131652

Sigma-Aldrich

Pyridine N-oxide

95%

Empirical Formula (Hill Notation):
C5H5NO
CAS Number:
Molecular Weight:
95.10
Beilstein/REAXYS Number:
105257
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

bp

270 °C (lit.)

mp

62-67 °C (lit.)

SMILES string

[O-][n+]1ccccc1

InChI

1S/C5H5NO/c7-6-4-2-1-3-5-6/h1-5H

InChI key

ILVXOBCQQYKLDS-UHFFFAOYSA-N

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General description

Pyridine N-oxide axle with [2]rotaxanes was synthesized via an anion templated threading-followed-by-stoppering strategy.

Application

Pyridine N-oxide was used to study the FTIR spectra of pyridine N-oxide in acetonitrile.

Packaging

25, 100 g in glass bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

289.4 °F - closed cup

Flash Point(C)

143 °C - closed cup

Masahito Murai et al.
Chemical communications (Cambridge, England), 48(61), 7622-7624 (2012-06-26)
Gold(I)-catalysed tandem oxygen-transfer/cycloisomerisation reaction of 2-(2-propynyl)pyridine N-oxides provides an atom-economical route to indolizinone frameworks.
Xue Gong et al.
Organic letters, 13(7), 1766-1769 (2011-03-11)
A Pd(II)-catalyzed oxidative coupling between pyridine N-oxides and N-substituted indoles via 2-fold C-H bond activation was achieved with high selectivity using Ag(2)CO(3) as an oxidant.
Munawar Hussain et al.
Organic letters, 15(1), 54-57 (2012-12-22)
The synthesis of optically active piperidines by enantioselective addition of aryl Grignard reagents to pyridine N-oxides and lithium binolate followed by reduction is reported for the first time. The reaction results in high yields (51-94%) in combination with good ee...
Jinshui Chen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(30), 7268-7276 (2009-07-07)
Optically active chiral alkyl chlorides are valuable compounds because of their bioactivity and versatile synthetic utility. Accordingly, the ring opening of epoxides with a chloride nucleophile stands as an important goal in asymmetric catalysis. We describe herein recent advances in...
Santiago Barroso et al.
Organic letters, 13(3), 402-405 (2010-12-24)
Enantioselective nitrone cycloadditions with 2-alkenoyl pyridine N-oxides as dipolarophiles have been reported. The reaction is catalyzed by Cu(II)-BOX complexes to give the expected isoxazolidine products with high diastereo- and enantioselectivity.

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