Description

4,4′-Dibromo-5,5′-bithiazole (CAS No. 1254951-93-3) is a high-purity heterocyclic organic compound with the molecular formula C₆H₂Br₂N₂S₂. This specialized bithiazole derivative features two bromine substituents at the 4- and 4′-positions, making it a valuable building block for pharmaceutical, agrochemical, and materials science research. The compound is characterized by its two fused thiazole rings, which contribute to its unique electronic and structural properties. With a molecular weight of 317.94 g/mol, it is supplied as a crystalline solid with >95% purity (HPLC). Ideal for cross-coupling reactions, Suzuki-Miyaura couplings, and as a precursor for conjugated polymers, this reagent is packaged under inert gas to ensure stability and longevity. Handle with care in a well-ventilated environment, using appropriate personal protective equipment (PPE).

Properties

• CAS Number: 1254951-93-3
• Complexity: 154
• IUPAC Name: 4-bromo-5-(4-bromothiazol-5-yl)thiazole
• InChI: InChI=1S/C6H2Br2N2S2/c7-5-3(11-1-9-5)4-6(8)10-2-12-4/h1-2H
• InChI Key: XRLLAFRUWXQXKE-UHFFFAOYSA-N
• Exact Mass: 325.80057
• Molecular Formula: C6H2Br2N2S2
• Molecular Weight: 326.0
• SMILES: C1=NC(=C(S1)C2=C(N=CS2)Br)Br
• Topological: 82.3
• Monoisotopic Mass: 323.80262
• Synonyms: 4,4′-dibromo-5,5′-bithiazole, 1254951-93-3, SCHEMBL571361, 4-bromo-5-(4-bromo-1,3-thiazol-5-yl)-1,3-thiazole, XRLLAFRUWXQXKE-UHFFFAOYSA-N, MFCD28678227, G71438

Application

4,4′-Dibromo-5,5′-bithiazole serves as a key intermediate in the synthesis of conjugated polymers for organic electronics, including OLEDs and OFETs. Its dibromo functionality enables efficient palladium-catalyzed cross-coupling reactions for constructing complex thiazole-based architectures. Researchers also utilize it in medicinal chemistry to develop novel heterocyclic compounds with potential biological activity. The compound’s rigid bithiazole core makes it valuable for studying charge transport in molecular materials.

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