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CS-W001157 4
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2-Oxo-2H-chromene-6-carboxylic acid

  • CAS No. 7734-80-7

  • Cat. No. CS-W021739
  • Purity≥98%
  • MDL No.MFCD06203567

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

2-Oxo-2H-chromene-6-carboxylic acid|CS-W021739

Structure of 7734-80-7

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General Information

  • CAS No. 7734-80-7
  • Cat. No. CS-W021739
  • Purity ≥98%
  • MDL No. MFCD06203567
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆O₄
  • Molecular Weight 190.15
  • Synonym(s) Coumarin-6-carboxylic acid
  • SMILES O=C(C1=CC(C=CC2=O)=C(O2)C=C1)O

Description

2-Oxo-2H-chromene-6-carboxylic acid integrates a fused chromenone core with a carboxylic acid at the C6 position, enabling direct functionalization in synthetic transformations. This electron-deficient scaffold serves as a key building block for bioactive heterocycles and conjugated systems, offering enhanced stability under standard conditions.

Application

2-Oxo-2H-chromene-6-carboxylic acid serves as a versatile scaffold for the synthesis of coumarin-based bioactive molecules. Its carboxylic acid functionality enables direct derivatization via esterification, amidation, or decarboxylative coupling, while the ortho-quinone-like chromene core facilitates electrophilic substitution and transition-metal-catalyzed transformations. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for medicinal chemistry campaigns and natural product analog development.

Synthesis

  • Route1

    References

    • EP1988085 A1, ; Page/Page column 21-22 ;
  • Route2
    • null|null
      617-48-1
    • 4-Hydroxybenzoic acid  Cetirizine Impurity|CS-0167040
      99-96-7
    • ~%
    • In-stock
      2-Oxo-2H-chromene-6-carboxylic acid|CS-W021739
      7734-80-7

    References

    • Journal of Organic Chemistry, , vol. 16, p. 253,257
  • Route3
    • 2-Oxo-2h-chromene-6-carbonitrile|CS-0666251
      50396-61-7
    • ~%
    • In-stock
      2-Oxo-2H-chromene-6-carboxylic acid|CS-W021739
      7734-80-7

    References

    • Journal of the Chemical Society, , vol. 123, p. 3387

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   67.51
  • LogP   1.4912
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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