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Key Documents

557390

Sigma-Aldrich

2-Chloro-4-nitropyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C5H3ClN2O2
CAS Number:
Molecular Weight:
158.54
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

52-56 °C (lit.)

SMILES string

[O-][N+](=O)c1ccnc(Cl)c1

InChI

1S/C5H3ClN2O2/c6-5-3-4(8(9)10)1-2-7-5/h1-3H

InChI key

LIEPVGBDUYKPLC-UHFFFAOYSA-N

Application

2-Chloro-4-nitropyridine may be used to synthesize 2-chloro-4-ethoxypyridine and 4-thiophenoxypyridines.
Starting material used in a tetrabutylammonium salt denitration leading to fluoro-, hydroxy- and methoxypyridines.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - 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

Certificates of Analysis (COA)

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Scott D Kuduk et al.
Organic letters, 7(4), 577-579 (2005-02-12)
An efficient method for the synthesis of fluoropyridines via the fluorodenitration reaction is reported. The reaction is mediated by tetrabutylammonium fluoride (TBAF) under mild conditions without undue regard to the presence of water. The fluorodenitration is general for 2- or
Stabilised 2, 3-Pyridyne Reactive Intermediates of Exceptional Dienophilicity.
Connon SJ and Hegarty AF.
European Journal of Organic Chemistry, 16, 3477-3483 (2004)
Y Morisawa et al.
Journal of medicinal chemistry, 23(12), 1376-1380 (1980-12-01)
Eight nitropyridinesulfonamides and pyridinesulfonamide N-oxides as their bioisosteres were prepared and evaluated for anticoccidial activity. Of these compounds, 2-, 4- and 5-nitropyridine-3-sulfonamides and pyridine-2- and -3-sulfonamide N-oxides were found to be active against Eimeria tenella. Thus, the relative positions, ortho
Diels?Alder cycloadditions of stabilised 2, 3-pyridynes.
Connon SJ and Hegarty AF.
Tetrahedron Letters, 42(4), 735-737 (2001)

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