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495212

Sigma-Aldrich

4-Hydroxy-3-nitropyridine

98%

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Synonym(s):
3-Nitro-4-pyridinol
Empirical Formula (Hill Notation):
C5H4N2O3
CAS Number:
Molecular Weight:
140.10
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

285 °C (dec.) (lit.)

SMILES string

Oc1ccncc1[N+]([O-])=O

InChI

1S/C5H4N2O3/c8-5-1-2-6-3-4(5)7(9)10/h1-3H,(H,6,8)

InChI key

YUWOLBZMQDGRFV-UHFFFAOYSA-N

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H48808658448162604
4-Hydroxy-3-nitropyridine 98%

495212

4-Hydroxy-3-nitropyridine

2-Hydroxy-5-nitropyridine 97%

H48808

2-Hydroxy-5-nitropyridine

5-Bromo-2-hydroxy-3-nitropyridine 98%

658448

5-Bromo-2-hydroxy-3-nitropyridine

4-Hydroxy-3-methoxybenzonitrile 98%

162604

4-Hydroxy-3-methoxybenzonitrile

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

mp

285 °C (dec.) (lit.)

mp

188-191 °C (lit.)

mp

246-250 °C

mp

85-87 °C (lit.)

General description

4-Hydroxy-3-nitropyridine can be synthesized by the nitration of 4-hydroxypyridine.

Application

4-Hydroxy-3-nitropyridine may be used in the synthesis of 4-ethoxy-3-nitropyridine by treating with phosphorus pentachloride (PCl5) followed by ethanol. It may also be used to prepare 4-chloro-3-nitropyridine by treating with PCl5-POCl3 (phosphorus oxychloride).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Use of the Graebe-Ullmann reaction in the synthesis of 8-methyl-γ-carboline and isomeric aromatic aza-γ-carbolines.
Alekseev RS, et al.
Chemistry of Heterocyclic Compounds, 48(8), 1235-1250 (2012)
Unambiguous structural assignment of monoanils of 3,4-pyridinediamine via regioselective synthesis.
Dubey PK, et al.
ARKIVOC (Gainesville, FL, United States), 13, 137-144 (2008)

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