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CS-W001157 4
Total: USD 88.00

7-Hydroxychroman-4-one

  • CAS No. 76240-27-2

  • Cat. No. CS-W022545
  • Purity≥95%
  • MDL No.MFCD08669475

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

7-Hydroxychroman-4-one|CS-W022545

Structure of 76240-27-2

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General Information

  • CAS No. 76240-27-2
  • Cat. No. CS-W022545
  • Purity ≥95%
  • MDL No. MFCD08669475
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₃
  • Molecular Weight 164.16
  • Synonym(s) 7-hydroxy-2,3-dihydro-4H-chromen-4-one
  • SMILES OC1=CC=C2C(=O)CCOC2=C1

Description

7-Hydroxychroman-4-one features a fused benzopyran core with strategically positioned hydroxyl and carbonyl groups, enabling direct participation in hydrogen bonding and metal coordination. This scaffold exhibits enhanced solubility in polar solvents and stability under standard bench conditions, making it suitable for use in synthetic intermediates, fluorescent probes, and bioactive molecule design.

Application

7-Hydroxychroman-4-one serves as a versatile scaffold in synthetic organic chemistry, enabling efficient access to bioactive heterocycles. Its ortho-hydroxyl and carbonyl functionalities facilitate direct functionalization, including electrophilic substitution and metal-catalyzed coupling reactions. The compound exhibits bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis of natural product analogs and pharmaceutical intermediates.

Synthesis

  • Route1
    • 3-Chloro-1-(2,4-dihydroxyphenyl)propan-1-one|CS-0497653
      151884-07-0
    • ~84%
    • In-stock
      7-Hydroxychroman-4-one|CS-W022545
      76240-27-2

    References

    • Cube, Rowena V.; Vernier, Jean-Michel; Hutchinson, John H.; Gardner, Michael F.; James, Joyce K.; Rowe, Blake A.; Schaffhauser, Herve; Daggett, Lorrie; Pinkerton, Anthony B. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 9 p. 2389 - 2393
  • Route2
    • null|null
      445408-54-8
    • ~93%
    • In-stock
      7-Hydroxychroman-4-one|CS-W022545
      76240-27-2

    References

    • Das, Biswanath; Thirupathi, Ponnaboina; Kumar, Rathod Aravind; Laxminarayana, Keetha Advanced Synthesis and Catalysis, 2007 , vol. 349, # 17-18 p. 2677 - 2683
  • Route3

    References

    • Siddaiah, Vidavalur; Rao, Chunduri Venkata; Venkateswarlu, Somepalli; Krishnaraju, Alluri V.; Subbaraju, Gottumukkala V. Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 8 p. 2545 - 2551

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

Quality Control

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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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