2-Hydroxy-5-nitropyridine

Name: 2-Hydroxy-5-nitropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 5418-51-9
Cat. No. CS-W016470
Purity≥98%
MDL No.MFCD00006276

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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 5418-51-9

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Description

2-Hydroxy-5-nitropyridine features a strategically positioned hydroxyl group flanked by a nitro substituent on the pyridine ring, enabling dual hydrogen-bonding interactions. This electronic configuration enhances its utility as a ligand in transition metal catalysis and as a building block in bioactive heterocycle synthesis under standard conditions.

Application

2-Hydroxy-5-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C2 and C5 positions due to orthogonal reactivity of the hydroxyl and nitro groups. Its bench-stable nature facilitates handling and purification, while the electron-withdrawing nitro group enhances electrophilic substitution efficiency. This compound functions as a key intermediate in the construction of bioactive scaffolds and pharmaceutical precursors through established coupling and cyclization protocols.

General Information

CAS No. 5418-51-9
Cat. No. CS-W016470
Purity ≥98%
MDL No. MFCD00006276
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄N₂O₃
Molecular Weight 140.10
Synonym(s) 5-nitropyridin-2(3H)-one; 2-Hydroxy-5-nitropyridine
SMILES O=[N+](C1=CN=C(O)C=C1)[O-]

Computational Chemistry Data

TPSA 76.26
LogP 0.6954
H_Acceptors 4
H_Donors 1
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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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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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2-Hydroxy-5-nitropyridine

CAS No. 5418-51-9

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