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495212

Sigma-Aldrich

4-Hydroxy-3-nitropyridine

98%

Synonym(s):

3-Nitro-4-pyridinol

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About This Item

Empirical Formula (Hill Notation):
C5H4N2O3
CAS Number:
Molecular Weight:
140.10
MDL number:
UNSPSC Code:
12352100
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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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