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CS-W001157 4
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5-Iodo-2-furaldehyde

  • CAS No. 2689-65-8

  • Cat. No. CS-0116744
  • Molecule weight221.98
  • Purity≥98%
  • MDL No.None

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

5-Iodo-2-furaldehyde|CS-0116744

Structure of 2689-65-8

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General Information

  • CAS No. 2689-65-8
  • Cat. No. CS-0116744
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃IO₂
  • Molecular Weight 221.98
  • Synonym(s) 5-Iodofurfural
  • SMILES O=CC1=CC=C(I)O1

Description

5-Iodo-2-furaldehyde delivers a reactive aldehyde group flanked by an iodine-substituted furan ring, enabling direct coupling in cross-coupling and bioconjugation workflows. This bench-stable, moisture-tolerant reagent integrates efficiently into complex molecular architectures where halogenated heterocycles are required.

Application

5-Iodo-2-furaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to iodinated furan-based scaffolds. Its aldehyde functionality facilitates nucleophilic additions and condensation reactions, while the iodine substituent supports palladium-catalyzed cross-coupling transformations. The compound exhibits good bench stability and is readily purified by flash chromatography, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      1899-24-7
    • ~78%
    • In-stock
      5-Iodo-2-furaldehyde|CS-0116744
      2689-65-8

    References

    • Maerkl, G.; Knott, Th.; Kreitmeier, P.; Burgemeister, Th.; Kastner, F. Tetrahedron, 1996 , vol. 52, # 36 p. 11763 - 11782
  • Route2
    • null|null
      1137088-24-4
    • ~94%
    • In-stock
      5-Iodo-2-furaldehyde|CS-0116744
      2689-65-8

    References

    • Hashmi, A. Stephen K.; Ramamurthi, Tanuja Dondeti; Todd, Matthew H.; Tsang, Althea S.-K.; Graf, Katharina Australian Journal of Chemistry, 2010 , vol. 63, # 12 p. 1619 - 1626
  • Route3
    • null|null
      98-01-1
    • ~9%
    • In-stock
      5-Chloro-2-furaldehyde|CS-0127985
      21508-19-0
    • In-stock
      5-Iodo-2-furaldehyde|CS-0116744
      2689-65-8

    References

    • D'Auria; Mauriello Synthesis, 1995 , # 3 p. 248 - 250

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
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   30.21
  • LogP   1.6967
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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