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For researchers and chemists engaged in organic synthesis, a thorough understanding of the chemical properties of key intermediates is fundamental to successful project outcomes. 5,5''-Dibromo-2,2':5',2''-terthiohene (CAS 98057-08-0) is a significant heterocyclic compound, widely recognized for its utility as a building block in advanced material science, particularly in organic electronics. Delving into its molecular formula, molecular weight, melting point, and reactive sites provides crucial insights for its effective utilization.
The chemical formula for this compound is C12H6Br2S3, and its molecular weight is approximately 406.18 g/mol. This composition, featuring a backbone of three linked thiophene rings with bromine atoms at the terminal positions, dictates its reactivity. The melting point, often reported in the range of 150-155°C (though variations exist, e.g., 158°C), indicates that it is a solid at room temperature and can be handled with standard laboratory practices. Its solubility characteristics, typically in common organic solvents, are also important for reaction design and purification processes.
The presence of bromine atoms at the 5 and 5'' positions makes 5,5''-Dibromo-2,2':5',2''-terthiohene an excellent substrate for palladium-catalyzed cross-coupling reactions. These reactions, such as Suzuki, Stille, and Sonogashira couplings, are the workhorses for extending conjugated systems by forming new carbon-carbon bonds. This reactivity is precisely what makes it invaluable for synthesizing oligothiophenes, conjugated polymers, and small molecules with specific electronic and optical properties, sought after by R&D teams worldwide.
When considering purchasing this compound, R&D scientists often prioritize high purity levels (e.g., >97.0% by GC or HPLC) to ensure predictable and clean reaction outcomes. Sourcing from reputable chemical suppliers, particularly those in China known for their quality control, is a common practice to obtain reliable materials for research. Understanding these chemical properties and sourcing strategies is vital for anyone looking to buy and effectively use 5,5''-Dibromo-2,2':5',2''-terthiohene in their synthetic endeavors.
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