8-Bromoquinolin-2(1H)-one

Name: 8-Bromoquinolin-2(1H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 67805-67-8
Cat. No. CS-0067354
Purity≥97%
MDL No.MFCD08741409

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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 67805-67-8

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General Information

CAS No. 67805-67-8
Cat. No. CS-0067354
Purity ≥97%
MDL No. MFCD08741409
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO
Molecular Weight 224.05
Synonym(s) 8-Bromo-2(1H)-quinolinone
SMILES BrC1=C2C(C=CC(N2)=O)=CC=C1

Description

8-Bromoquinolin-2(1H)-one features a brominated quinolinone scaffold with enhanced electron-withdrawing character, enabling efficient metal-catalyzed coupling reactions. This bench-stable heterocycle integrates readily into complex molecular architectures, particularly in medicinal chemistry and materials science applications.

Application

8-Bromoquinolin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C8 position and facilitating transition metal-catalyzed couplings. Its quinolinone core exhibits robust bench stability and tolerates diverse reaction conditions, making it ideal for constructing complex heterocyclic scaffolds. The bromine substituent provides a reliable handle for further derivatization via Pd-catalyzed cross-coupling reactions.

Synthesis

Route1
- 71910-51-5
- ~75%
- In-stock
  
  67805-67-8
References
- Cailleau, Nathalie; Davies, David Thomas; Esken, Joel Michael; Hennessy, Alan Joseph; Kusalakumari Sukumar, Senthil Kumar; Markwell, Roger Edward; Miles, Timothy James; Pearson, Neil David Patent: US2008/221110 A1, 2008 ; Location in patent: Page/Page column 38 ;
Route2
- 615-36-1
- ~%
- In-stock
  
  67805-67-8
References
- European Journal of Organic Chemistry, , # 8 p. 1559 - 1568

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 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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8-Bromoquinolin-2(1H)-one

CAS No. 67805-67-8

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