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Sigma-Aldrich

4-(Benzyloxy)pyridine N-oxide

97%

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About This Item

Empirical Formula (Hill Notation):
C12H11NO2
CAS Number:
2683-66-1
Molecular Weight:
201.22
MDL number:
MFCD00047427
UNSPSC Code:
12352100
PubChem Substance ID:
24865537
NACRES:
NA.22

assay

97%

mp

178-179 °C (dec.) (lit.)

SMILES string

[O-][n+]1ccc(OCc2ccccc2)cc1

InChI

1S/C12H11NO2/c14-13-8-6-12(7-9-13)15-10-11-4-2-1-3-5-11/h1-9H,10H2

InChI key

SUSQPKJQYWTFPU-UHFFFAOYSA-N

General description

4-(Benzyloxy)pyridine N-oxide is a 4-substituted pyridine-1-oxide. It undergoes hydrogenation over palladium to afford pyridine. It participates in the stereoselective synthesis of substituted pyridines, piperidines and piperazines.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hans Andersson et al.
Organic & biomolecular chemistry, 9(2), 337-346 (2010-11-16)
In this perspective we discuss the recent developments of stereoselective synthesis of substituted pyridines, piperidines, and piperazines from cheap and commercially readily available starting materials. Pyridine N-oxides and pyrazine N-oxides are reacted with alkyl, aryl, alkynyl and vinyl Grignard reagents
248. N-oxides and related compounds. Part X. The hydrogenation of some pyridine 1-oxides.
Katritzky AR and Monro AM.
Journal of the Chemical Society, 1263-1266 (1958)

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