495212
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.)
functional group
nitro
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
Regulatory Information
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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)
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)
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