Description

5-Bromo-3-(2-ethylhexyl)thiophene-2-carbaldehyde (CAS No. 2244901-23-1) is a high-purity brominated thiophene derivative designed for advanced research applications in organic synthesis and materials science. This compound features a reactive aldehyde group and a 2-ethylhexyl side chain, making it a versatile building block for the development of conjugated polymers, organic semiconductors, and functionalized thiophene-based materials. With a molecular formula of C₁₃H₁₉BrOS and a molecular weight of 303.26 g/mol, it is supplied as a stable, light-sensitive solid that should be stored under inert conditions. Ideal for cross-coupling reactions, polymerization, and ligand design, this product is rigorously tested for consistency and purity to meet the demands of pharmaceutical, agrochemical, and optoelectronic research.

Properties

• CAS Number: 2244901-23-1
• Complexity: 210
• IUPAC Name: 5-bromo-3-(2-ethylhexyl)thiophene-2-carbaldehyde
• InChI: InChI=1S/C13H19BrOS/c1-3-5-6-10(4-2)7-11-8-13(14)16-12(11)9-15/h8-10H,3-7H2,1-2H3
• InChI Key: GVEZAEIDLLTMHA-UHFFFAOYSA-N
• Exact Mass: 302.03400
• Molecular Formula: C13H19BrOS
• Molecular Weight: 303.26
• SMILES: CCCCC(CC)CC1=C(SC(=C1)Br)C=O
• Topological: 45.3
• Monoisotopic Mass: 302.03400
• Synonyms: 5-Bromo-3-(2-ethylhexyl)thiophene-2-carbaldehyde, 2244901-23-1, SCHEMBL25401735, H40599

Application

5-Bromo-3-(2-ethylhexyl)thiophene-2-carbaldehyde is widely used as a key intermediate in the synthesis of conjugated polymers for organic electronics, such as organic field-effect transistors (OFETs) and photovoltaic devices. Its reactive aldehyde group enables facile functionalization, while the bromo substituent facilitates palladium-catalyzed cross-coupling reactions (e.g., Suzuki or Stille couplings). Researchers also employ this compound in the development of novel thiophene-based ligands for catalysis and sensing applications.

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