• 2,5-Dibromothieno[3,2-b]thiophene (CAS 25121-87-3) - TCI D3678 - AMI Scientific
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CAS 25121-87-3

2,5-Dibromothieno[3,2-b]thiophene TCI D3678

2,5-Dibromothieno[3,2-b]thiophene TCI D3678
Rp 1.623.300,00
Rp 1.623.300,00
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TCI D3678 2,5-Dibromothieno[3,2-b]thiophene is a material building block for organic semiconductors, built around a fused thienothiophene core carrying bromine atoms at the 2 and 5 positions. The thieno[3,2-b]thiophene core is a system of two fused thiophene rings, giving a flat, rigid, electron-rich framework that is highly valued in materials chemistry. In the laboratory, this compound serves as a monomer or linking unit for constructing conjugated polymers and small-molecule semiconductors. The two bromine groups at the alpha positions act as points for metal-catalysed polymerisation, allowing the thienothiophene framework to be assembled into long conjugated chains in a controlled manner.

The properties that make this compound a preferred choice are the combination of molecular flatness, extensive electron delocalisation, and the precise placement of the bromine atoms at the ends of the conjugation axis. The fused framework reduces inter-ring rotation, so the resulting polymer chains are straighter and stack more readily through pi–pi interactions. This ordered stacking is exactly what supports high charge-carrier mobility in organic electronic devices. Substitution at the 2 and 5 positions produces the most favourable alpha–alpha linkage, keeping the conjugated backbone continuous rather than interrupted by unfavourable connection geometry, which is why researchers select this building block over less well-defined alternatives.

In Indonesian laboratories, this material is typically used in university and institutional research groups working on organic electronics and functional polymer materials. It is handled at the synthetic bench as a starting material for coupling and polymerisation work, then passed on to characterisation and thin-film studies. Because it is used in small quantities per reaction and forms the structural heart of the target polymer, it is normally stored as a stock reagent and weighed out carefully for each synthetic campaign.

  • Conjugated polymer synthesis — the two alpha-bromine sites allow controlled metal-catalysed polymerisation, so the fused thienothiophene unit can be built into long, well-defined conjugated backbones.
  • Organic semiconductor small-molecule preparation — the rigid electron-rich core acts as a central linking unit, letting researchers extend conjugation in defined directions from both bromine positions.
  • Organic electronic device research — the flat framework promotes ordered pi–pi stacking in films, which is the structural basis for the high charge-carrier mobility these devices require.
  • Cross-coupling methodology studies — the dibrominated heteroaromatic offers two equivalent reactive handles, making it a useful substrate for developing and comparing metal-catalysed coupling conditions.
  • Structure–property investigations in materials chemistry — the alpha–alpha substitution pattern keeps the conjugation path continuous, so chain planarity and electronic delocalisation can be studied systematically.

Brand TCI
CAS number 25121-87-3
Molecular formula —
Purity —
Category Materials Science > Material Building Blocks > Polymer/Macromolecule Semiconductor Building Blocks
Pack sizes available in standard TCI research-scale packaging; please confirm the pack size required when ordering
Physical form —
Storage keep in the original tightly closed container, protected from light and moisture
  • Product code: D3678

Store the material in its original tightly closed container in a cool, dry, well-ventilated area, protected from light and moisture, and keep it separated from strong oxidising agents and incompatible chemicals. Amber glass or the supplied container is suitable; transfer only into clean, dry, chemically compatible vessels and reseal promptly after weighing to limit exposure to humid air. Handle in a fume hood using standard laboratory personal protective equipment, including safety glasses, gloves, and a lab coat, and avoid generating or inhaling dust. Weigh out only the quantity required for the reaction at hand, label all secondary containers clearly, and dispose of residues and contaminated consumables as halogenated organic chemical waste according to institutional procedures. Always consult the manufacturer's safety data sheet before first use.

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