6-Bromo-2-hydroxyquinoxaline

Name: 6-Bromo-2-hydroxyquinoxaline
Brand: ChemScene
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CAS No. 55687-34-8
Cat. No. CS-W005675
Purity≥95%
MDL No.MFCD10566852

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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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Description

6-Bromo-2-hydroxyquinoxaline features a brominated quinoxaline core with a hydroxyl group at the 2-position, enabling direct functionalization in cross-coupling and metal-ligand coordination. This electron-deficient heterocycle integrates readily into pharmaceutical intermediates and fluorescent probes, offering enhanced solubility and stability under standard conditions.

Application

6-Bromo-2-hydroxyquinoxaline serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization at the C2 position via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, or Negishi coupling, while the phenolic hydroxyl supports derivatization or metal complexation. Its stability under standard reaction conditions and compatibility with diverse protecting groups make it ideal for modular synthesis of quinoxaline-based scaffolds in API development and functional molecular design.

General Information

CAS No. 55687-34-8
Cat. No. CS-W005675
Purity ≥95%
MDL No. MFCD10566852
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O
Molecular Weight 225.04
Synonym(s) 6-Bromoquinoxalin-2(1H)-one
SMILES BrC2=CC=C1N=C(C=NC1=C2)O

Computational Chemistry Data

TPSA 46.01
LogP 2.0979
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Quinoxaline compounds

Key Words

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6-Bromo-2-hydroxyquinoxaline

CAS No. 55687-34-8

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