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190616

Sigma-Aldrich

2-Hydroxy-3-nitropyridine

98%

Synonym(s):

3-Nitro-2-pyridinol, 3-Nitro-2-pyridone

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About This Item

Empirical Formula (Hill Notation):
C5H4N2O3
CAS Number:
Molecular Weight:
140.10
Beilstein:
124474
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

212 °C (dec.) (lit.)

SMILES string

Oc1ncccc1[N+]([O-])=O

InChI

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

InChI key

BOAFCICMVMFLIT-UHFFFAOYSA-N

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General description

2-Hydroxy-3-nitropyridine reacts with phosphorus pentachloride and phosphoryl chloride to yield 2-chloro-3-nitropyridine.

Application

2-Hydroxy-3-nitropyridine was used in the synthesis of:
  • 3-nitro-2-pyridyl β-D-galactoside
  • 3-nitro-2-pyridyl N-acetyl-β-D-glucosaminide
  • 5-amino-6-chloro-3-iodopyridine

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

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Nitropyridyl glycosides: new glycosyl donors for enzymatic transglycosylation.
Yasukochi T, et al.
Tetrahedron Letters, 40(36), 6585-6589 (1999)
Nanjing Zhang et al.
Bioorganic & medicinal chemistry letters, 13(3), 525-527 (2003-02-05)
Racemic 5-azidoepibatidine [(+/-)-1] was synthesized via 5-aminoepibatidine as a candidate photoaffinity ligand with exceptionally high affinity at the mammalian neuronal nicotinic receptors (K(i) values of 0.027 nM for alpha 4 beta 2 and 9.7 nM for alpha 7) and excellent
85. Nucleophilic displacement reactions in aromatic systems. Part I. Kinetics of the reactions of chloronitropyridines with aromatic amines and with pyridine.
Bishop RR, et al.
Journal of the Chemical Society, 437-446 (1952)

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