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Atomfair Diethyl 2,5-dibromothieno[3,2-b]thiophene-3,6-dicarboxylate C12H10Br2O4S2 CAS 1800376-55-9

Diethyl 2,5-dibromothieno[3,2-b]thiophene-3,6-dicarboxylate (CAS No. 1800376-55-9) is a high-purity organic compound with the molecular formula C12H10Br2O4S2. This specialized chemical features a thieno[3,2-b]thiophene core, functionalized with two bromine atoms at the 2 and 5 positions and two ethyl ester groups at the 3 and 6 positions. Its unique structure makes it a valuable building block in materials science, particularly for the synthesis of conjugated polymers and organic semiconductors. The compound is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring optimal performance in research and industrial applications. Proper storage under inert conditions is recommended to maintain stability.

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Description

Diethyl 2,5-dibromothieno[3,2-b]thiophene-3,6-dicarboxylate (CAS No. 1800376-55-9) is a high-purity organic compound with the molecular formula C12H10Br2O4S2. This specialized chemical features a thieno[3,2-b]thiophene core, functionalized with two bromine atoms at the 2 and 5 positions and two ethyl ester groups at the 3 and 6 positions. Its unique structure makes it a valuable building block in materials science, particularly for the synthesis of conjugated polymers and organic semiconductors. The compound is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring optimal performance in research and industrial applications. Proper storage under inert conditions is recommended to maintain stability.

Properties

  • CAS Number: 1800376-55-9
  • Complexity: 360
  • IUPAC Name: diethyl 2,5-dibromothieno[3,2-b]thiophene-3,6-dicarboxylate
  • InChI: InChI=1S/C12H10Br2O4S2/c1-3-17-11(15)5-7-8(20-9(5)13)6(10(14)19-7)12(16)18-4-2/h3-4H2,1-2H3
  • InChI Key: YYWQGDHGDXQMFJ-UHFFFAOYSA-N
  • Exact Mass: 441.83668
  • Molecular Formula: C12H10Br2O4S2
  • Molecular Weight: 442.1
  • SMILES: CCOC(=O)C1=C(SC2=C1SC(=C2C(=O)OCC)Br)Br
  • Topological: 109
  • Monoisotopic Mass: 439.83873
  • Synonyms: Diethyl 2,5-dibromothieno[3,2-b]thiophene-3,6-dicarboxylate, 1800376-55-9, SCHEMBL15359266, Diethyl2,5-dibromothieno[3,2-b]thiophene-3,6-dicarboxylate

Application

Diethyl 2,5-dibromothieno[3,2-b]thiophene-3,6-dicarboxylate serves as a key monomer in the synthesis of conjugated polymers for organic electronics, including OFETs and OPVs. Its dibromo functionality enables efficient cross-coupling reactions (e.g., Suzuki or Stille couplings) to construct extended π-conjugated systems. Researchers also utilize this compound to develop novel thiophene-based materials with tailored optoelectronic properties for flexible electronics and photovoltaic applications.

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