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CS-W001157 4
Total: USD 88.00

5-Hydroxy-3-methyl-2(5H)-furanone

  • CAS No. 931-23-7

  • Cat. No. CS-0139161
  • Purity≥98%
  • MDL No.None

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

5-Hydroxy-3-methyl-2(5H)-furanone|CS-0139161

Structure of 931-23-7

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General Information

  • CAS No. 931-23-7
  • Cat. No. CS-0139161
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆O₃
  • Molecular Weight 114.10
  • Synonym(s) 5-Hydroxy-3-methylfuran-2(5H)-one
  • SMILES O=C1OC(O)C=C1C

Description

5-Hydroxy-3-methyl-2(5H)-furanone is a stable, moisture-tolerant heterocyclic carbonyl compound featuring a conjugated enol system. This furanone derivative integrates readily into synthetic pathways requiring electron-rich cyclic ketones, enabling efficient access to bioactive scaffolds in natural product synthesis and medicinal chemistry applications.

Application

5-Hydroxy-3-methyl-2(5H)-furanone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to bioactive heterocycles and natural product analogs. Its conjugated enone system and hydroxyl functionality facilitate selective transformations including nucleophilic additions, esterifications, and cyclizations under mild conditions. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring functional group compatibility and predictable reactivity.

Synthesis

  • Route1
    • null|null
      26459-55-2
    • ~92%
    • In-stock
      5-Hydroxy-3-methyl-2(5H)-furanone|CS-0139161
      931-23-7

    References

    • Lee, Belinda T.; Schrader, Thomas O.; Martin-Matute, Belen; Kauffman, Christopher R.; Zhang, Peng; Snapper, Marc L. Tetrahedron, 2004 , vol. 60, # 34 p. 7391 - 7396
  • Route2
    • null|null
      131543-46-9
    • In-stock
      Methylmalonic acid|CS-0027817
      516-05-2
    • ~30%
    • In-stock
      5-Hydroxy-3-methyl-2(5H)-furanone|CS-0139161
      931-23-7

    References

    • Malik, Heetika; Rutjes, Floris P. J. T.; Zwanenburg, Binne Synthesis, 2010 , # 19 art. no. T07610SS, p. 3271 - 3273
  • Route3
    • null|null
      130318-67-1
    • ~%
    • In-stock
      5-Hydroxy-3-methyl-2(5H)-furanone|CS-0139161
      931-23-7

    References

    • Fell, Stephen C. M.; Harbridge, John B. Tetrahedron Letters, 1990 , vol. 31, # 29 p. 4227 - 4228

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   -0.1921
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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