8-Bromoquinoline-4-ol

Name: 8-Bromoquinoline-4-ol
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 57798-00-2
Cat. No. CS-W013079
Purity≥96%
MDL No.MFCD00272389

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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. 57798-00-2
Cat. No. CS-W013079
Purity ≥96%
MDL No. MFCD00272389
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO
Molecular Weight 224.06
Synonym(s) 8-Bromoquinolin-4(1H)-one
SMILES OC1=CC=NC2=C(Br)C=CC=C12

Description

8-Bromoquinoline-4-ol features a brominated quinoline core with a phenolic hydroxyl group, delivering enhanced reactivity in metal-catalyzed cross-coupling reactions. This bench-stable compound integrates seamlessly into synthetic pathways requiring electron-deficient heterocycles, enabling efficient access to functionalized scaffolds in medicinal chemistry and materials science.

Application

8-Bromoquinoline-4-ol serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling direct functionalization at the C4 position via palladium-catalyzed cross-coupling. Its bromine moiety provides high reactivity in Suzuki, Stille, and Negishi reactions, while the phenolic hydroxyl group offers orthogonal handling for derivatization or metal complexation. The compound exhibits good bench stability and facilitates purification by recrystallization, making it well-suited for scalable synthesis of quinoline-based pharmaceuticals and ligands.

Synthesis

Route1
- In-stock
  
  15568-85-1
- 615-36-1
- ~%
- In-stock
  
  57798-00-2
References
- TAIHO PHARMACEUTICAL CO., LTD.; Kitade, Makoto; Yamashita, Satoshi; Ohkubo, Shuichi Patent: US2013/296320 A1, 2013 ; Location in patent: Paragraph 0308 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 33.12
LogP 2.7029
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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8-Bromoquinoline-4-ol

CAS No. 57798-00-2

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