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Atomfair 6-Bromo-4,4-dihexyl-4H-silolo[3,2-b:4,5-b’]dithiophene-2-carbaldehyde C21H29BrOS2Si CAS 1192035-50-9

6-Bromo-4,4-dihexyl-4H-silolo[3,2-b:4,5-b’]dithiophene-2-carbaldehyde (CAS: 1192035-50-9) is a high-purity, organosilicon-based heterocyclic compound with the molecular formula C21H29BrOS2Si. This specialized chemical features a silolo[3,2-b:4,5-b’]dithiophene core functionalized with a bromo substituent and an aldehyde group, making it a valuable intermediate for advanced organic synthesis and materials science applications. Its dihexyl side chains enhance solubility in organic solvents, facilitating processing in solution-phase reactions. This compound is particularly relevant in the development of conjugated polymers and small-molecule semiconductors for organic electronics, including organic photovoltaics (OPVs) and field-effect transistors (OFETs). Supplied as a crystalline solid with >95% purity (HPLC), it is rigorously characterized by1H/13C NMR, mass spectrometry, and…

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Description

6-Bromo-4,4-dihexyl-4H-silolo[3,2-b:4,5-b’]dithiophene-2-carbaldehyde (CAS: 1192035-50-9) is a high-purity, organosilicon-based heterocyclic compound with the molecular formula C21H29BrOS2Si. This specialized chemical features a silolo[3,2-b:4,5-b’]dithiophene core functionalized with a bromo substituent and an aldehyde group, making it a valuable intermediate for advanced organic synthesis and materials science applications. Its dihexyl side chains enhance solubility in organic solvents, facilitating processing in solution-phase reactions. This compound is particularly relevant in the development of conjugated polymers and small-molecule semiconductors for organic electronics, including organic photovoltaics (OPVs) and field-effect transistors (OFETs). Supplied as a crystalline solid with >95% purity (HPLC), it is rigorously characterized by 1H/13C NMR, mass spectrometry, and elemental analysis to ensure batch-to-batch consistency. Store under inert atmosphere at -20°C to maintain stability.

Properties

  • CAS Number: 1192035-50-9
  • Complexity: 451
  • IUPAC Name: 10-bromo-7,7-dihexyl-3,11-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene-4-carbaldehyde
  • InChI: InChI=1S/C21H29BrOS2Si/c1-3-5-7-9-11-26(12-10-8-6-4-2)17-13-16(15-23)24-20(17)21-18(26)14-19(22)25-21/h13-15H,3-12H2,1-2H3
  • InChI Key: PGVFNYURLJVBFX-UHFFFAOYSA-N
  • Exact Mass: 468.06125
  • Molecular Formula: C21H29BrOS2Si
  • Molecular Weight: 469.6
  • SMILES: CCCCCC[Si]1(C2=C(C3=C1C=C(S3)Br)SC(=C2)C=O)CCCCCC
  • Topological: 73.6
  • Monoisotopic Mass: 468.06125
  • Synonyms: 6-Bromo-4,4-dihexyl-4H-silolo[3,2-b:4,5-b’]dithiophene-2-carbaldehyde, 1192035-50-9

Application

This brominated silolodithiophene derivative serves as a key building block in the synthesis of donor-acceptor (D-A) type conjugated polymers for organic solar cells, where its electron-rich silolodithiophene unit enhances π-conjugation and charge transport properties. The reactive aldehyde group enables further functionalization via condensation reactions for tailored optoelectronic materials. Researchers utilize it to develop narrow-bandgap semiconductors with tunable HOMO/LUMO levels for near-infrared (NIR) photodetectors. Its structural features also make it suitable for investigating structure-property relationships in ambipolar organic semiconductors.

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