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

Name: 6-Bromo-2,3-dihydro-4H-chromen-4-one
Brand: ChemScene
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CAS No. 49660-57-3
Cat. No. CS-W019780
Purity≥97%
MDL No.MFCD00546803

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

Structure of 49660-57-3

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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.

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

Computational Chemistry Data

TPSA 26.3
LogP 2.4143
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Chromone compounds

Key Words

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

CAS No. 49660-57-3

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