5-Chloro-2-hydroxy-3-nitropyridine

Name: 5-Chloro-2-hydroxy-3-nitropyridine
Brand: ChemScene
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CAS No. 21427-61-2
Cat. No. CS-W002380
Purity≥98%
MDL No.MFCD00114884

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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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5-Chloro-2-hydroxy-3-nitropyridine|CS-W002380

Structure of 21427-61-2

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Description

5-Chloro-2-hydroxy-3-nitropyridine features a trifunctional pyridine core integrating a chlorine atom, a hydroxyl group, and a nitro moiety. This electron-deficient heterocycle enables selective coupling reactions under mild conditions. The hydroxyl group enhances solubility in polar solvents while the nitro group serves as a potent acceptor for nucleophilic substitution. Bench-stable and moisture-tolerant, this compound functions as a key intermediate in the synthesis of pharmaceuticals and agrochemicals.

Application

5-Chloro-2-hydroxy-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient functionalization at the C-2 and C-3 positions. The ortho-nitro and hydroxyl groups facilitate electrophilic substitution and metal-catalyzed coupling reactions, while the 5-chloro substituent provides a handle for palladium-mediated cross-coupling. Its bench-stable nature and compatibility with standard purification methods make it suitable for iterative synthetic sequences in medicinal chemistry and agrochemical development.

General Information

CAS No. 21427-61-2
Cat. No. CS-W002380
Purity ≥98%
MDL No. MFCD00114884
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃ClN₂O₃
Molecular Weight 174.54
Synonym(s) 5-chloro-3-nitropyridin-2(1H)-one; 5-Chloro-2-hydroxy-3-nitropyridine
SMILES O=C1C([N+]([O-])=O)=CC(Cl)=CN1

Computational Chemistry Data

TPSA 76
LogP 0.9365
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-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 Pyridine compounds

Key Words

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5-Chloro-2-hydroxy-3-nitropyridine

CAS No. 21427-61-2

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