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Atomfair 5-(4-(5-Bromothiophen-2-yl)-2,5-bis(2-butyloctyl)-3,6-dioxo-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl)thiophene-2-carbaldehyde DPP48-CHO-Br C39H55BrN2O3S2 CAS 2243218-26-8

5-(4-(5-Bromothiophen-2-yl)-2,5-bis(2-butyloctyl)-3,6-dioxo-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl)thiophene-2-carbaldehyde (CAS No. 2243218-26-8) is a high-purity, specialized organic compound with the molecular formula C39H55BrN2O3S2. This structurally complex molecule features a diketopyrrolopyrrole (DPP) core functionalized with bromothiophene and thiophene carbaldehyde groups, making it a valuable building block for advanced materials research. The extended alkyl chains (2-butyloctyl) enhance solubility in organic solvents while maintaining thermal stability. This compound is particularly useful in the development of organic semiconductors, photovoltaic materials, and conductive polymers . Its electron-deficient DPP core and π-conjugated system make it ideal for tuning optoelectronic properties in OLEDs, OPVs, and OFETs . Supplied as a solid with >95% purity (HPLC),…

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Description

5-(4-(5-Bromothiophen-2-yl)-2,5-bis(2-butyloctyl)-3,6-dioxo-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl)thiophene-2-carbaldehyde (CAS No. 2243218-26-8) is a high-purity, specialized organic compound with the molecular formula C39H55BrN2O3S2. This structurally complex molecule features a diketopyrrolopyrrole (DPP) core functionalized with bromothiophene and thiophene carbaldehyde groups, making it a valuable building block for advanced materials research. The extended alkyl chains (2-butyloctyl) enhance solubility in organic solvents while maintaining thermal stability.

This compound is particularly useful in the development of organic semiconductors, photovoltaic materials, and conductive polymers. Its electron-deficient DPP core and π-conjugated system make it ideal for tuning optoelectronic properties in OLEDs, OPVs, and OFETs. Supplied as a solid with >95% purity (HPLC), it is rigorously characterized by 1H/13C NMR, LC-MS, and elemental analysis to ensure batch-to-batch consistency for research applications.

Properties

  • CAS Number: 2243218-26-8
  • Complexity: 1110
  • IUPAC Name: 5-[4-(5-bromo-2-thienyl)-2,5-bis(2-butyloctyl)-3,6-dioxo-pyrrolo[3,4-c]pyrrol-1-yl]thiophene-2-carbaldehyde
  • InChI: InChI=1S/C39H55BrN2O3S2/c1-5-9-13-15-19-28(17-11-7-3)25-41-36(31-22-21-30(27-43)46-31)34-35(39(41)45)37(32-23-24-33(40)47-32)42(38(34)44)26-29(18-12-8-4)20-16-14-10-6-2/h21-24,27-29H,5-20,25-26H2,1-4H3
  • InChI Key: XDZCNAIYROSNMO-UHFFFAOYSA-N
  • Exact Mass: 742.28375
  • Molecular Formula: C39H55BrN2O3S2
  • Molecular Weight: 743.9
  • SMILES: CCCCCCC(CCCC)CN1C(=C2C(=C(N(C2=O)CC(CCCC)CCCCCC)C3=CC=C(S3)Br)C1=O)C4=CC=C(S4)C=O
  • Topological: 114
  • Monoisotopic Mass: 742.28375
  • Synonyms: 2243218-26-8, 5-(4-(5-Bromothiophen-2-yl)-2,5-bis(2-butyloctyl)-3,6-dioxo-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl)thiophene-2-carbaldehyde, DPP48-CHO-Br

Application

This compound serves as a key intermediate in synthesizing low-bandgap polymers for organic photovoltaics (OPVs), where its electron-accepting DPP core enhances charge transport. The bromothiophene moiety enables further functionalization via cross-coupling reactions (e.g., Suzuki, Stille), while the aldehyde group allows condensation reactions for π-extension. Researchers utilize it to develop near-infrared (NIR) absorbers and high-mobility semiconductors for flexible electronics.

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