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CS-W001157 4
Total: USD 88.00

6-Hydroxy-2H-pyran-3(6H)-one

  • CAS No. 35436-57-8

  • Cat. No. CS-0063151
  • Molecule weight114.10
  • Purity≥97%
  • MDL No.MFCD02181121

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

6-Hydroxy-2H-pyran-3(6H)-one|CS-0063151

Structure of 35436-57-8

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General Information

  • CAS No. 35436-57-8
  • Cat. No. CS-0063151
  • Purity ≥97%
  • MDL No. MFCD02181121
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆O₃
  • Molecular Weight 114.10
  • Synonym(s) 6-hydroxy-2,3-dihydro-6H-pyrano-3-one
  • SMILES O=C1COC(O)C=C1

Description

6-Hydroxy-2H-pyran-3(6H)-one features a hydroxylated pyranone core with intrinsic stability under standard conditions. This oxygen-rich scaffold enables direct functionalization at the C6 position, facilitating integration into complex heterocyclic systems. The molecule's polar character supports solubility in protic solvents and enhances compatibility in synthetic transformations requiring controlled reactivity.

Application

6-Hydroxy-2H-pyran-3(6H)-one serves as a versatile scaffold for the synthesis of bioactive heterocycles, leveraging its enolizable hydroxyl and carbonyl functionalities to participate in standard condensation and cyclization reactions. Its bench-stable nature and compatibility with common protecting group strategies facilitate reliable use in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      98-00-0
    • ~92%
    • In-stock
      6-Hydroxy-2H-pyran-3(6H)-one|CS-0063151
      35436-57-8

    References

    • Kuo, Yueh-Hsiung; Shih, Kae-Shyang Heterocycles, 1990 , vol. 31, # 11 p. 1941 - 1949
  • Route2
    • (2,5-Dimethoxy-2,5-dihydrofuran-2-yl)methanol|CS-0320730
      19969-71-2
    • ~97%
    • In-stock
      6-Hydroxy-2H-pyran-3(6H)-one|CS-0063151
      35436-57-8

    References

    • Bennett, Mandy; Gill, G. Byron; Pattenden, Gerald; Shuker, Anthony J.; Stapleton, Alan Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 4 p. 929 - 937
  • Route3
    • null|null
      98-00-0
    • ~15%
    • In-stock
      5-Hydroxyfuran-2(5H)-one|CS-0196767
      14032-66-7
    • In-stock
      6-Hydroxy-2H-pyran-3(6H)-one|CS-0063151
      35436-57-8

    References

    • Noutsias, Dimitris; Kouridaki, Antonia; Vassilikogiannakis, Georgios Organic Letters, 2011 , vol. 13, # 5 p. 1166 - 1169

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅲ
Hazard Statements : H228
Precautionary Statements : P210-P240-P241-P280-P370+P378

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   -0.5397
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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