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CS-W001157 4
Total: USD 88.00

8-Hydroxycoumarin

  • CAS No. 2442-31-1

  • Cat. No. CS-B1326
  • Purity≥98%
  • MDL No.MFCD18450722

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

8-Hydroxycoumarin|CS-B1326

Structure of 2442-31-1

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General Information

  • CAS No. 2442-31-1
  • Cat. No. CS-B1326
  • Purity ≥98%
  • MDL No. MFCD18450722
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆O₃
  • Molecular Weight 162.14
  • Synonym(s) None
  • SMILES O=C1C=CC2=CC=CC(O)=C2O1

Description

8-Hydroxycoumarin delivers a fluorescent scaffold with enhanced photostability and solubility in polar solvents. The phenolic hydroxyl group at the C8 position enables direct conjugation with biomolecules, while the lactone ring supports efficient energy transfer in sensing applications. This bench-stable compound integrates readily into probe design for live-cell imaging and environmental monitoring.

Application

8-Hydroxycoumarin serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized coumarin scaffolds through established derivatization pathways. Its phenolic hydroxyl group facilitates direct substitution, metal-catalyzed coupling, and transition-metal-mediated transformations under mild conditions. The compound exhibits good bench stability and is readily purified by recrystallization or column chromatography, making it well-suited for use in medicinal chemistry campaigns and the construction of fluorescent probes or natural product analogs.

Synthesis

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    References

    • Boehme; Severin Archiv der Pharmazie (Weinheim, Germany), 1957 , vol. 290, p. 405,408 Full Text Show Details Boehme Chemische Berichte, 1939 , vol. 72, p. 2130,2133
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    References

    • Jafarpour, Farnaz; Jalalimanesh, Nafiseh; Olia, Mina Barzegar Amiri; Kashani, Asieh Otaredi Tetrahedron, 2010 , vol. 66, # 49 p. 9508 - 9511
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    References

    • Cerqueira, Nuno M. F. S. A.; Oliveira-Campos, Ana M. F.; Coelho, Paulo J.; Melo De Carvalho, Luis H.; Samat, Andre; Guglielmetti, Robert Helvetica Chimica Acta, 2002 , vol. 85, # 2 p. 442 - 450

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   50.44
  • LogP   1.4986
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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