3-Bromo-7-methoxy-4H-chromen-4-one

Name: 3-Bromo-7-methoxy-4H-chromen-4-one
Brand: ChemScene
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CAS No. 73220-41-4
Cat. No. CS-0030153
Molecule weight255.06
Purity≥98%
MDL No.MFCD20528125

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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3-Bromo-7-methoxy-4H-chromen-4-one|CS-0030153

Structure of 73220-41-4

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General Information

CAS No. 73220-41-4
Cat. No. CS-0030153
Purity ≥98%
MDL No. MFCD20528125
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇BrO₃
Molecular Weight 255.06
Synonym(s) 3-bromo-7-methoxy-chromen-4-one
SMILES O=C1C(Br)=COC2=CC(OC)=CC=C12

Description

This 3-bromo-7-methoxy-4H-chromen-4-one features a brominated coumarin core with a methoxy group at the 7-position, enabling direct functionalization in cross-coupling reactions. The electron-withdrawing carbonyl and bromine facilitate palladium-catalyzed transformations, while the methoxy substituent enhances solubility and modulates reactivity. This bench-stable scaffold serves as a key intermediate for bioactive molecule synthesis.

Application

3-Bromo-7-methoxy-4H-chromen-4-one serves as a versatile scaffold for the synthesis of functionalized coumarin derivatives. The bromo group enables palladium-catalyzed cross-coupling reactions, while the 7-methoxy and carbonyl functionalities offer orthogonal handles for further derivatization. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows targeting bioactive heterocycles and pharmaceutical intermediates.

Synthesis

Route1
- 73220-33-4
- ~%
- In-stock
  
  73220-41-4
References
- Wyeth Patent: US2003/87955 A1, 2003 ; US 20030087955 A1

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

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Computational Chemistry Data

TPSA 39.44
LogP 2.5641
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Chromone compounds

Key Words

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3-Bromo-7-methoxy-4H-chromen-4-one

CAS No. 73220-41-4

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