2-Chloro-5-nitroquinoline

Name: 2-Chloro-5-nitroquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 13067-94-2
Cat. No. CS-0042713
Purity≥97%
MDL No.None

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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 13067-94-2

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Description

2-Chloro-5-nitroquinoline is a nitrogen-rich heterocyclic compound featuring a chloro group at the 2-position and a nitro group at the 5-position of the quinoline core. This electronic configuration imparts strong electron-withdrawing character, enabling its use in cross-coupling reactions and as a building block in medicinal chemistry. The molecule exhibits enhanced reactivity in palladium-catalyzed transformations due to the synergistic effects of both substituents.

Application

2-Chloro-5-nitroquinoline serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient functionalization via palladium-catalyzed cross-coupling reactions. The chloro group at the 2-position provides high reactivity in Suzuki, Stille, and Negishi couplings, while the nitro group at the 5-position offers a handle for selective reduction or further substitution. Its bench-stable solid form facilitates handling and purification, making it ideal for constructing complex quinoline-based scaffolds in drug discovery and materials science.

General Information

CAS No. 13067-94-2
Cat. No. CS-0042713
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅ClN₂O₂
Molecular Weight 208.60
Synonym(s) None
SMILES [O-][N+](=O)C1=CC=CC2=C1C=CC(Cl)=N2

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

Key Words

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2-Chloro-5-nitroquinoline

CAS No. 13067-94-2

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