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CS-W001157 4
Total: USD 88.00

Furan-2,4(3H,5H)-dione

  • CAS No. 4971-56-6

  • Cat. No. CS-W016655
  • Purity≥95%
  • MDL No.MFCD00010086

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

Furan-2,4(3H,5H)-dione|CS-W016655

Structure of 4971-56-6

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General Information

  • CAS No. 4971-56-6
  • Cat. No. CS-W016655
  • Purity ≥95%
  • MDL No. MFCD00010086
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄O₃
  • Molecular Weight 100.07
  • Synonym(s) Tetronic acid
  • SMILES O=C(C1)OCC1=O

Description

Furan-2,4(3H,5H)-dione features a reactive diketone core within a furan ring, enabling efficient participation in Diels-Alder cycloadditions and nucleophilic transformations. This bench-stable heterocycle integrates readily into complex molecular architectures, serving as a key scaffold for synthetic intermediates in natural product synthesis and materials science applications.

Application

Furan-2,4(3H,5H)-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted furans and heterocyclic scaffolds. Its diketone functionality supports nucleophilic addition, condensation reactions, and transition-metal-catalyzed couplings. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      13176-46-0
    • ~%
    • In-stock
      Furan-2,4(3H,5H)-dione|CS-W016655
      4971-56-6

    References

    • Chernysheva, Natalia B.; Tsyganov, Dmitry V.; Philchenkov, Alex A.; Zavelevich, Michael P.; Kiselyov, Alex S.; Semenov, Roman V.; Semenova, Marina N.; Semenov, Victor V. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 7 p. 2590 - 2593
  • Route2
    • 3-Bromofuran-2,4(3h,5h)-dione|CS-0689171
      1192-50-3
    • ~%
    • In-stock
      Furan-2,4(3H,5H)-dione|CS-W016655
      4971-56-6

    References

    • Wolff; Schwabe Justus Liebigs Annalen der Chemie, 1896 , vol. 291, p. 237 Full Text Show Details Wolff; Schimpff Justus Liebigs Annalen der Chemie, 1901 , vol. 315, p. 152,153
  • Route3
    • null|null
      36717-62-1
    • ~%
    • In-stock
      Furan-2,4(3H,5H)-dione|CS-W016655
      4971-56-6

    References

    • Duffin; Kendall Journal of the Chemical Society, 1955 , p. 3969

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 : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   -0.4976
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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