Description

1,6-Bis(5-bromothiophen-2-yl)hexane (CAS No. 681028-54-6) is a high-purity brominated thiophene derivative with the molecular formula C₁₄H₁₆Br₂S₂. This compound is a valuable building block in organic synthesis, particularly in the development of conjugated polymers and small molecules for optoelectronic applications. Its IUPAC name, 2-bromo-5-[6-(5-bromothiophen-2-yl)hexyl]thiophene, reflects its symmetrical structure featuring two 5-bromothiophene units linked by a hexyl spacer. The bromine substituents enhance reactivity for cross-coupling reactions, making it ideal for Suzuki, Stille, or other palladium-catalyzed transformations. Supplied as a crystalline solid, it is rigorously characterized by ¹H NMR, ¹³C NMR, and HPLC to ensure ≥95% purity. Suitable for research in materials science, organic electronics, and pharmaceutical intermediates. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 681028-54-6
• Complexity: 214
• IUPAC Name: 2-bromo-5-[6-(5-bromo-2-thienyl)hexyl]thiophene
• InChI: InChI=1S/C14H16Br2S2/c15-13-9-7-11(17-13)5-3-1-2-4-6-12-8-10-14(16)18-12/h7-10H,1-6H2
• InChI Key: XZCMKMWNXOJZHY-UHFFFAOYSA-N
• Exact Mass: 407.90397
• Molecular Formula: C14H16Br2S2
• Molecular Weight: 408.2
• SMILES: C1=C(SC(=C1)Br)CCCCCCC2=CC=C(S2)Br
• Topological: 56.5
• Monoisotopic Mass: 405.90602
• Synonyms: 1,6-Bis(5-bromothiophen-2-yl)hexane, 681028-54-6

Application

1,6-Bis(5-bromothiophen-2-yl)hexane is widely used as a monomer in the synthesis of conjugated polymers for organic semiconductors, OLEDs, and photovoltaic devices. Its bromine-functionalized thiophene units enable efficient chain elongation via polymerization or oligomerization. Researchers also employ it to create π-extended systems for studying charge transport properties in organic field-effect transistors (OFETs). Additionally, it serves as a precursor for functionalized thiophene-based ligands in catalytic systems.

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