2-Chloro-8-nitroquinoline

Name: 2-Chloro-8-nitroquinoline
Brand: ChemScene
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CAS No. 4225-86-9
Cat. No. CS-0155824
Purity≥97%
MDL No.MFCD00160589

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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

2-Chloro-8-nitroquinoline is a nitrogen-containing heterocyclic compound featuring a chlorine substituent at the 2-position and a nitro group at the 8-position. This electron-deficient quinoline scaffold enables direct functionalization in cross-coupling reactions and serves as a key building block for advanced pharmaceutical intermediates and fluorescent probes.

Application

2-Chloro-8-nitroquinoline serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its electron-deficient quinoline core exhibits enhanced reactivity at the C2 position, while the nitro group provides a handle for reduction and subsequent cyclization. The compound demonstrates excellent bench stability and compatibility with common protecting groups, facilitating modular synthesis of complex heterocyclic scaffolds.

General Information

CAS No. 4225-86-9
Cat. No. CS-0155824
Purity ≥97%
MDL No. MFCD00160589
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅ClN₂O₂
Molecular Weight 208.60
Synonym(s) 2-Chloro-8-nitro-quinoline
SMILES C1=CC2=C(C(=C1)[N+](=O)[O-])N=C(C=C2)Cl

Computational Chemistry Data

TPSA 56.03
LogP 2.7964
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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 Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

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2-Chloro-8-nitroquinoline

CAS No. 4225-86-9

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