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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:
Molecular Weight:
201.22
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

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

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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