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CS-W001157 4
Total: USD 88.00

5-(4-Bromophenyl)furan-2-carbaldehyde

  • CAS No. 20005-42-9

  • Cat. No. CS-W009470
  • Purity≥97%
  • MDL No.MFCD00239387

*For research and further manufacturing use only, not for direct human use.

5-(4-Bromophenyl)furan-2-carbaldehyde|CS-W009470

Structure of 20005-42-9

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General Information

  • CAS No. 20005-42-9
  • Cat. No. CS-W009470
  • Purity ≥97%
  • MDL No. MFCD00239387
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇BrO₂
  • Molecular Weight 251.08
  • Synonym(s) Trimethyl Quinoxaline
  • SMILES BrC1=CC=C(C=C1)C1=CC=C(O1)C=O

Description

5-(4-Bromophenyl)furan-2-carbaldehyde features a brominated phenyl group conjugated to a furan ring bearing an aldehyde at the C2 position. This electron-deficient heterocyclic scaffold enables efficient coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of functionalized pharmaceuticals and advanced materials.

Application

5-(4-Bromophenyl)furan-2-carbaldehyde serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. The bromoaryl group enables palladium-catalyzed cross-coupling reactions, while the furan-2-carbaldehyde moiety facilitates condensation, cyclization, and electrophilic functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      1899-24-7
    • In-stock
      (4-Bromophenyl)boronic acid|CS-W008847
      5467-74-3
    • ~66%
    • In-stock
      5-(4-Bromophenyl)furan-2-carbaldehyde|CS-W009470
      20005-42-9

    References

    • Bussolari, Jacqueline C.; Rehborn, Diana C. Organic Letters, 1999 , vol. 1, # 7 p. 965 - 967
  • Route2
    • null|null
      98-01-1
    • null|null
      106-40-1
    • ~73%
    • In-stock
      5-(4-Bromophenyl)furan-2-carbaldehyde|CS-W009470
      20005-42-9

    References

    • Subrahmanya Bhat; Shivarama Holla Heterocyclic Communications, 2003 , vol. 9, # 6 p. 625 - 628
  • Route3
    • In-stock
      4-Bromoiodobenzene|CS-W008977
      589-87-7
    • null|null
      1276045-68-1
    • ~89%
    • In-stock
      5-(4-Bromophenyl)furan-2-carbaldehyde|CS-W009470
      20005-42-9

    References

    • Kim, Seung-Hoi; Rieke, Reuben D. Journal of Organic Chemistry, 2013 , vol. 78, # 5 p. 1984 - 1993

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   30.21
  • LogP   3.5216
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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