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CS-W001157 4
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6-Hydroxy-chroman-4-one

  • CAS No. 80096-64-6

  • Cat. No. CS-W006471
  • Purity≥98%
  • MDL No.MFCD02113988

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

6-Hydroxy-chroman-4-one|CS-W006471

Structure of 80096-64-6

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General Information

  • CAS No. 80096-64-6
  • Cat. No. CS-W006471
  • Purity ≥98%
  • MDL No. MFCD02113988
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₃
  • Molecular Weight 164.16
  • Synonym(s) 6-Hydroxy-4-chromanone
  • SMILES O=C1CCOC2=C1C=C(O)C=C2

Description

6-Hydroxy-chroman-4-one is a bench-stable, oxygen-rich heterocycle featuring a phenolic hydroxyl group at the 6-position and a ketone at C4. This structural motif enables direct participation in hydrogen bonding and redox processes, making it a valuable scaffold for bioactive molecule synthesis and antioxidant research.

Application

6-Hydroxy-chroman-4-one serves as a versatile building block in synthetic organic chemistry, enabling access to bioactive heterocycles through well-established transformations. Its ortho-hydroxyl and carbonyl functionalities facilitate electrophilic substitution, metal-catalyzed coupling, and regioselective derivatization. The compound exhibits good bench stability and compatibility with common protecting group strategies, making it suitable for iterative synthesis workflows in medicinal chemistry and natural product analog development.

Synthesis

  • Route1

    References

    • Pfizer Inc. Patent: US5641789 A1, 1997 ; US 5641789 A
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    • In-stock
      6-Hydroxy-chroman-4-one|CS-W006471
      80096-64-6

    References

    • Schering Corporation Patent: US5935958 A1, 1999 ; US 5935958 A
  • Route3
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      34985-50-7
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    • In-stock
      6-Hydroxy-chroman-4-one|CS-W006471
      80096-64-6

    References

    • Glennon, Richard A.; Liebowitz, Stephen M. Journal of Medicinal Chemistry, 1982 , vol. 25, # 4 p. 393 - 397

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

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.3574
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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