2,5-Dibromothiophene (CAS 3141-27-3) is a fundamental organosulfur compound that plays a crucial role in various advanced chemical applications. This article explores its synthesis pathways, key chemical properties, and its diverse applications, particularly as an intermediate in high-tech industries. NINGBO INNO PHARMCHEM CO.,LTD. is a significant contributor in providing this essential chemical.

The synthesis of 2,5-Dibromothiophene typically involves the direct bromination of thiophene. Thiophene, a five-membered heterocyclic aromatic ring containing sulfur, readily undergoes electrophilic substitution. Under controlled conditions, using brominating agents like bromine (Br2) or N-bromosuccinimide (NBS), dibromination predominantly occurs at the alpha positions (2 and 5), yielding 2,5-Dibromothiophene. This process is well-established and can be scaled for commercial production, ensuring a steady supply for industrial needs.

Chemically, 2,5-Dibromothiophene is a pale yellow to brown liquid with a characteristic odor. Its molecular formula is C4H2Br2S, and its molecular weight is approximately 241.93 g/mol. It exhibits limited solubility in water but is soluble in common organic solvents like ethanol, ether, and acetone. The presence of two bromine atoms makes it highly reactive in various organic transformations, especially cross-coupling reactions, which are indispensable for constructing complex molecular architectures.

The extensive applications of 2,5-Dibromothiophene are a testament to its versatility:

  • Organic Electronics: It is a key building block for synthesizing conjugated polymers and small molecules used in OLEDs, OPVs, and OFETs. Its role as an OLED material precursor is critical for tailoring the optoelectronic properties of devices.
  • Functional Materials: As a conductive polymer building block, it enables the creation of materials with enhanced electrical conductivity for sensors, antistatic coatings, and advanced electronic components.
  • Pharmaceutical Intermediates: It serves as a valuable starting material in the synthesis of various heterocyclic compounds that may possess pharmaceutical activity, contributing to drug discovery efforts.
  • Organic Synthesis: Generally, it is a widely used reagent in organic chemistry for introducing thiophene units and for further functionalization through diverse chemical reactions.

NINGBO INNO PHARMCHEM CO.,LTD., as a dedicated fine chemical intermediate supplier China, provides high-purity 2,5-Dibromothiophene, ensuring that researchers and manufacturers have access to a reliable source for their critical applications. Our commitment to quality and service supports the continuous innovation in these rapidly evolving technological fields.

The comprehensive understanding and application of 2,5-Dibromothiophene highlight its enduring importance in modern chemistry and materials science.