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CS-W001157 4
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6-Bromo-4H-chromen-4-one

  • CAS No. 51483-92-2

  • Cat. No. CS-0187188
  • Purity≥97%
  • MDL No.MFCD00239369

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

6-Bromo-4H-chromen-4-one|CS-0187188

Structure of 51483-92-2

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General Information

  • CAS No. 51483-92-2
  • Cat. No. CS-0187188
  • Purity ≥97%
  • MDL No. MFCD00239369
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrO₂
  • Molecular Weight 225.04
  • Synonym(s) 6-Bromochromone
  • SMILES C1=CC2=C(C=C1Br)C(=O)C=CO2

Description

6-Bromo-4H-chromen-4-one features a brominated coumarin core with a reactive ketone at the C4 position, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The electron-deficient aromatic system enhances reactivity in transition metal-catalyzed processes, while the bench-stable crystalline form facilitates handling under standard conditions.

Application

6-Bromo-4H-chromen-4-one serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the C6 position and facilitating Suzuki-Miyaura and Stille coupling reactions. Its stability under standard reaction conditions and compatibility with diverse functional groups make it ideal for constructing substituted coumarin scaffolds used in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Patonay, Tams; Vasas, Attila; Kiss-Szikszai, Attila; Silva, Artur M. S.; Cavaleiro, Jos A. S. Australian Journal of Chemistry, 2010 , vol. 63, # 11 p. 1582 - 1593
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    • In-stock
      6-Bromo-4H-chromen-4-one|CS-0187188
      51483-92-2

    References

    • Patonay, Tams; Vasas, Attila; Kiss-Szikszai, Attila; Silva, Artur M. S.; Cavaleiro, Jos A. S. Australian Journal of Chemistry, 2010 , vol. 63, # 11 p. 1582 - 1593
  • Route3

    References

    • Patonay, Tams; Vasas, Attila; Kiss-Szikszai, Attila; Silva, Artur M. S.; Cavaleiro, Jos A. S. Australian Journal of Chemistry, 2010 , vol. 63, # 11 p. 1582 - 1593

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   30.21
  • LogP   2.5555
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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