7-Chloro-3-nitroquinolin-4-ol

Name: 7-Chloro-3-nitroquinolin-4-ol
Brand: ChemScene
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CAS No. 5350-50-5
Cat. No. CS-0097831
Purity≥96%
MDL No.MFCD09800417

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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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7-Chloro-3-nitroquinolin-4-ol|CS-0097831

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General Information

CAS No. 5350-50-5
Cat. No. CS-0097831
Purity ≥96%
MDL No. MFCD09800417
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅ClN₂O₃
Molecular Weight 224.60
Synonym(s) 7-Chloro-4-hydroxy-3-nitroquinoline
SMILES OC1=C([N+]([O-])=O)C=NC2=CC(Cl)=CC=C12

Description

7-Chloro-3-nitroquinolin-4-ol features a rigid quinoline core bearing a chloro substituent at C7 and a nitro group at C3, creating a strongly electron-deficient scaffold. This configuration enhances its utility in transition-metal-catalyzed cross-coupling reactions and as a building block for bioactive heterocycles. The phenolic hydroxyl at C4 enables direct functionalization or metal chelation.

Application

7-Chloro-3-nitroquinolin-4-ol serves as a versatile building block for the synthesis of quinoline-based pharmaceutical intermediates. Its electron-deficient core enables efficient nucleophilic substitution and transition-metal-catalyzed coupling reactions. The nitro group facilitates selective reduction and further functionalization, while the chloro and hydroxyl substituents offer orthogonal reactivity for scaffold diversification. This compound exhibits good bench stability and is amenable to standard purification protocols, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

Route1
- 86-99-7
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  5350-50-5
References
- Justus Liebigs Annalen der Chemie, , vol. 593, p. 91,109 Journal of the American Chemical Society, , vol. 73, p. 2413,2414

Safety Information

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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

Quality Control

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Computational Chemistry Data

TPSA 76.26
LogP 2.502
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

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7-Chloro-3-nitroquinolin-4-ol

CAS No. 5350-50-5

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