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Atomfair 2,5-Dibromo-7H-cyclopenta[1,2-b:4,3-b’]dithiophen-7-one C9H2Br2OS2 CAS 1586827-98-6

2,5-Dibromo-7H-cyclopenta[1,2-b:4,3-b’]dithiophen-7-one (CAS: 1586827-98-6) is a high-purity brominated heterocyclic compound with the molecular formula C9H2Br2OS2. This structurally complex molecule features a fused cyclopenta-dithiophene core, functionalized with two bromine atoms at the 2 and 5 positions and a ketone group at the 7-position. Its IUPAC name, 4,10-dibromo-5,9-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),3,10-tetraen-7-one, reflects its intricate polycyclic architecture. The compound is supplied as a crystalline solid with ≥95% purity (HPLC), ideal for advanced organic synthesis and materials science applications. It is particularly valuable as a building block for conjugated polymers, organic semiconductors, and photoactive materials due to its electron-deficient thiophene backbone and bromine substituents that facilitate further functionalization…

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Description

2,5-Dibromo-7H-cyclopenta[1,2-b:4,3-b’]dithiophen-7-one (CAS: 1586827-98-6) is a high-purity brominated heterocyclic compound with the molecular formula C9H2Br2OS2. This structurally complex molecule features a fused cyclopenta-dithiophene core, functionalized with two bromine atoms at the 2 and 5 positions and a ketone group at the 7-position. Its IUPAC name, 4,10-dibromo-5,9-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),3,10-tetraen-7-one, reflects its intricate polycyclic architecture. The compound is supplied as a crystalline solid with ≥95% purity (HPLC), ideal for advanced organic synthesis and materials science applications. It is particularly valuable as a building block for conjugated polymers, organic semiconductors, and photoactive materials due to its electron-deficient thiophene backbone and bromine substituents that facilitate further functionalization via cross-coupling reactions. Store under inert atmosphere at 2-8°C to maintain stability.

Properties

  • CAS Number: 1586827-98-6
  • Complexity: 260
  • IUPAC Name: 4,10-dibromo-5,9-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),3,10-tetraen-7-one
  • InChI: InChI=1S/C9H2Br2OS2/c10-5-1-3-4-2-6(11)14-9(4)7(12)8(3)13-5/h1-2H
  • InChI Key: BTKNHYYTOOHYRL-UHFFFAOYSA-N
  • Exact Mass: 349.78933
  • Molecular Formula: C9H2Br2OS2
  • Molecular Weight: 350.1
  • SMILES: C1=C(SC2=C1C3=C(C2=O)SC(=C3)Br)Br
  • Topological: 73.6
  • Monoisotopic Mass: 347.79138
  • Synonyms: 2,5-Dibromo-7H-cyclopenta[1,2-b:4,3-b’]dithiophen-7-one, 1586827-98-6, MFCD34598493, G68126, 4,10-dibromo-5,9-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),3,10-tetraen-7-one

Application

This brominated dithiophene derivative serves as a key intermediate in the synthesis of narrow bandgap conjugated polymers for organic photovoltaics (OPVs) and field-effect transistors (OFETs). Its electron-accepting properties make it valuable for designing n-type organic semiconductors when copolymerized with electron-rich units. Researchers utilize the bromine sites for palladium-catalyzed cross-coupling reactions to construct complex π-conjugated systems. The compound has shown promise in developing near-infrared (NIR) absorbing materials for optoelectronic applications.

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Disclaimer

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