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Atomfair Bis(5-bromo-2-thienyl)methanone C9H4Br2OS2 CAS 855605-64-0

Bis(5-bromo-2-thienyl)methanone (CAS No. 855605-64-0) is a high-purity brominated thiophene derivative with the molecular formula C9H4Br2OS2. This organosulfur compound features two 5-bromothiophene rings symmetrically bonded to a central carbonyl group, offering unique reactivity for cross-coupling reactions and heterocyclic synthesis. As a crystalline solid with precise stoichiometry, it is ideal for pharmaceutical intermediates, organic electronics, and ligand design. Packaged under inert gas to ensure stability, each batch is validated by HPLC, GC-MS, and1H/13C NMR to guarantee >98% purity. Compatible with Suzuki-Miyaura and Stille coupling protocols.

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Description

Bis(5-bromo-2-thienyl)methanone (CAS No. 855605-64-0) is a high-purity brominated thiophene derivative with the molecular formula C9H4Br2OS2. This organosulfur compound features two 5-bromothiophene rings symmetrically bonded to a central carbonyl group, offering unique reactivity for cross-coupling reactions and heterocyclic synthesis. As a crystalline solid with precise stoichiometry, it is ideal for pharmaceutical intermediates, organic electronics, and ligand design. Packaged under inert gas to ensure stability, each batch is validated by HPLC, GC-MS, and 1H/13C NMR to guarantee >98% purity. Compatible with Suzuki-Miyaura and Stille coupling protocols.

Properties

  • CAS Number: 855605-64-0
  • Complexity: 215
  • IUPAC Name: bis(5-bromo-2-thienyl)methanone
  • InChI: InChI=1S/C9H4Br2OS2/c10-7-3-1-5(13-7)9(12)6-2-4-8(11)14-6/h1-4H
  • InChI Key: NTOCRCSAFQXOOG-UHFFFAOYSA-N
  • Exact Mass: 351.80498
  • Molecular Formula: C9H4Br2OS2
  • Molecular Weight: 352.1
  • SMILES: C1=C(SC(=C1)Br)C(=O)C2=CC=C(S2)Br
  • Topological: 73.6
  • Monoisotopic Mass: 349.80703
  • Synonyms: Bis(5-bromo-2-thienyl)methanone, bis(5-bromothiophen-2-yl)methanone, 855605-64-0, MFCD12786078, 5-bromo-2-thienyl ketone, SCHEMBL1244072, NTOCRCSAFQXOOG-UHFFFAOYSA-N, di(5-bromothiophen-2-yl)methanone, AKOS005216559, SY263822, CS-0459078

Application

Bis(5-bromo-2-thienyl)methanone serves as a key precursor for conjugated polymers in organic photovoltaics (OPVs) due to its electron-deficient thiophene backbone. Researchers utilize it to synthesize thiophene-based ligands for transition metal catalysts in asymmetric synthesis. The compound’s dual bromine functionality enables iterative cross-coupling reactions to build complex heteroaromatic systems for drug discovery.

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