3-Chloro-2-nitropyridine

Name: 3-Chloro-2-nitropyridine
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CAS No. 54231-32-2
Cat. No. CS-W008191
Molecule weightNone
Purity≥97%
MDL No.MFCD00490110

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 54231-32-2

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General Information

CAS No. 54231-32-2
Cat. No. CS-W008191
Purity ≥97%
MDL No. MFCD00490110
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃ClN₂O₂
Molecular Weight None
Synonym(s) 3-Chloro-2-Nitro Pyridine
SMILES O=[N+](C1=NC=CC=C1Cl)[O-]

Description

3-Chloro-2-nitropyridine features a nitro group at the 2-position and a chloro substituent at the 3-position on the pyridine ring, creating a highly electron-deficient heterocycle. This combination enables selective nucleophilic substitution reactions under mild conditions, facilitating efficient coupling with diverse amines and thiols. The molecule exhibits excellent stability during handling and storage, making it a reliable building block for pharmaceutical intermediates and functional materials synthesis.

Application

3-Chloro-2-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C3 position via nucleophilic substitution. The nitro group at C2 enhances electrophilicity at adjacent positions and facilitates subsequent reduction to an amine for further derivatization. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling reactions make it a practical choice for constructing complex pyridine-based scaffolds in medicinal chemistry and agrochemical research.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 56.03
LogP 1.6432
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Chloro-2-nitropyridine

CAS No. 54231-32-2

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