small, since the material serves as a monomer or intermediate rather than a bulk reagent, and it is normally stored centrally as part of a shared research chemical inventory.

  • Conjugated polymer synthesis: the two bromine sites act as reactive handles for cross-coupling polymerisation, allowing controlled chain growth from a rigid, sulfur-rich fused thiophene core.
  • Non-linear oligomer construction: beta-position substitution changes the linkage angle between units, enabling curved or branched conjugated architectures that alpha-substituted isomers cannot easily provide.
  • Organic semiconductor material development: the flat and rigid dithienothiophene framework supports effective electron delocalisation, making it useful for preparing candidate semiconducting materials in device research.
  • Structure-property relationship studies: comparing this beta isomer against alpha-substituted analogues lets researchers isolate how substitution geometry alone affects solubility, chain shape, and film morphology.
  • Thin-film morphology research: strong intermolecular interaction tendencies combined with unconventional connection geometry give distinctive packing behaviour worth investigating in solution-processed layers.

Brand TCI
CAS number 502764-54-7
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Category Materials Science > Material Building Blocks > Polymer/Macromolecule Semiconductor Building Blocks
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Storage store according to the conditions stated on the manufacturer's label and safety data sheet
  • Chemical name: 3,5-Dibromodithieno[3,2-b:2',3'-d]thiophene
  • Product code: D3800

Store this material in its original tightly closed container, kept in a cool, dry, and well-ventilated area away from direct sunlight, heat sources, and incompatible chemicals. Follow the storage temperature stated on the manufacturer's label and safety data sheet. Because brominated conjugated building blocks are typically used in moisture- and air-sensitive coupling chemistry, many laboratories keep the container protected from light and handle it under an inert atmosphere. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, avoid dust formation, and close the container promptly after weighing. Dispose of residues and contaminated materials in accordance with applicable laboratory chemical waste procedures.