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CS-W001157 4
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6-Bromo-2,3-dihydro-4H-chromen-4-one

  • CAS No. 49660-57-3

  • Cat. No. CS-W019780
  • Purity≥97%
  • MDL No.MFCD00546803

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

6-Bromo-2,3-dihydro-4H-chromen-4-one|CS-W019780

Structure of 49660-57-3

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General Information

  • CAS No. 49660-57-3
  • Cat. No. CS-W019780
  • Purity ≥97%
  • MDL No. MFCD00546803
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrO₂
  • Molecular Weight 227.05
  • Synonym(s) 6-Bromochroman-4-one; 6-Bromo-2,3-dihydro-4H-chromen-4-one
  • SMILES BrC1=CC=C2OCCC(C2=C1)=O

Description

6-Bromo-2,3-dihydro-4H-chromen-4-one features a brominated chromenone core with enhanced reactivity at the C6 position. This bench-stable scaffold integrates readily into Suzuki-Miyaura couplings and serves as a key intermediate in synthesizing bioactive heterocycles. The electron-deficient carbonyl and sterically accessible site enable efficient functionalization under mild conditions.

Application

6-Bromo-2,3-dihydro-4H-chromen-4-one serves as a versatile scaffold for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the lactone functionality supports nucleophilic addition and ring manipulation. The compound exhibits good bench stability and facilitates efficient functionalization in standard synthetic workflows.

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 : H302-H411
Precautionary Statements : P264-P270-P273-P330-P391-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.4143
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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