5-Bromoquinolin-2(1H)-one

Name: 5-Bromoquinolin-2(1H)-one
Brand: ChemScene
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CAS No. 99465-09-5
Cat. No. CS-0139906
Purity≥97%
MDL No.MFCD11108678

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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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General Information

CAS No. 99465-09-5
Cat. No. CS-0139906
Purity ≥97%
MDL No. MFCD11108678
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO
Molecular Weight 224.05
Synonym(s) 5-BROMO-1H-QUINOLIN-2-ONE
SMILES O=C1NC2=C(C(Br)=CC=C2)C=C1

Description

5-Bromoquinolin-2(1H)-one features a bromine-substituted quinolinone scaffold with enhanced electrophilicity at the C5 position, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The carbonyl group at C2 provides a stable platform for derivatization, while the electron-deficient aromatic system supports efficient metal-catalyzed transformations under mild conditions. This compound serves as a key building block in medicinal chemistry and materials synthesis.

Application

5-Bromoquinolin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The quinolinone core provides inherent stability and facilitates incorporation into bioactive scaffolds. Its functional group tolerance supports sequential transformations, while the carbonyl moiety enhances solubility and crystallinity, simplifying purification and isolation.

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 32.86
LogP 2.2906
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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5-Bromoquinolin-2(1H)-one

CAS No. 99465-09-5

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