2-Bromo-5-dodecylthiophene (CAS 153561-74-1) is a thiophene building block used to prepare semiconducting small molecules, oligomers and conjugated polymers for organic electronics. The thiophene ring carries a dodecyl (C12H25) chain at one end position and a bromo group at the other. It is supplied as a yellow liquid with a molecular weight of 311.35 g/mol.
The terminal bromide serves as a reactive handle for cross coupling or nucleophilic aromatic substitution, letting chemists extend the conjugation of target molecules. The long dodecyl chain improves solubility, which makes the resulting materials easier to process from solution. Because the alkyl chain sits at the end of the ring, the compound is commonly used as an end-capping unit, particularly in materials for organic field-effect transistors (OFETs).
Its combination of a flexible alkyl tail with a rigid aromatic core has also made it useful in the synthesis of semiconducting calamitic and discotic liquid crystals. The material is prepared by bromination of 5-dodecylthiophene with N-bromosuccinimide (NBS).
- End-capping unit in the synthesis of semiconducting materials for OFETs.
- Building block for organic photovoltaic (OPV) and OLED materials.
- Precursor for conjugated polymers and oligomers via cross coupling reactions.
- Synthesis of semiconducting calamitic and discotic liquid crystals.
- Preparation of solution-processable organic semiconductors and dyes.
| Brand | Ossila |
|---|---|
| CAS number | 153561-74-1 |
| Molecular formula | C16H27BrS |
| Purity | >98% |
| Category | — |
| Pack sizes | 1 g, 5 g, 10 g |
| Physical form | Yellow liquid |
| Storage | — |
- Product code: B1531
- Molecular Weight: 311.35 g/mol
- Boiling Point: 371.2±22.0 °C at 760 mmHg
- Classification / Family: Thiophene derivatives, Dyes, Semiconductor synthesis intermediates, OLED, OFETs, organic photovoltaics
—
—