6-Bromo-3-nitro-4-quinolinol

Name: 6-Bromo-3-nitro-4-quinolinol
Brand: ChemScene
Availability: InStock
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CAS No. 853908-50-6
Cat. No. CS-B0352
Purity≥95%
MDL No.MFCD09800413

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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-3-nitro-4-quinolinol offers a strategically positioned bromine and nitro group on a quinolinol scaffold, enabling direct functionalization in cross-coupling and cyclization reactions. The electron-deficient ring system enhances reactivity in transition-metal-catalyzed transformations, while the phenolic OH facilitates coordination and derivatization under mild conditions. This scaffold provides access to advanced heterocyclic architectures in medicinal chemistry and materials science.

Application

6-Bromo-3-nitro-4-quinolinol serves as a versatile building block for the synthesis of substituted quinoline derivatives. The bromo group enables palladium-catalyzed cross-coupling reactions, while the nitro function provides a handle for selective reduction and further functionalization. Its stability under standard bench conditions facilitates purification and integration into multi-step syntheses targeting pharmaceutical intermediates and agrochemical scaffolds.

General Information

CAS No. 853908-50-6
Cat. No. CS-B0352
Purity ≥95%
MDL No. MFCD09800413
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrN₂O₃
Molecular Weight 269.05
Synonym(s) 6-bromo-3-nitro-quinolin-4-ol
SMILES OC1=C([N+]([O-])=O)C=NC2=CC=C(Br)C=C21

Computational Chemistry Data

TPSA 76.26
LogP 2.6111
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram : N/A	GHS No : N/A
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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6-Bromo-3-nitro-4-quinolinol

CAS No. 853908-50-6

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