3-Bromo-7-methoxyquinoline

Name: 3-Bromo-7-methoxyquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 959121-99-4
Cat. No. CS-0040091
Purity≥95%
MDL No.MFCD11877932

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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 959121-99-4

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General Information

CAS No. 959121-99-4
Cat. No. CS-0040091
Purity ≥95%
MDL No. MFCD11877932
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrNO
Molecular Weight 238.08
Synonym(s) PO-2009050602-P-068
SMILES COC1=CC=C2C=C(Br)C=NC2=C1

Description

3-Bromo-7-methoxyquinoline is a halogenated quinoline derivative featuring a bromine atom at the 3-position and a methoxy group at the 7-position. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, serving as a key building block for pharmaceutical intermediates and fluorescent probes.

Application

3-Bromo-7-methoxyquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen reactivity. The methoxy group enhances solubility and modulates electronic properties, while the quinoline scaffold provides structural rigidity and π-conjugation. Bench-stable and amenable to standard purification methods, it facilitates efficient synthesis of complex heterocyclic architectures.

Synthesis

Route1
- 2065-75-0
- 536-90-3
- ~20%
- In-stock
  
  959121-99-4
References
- Hartmann, Rolf; Frotscher, Martin; Oberwinkler, Sandrine; Ziegler, Erika; Messinger, Josef; Thole, Heinrich-Hubert Patent: US2010/204234 A1, 2010 ; Location in patent: Page/Page column 12 ; US 20100204234 A1

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 22.12
LogP 3.0059
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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3-Bromo-7-methoxyquinoline

CAS No. 959121-99-4

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