6-Bromoquinoxaline

Name: 6-Bromoquinoxaline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 50998-17-9
Cat. No. CS-W020069
Purity≥97%
MDL No.MFCD00837757

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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 50998-17-9

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General Information

CAS No. 50998-17-9
Cat. No. CS-W020069
Purity ≥97%
MDL No. MFCD00837757
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂
Molecular Weight 209.04
Synonym(s) None
SMILES BrC1=CC=C2N=CC=NC2=C1

Description

6-Bromoquinoxaline is a bench-stable, moisture-tolerant heterocycle featuring a bromine substituent at the 6-position. This electron-deficient scaffold integrates readily into cross-coupling reactions, enabling efficient access to functionalized quinoxaline derivatives for materials science and medicinal chemistry applications.

Application

6-Bromoquinoxaline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl architectures. Its bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the quinoxaline core offers excellent stability and π-conjugation. The compound is bench-stable, readily purified by recrystallization, and compatible with diverse functional groups, making it ideal for modular synthesis of pharmaceutical candidates and organic semiconductors.

Synthesis

Route1
- 131543-46-9
- In-stock
  
  1575-37-7
- ~51%
- In-stock
  
  50998-17-9
References
- Wyeth Patent: US2006/270848 A1, 2006 ; Location in patent: Page/Page column 37 ; US 20060270848 A1
Route2
- 6298-37-9
- ~%
- In-stock
  
  50998-17-9
References
- Landquist Journal of the Chemical Society, 1953 , p. 2816,2819

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 25.78
LogP 2.3923
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Quinoxaline compounds

Key Words

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6-Bromoquinoxaline

CAS No. 50998-17-9

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