7-Bromo-2H-chromen-2-one

Name: 7-Bromo-2H-chromen-2-one
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CAS No. 19063-56-0
Cat. No. CS-0187251
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 19063-56-0

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General Information

CAS No. 19063-56-0
Cat. No. CS-0187251
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrO₂
Molecular Weight 225.04
Synonym(s) 7-bromochromen-2-one
SMILES C1=CC(=CC2=C1C=CC(=O)O2)Br

Description

7-Bromo-2H-chromen-2-one features a brominated coumarin core with a reactive carbonyl at C-2, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The para-bromine position enhances electrophilicity for palladium-catalyzed transformations, while the chromone scaffold provides structural rigidity and solubility in polar organic solvents. This compound serves as a key intermediate in synthesizing bioactive heterocycles and fluorescent probes.

Application

7-Bromo-2H-chromen-2-one serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted coumarin scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the ketone functionality supports nucleophilic additions and condensation processes. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for iterative synthesis in medicinal chemistry and materials development.

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-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 30.21
LogP 2.5555
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Coumarin compounds

Key Words

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7-Bromo-2H-chromen-2-one

CAS No. 19063-56-0

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