4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole(CAS: 288071-87-4)

4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole is a crystalline solid with a molecular weight of approximately 460.13 g/mol. It exhibits low solubility in water but is soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). This compound is reactive, particularly towards nucleophilic substitution reactions. It has a high melting point and is stable under normal laboratory conditions.

4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole is typically synthesized through a multistep process involving the coupling of 2-bromo-5-thienylbenzothiadiazole with 5-bromo-thiophene. The reaction is conducted in the presence of a suitable catalyst, such as potassium carbonate, in a polar aprotic solvent like dimethyl sulfoxide (DMSO). The method ensures high selectivity and yield, with purification usually achieved through recrystallization.

4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole finds applications in the pharmaceutical industry for its potential use in drug development, particularly in anti-inflammatory and anticancer therapies. It is also used in the semiconductor and sensor industries due to its electronic properties, and in the polymer industry for its role as a functional monomer.

When handling 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole, it is crucial to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a laboratory coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be handled with caution, using appropriate absorbent materials and avoiding inhalation. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal guidelines.