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131652

Pyridine N-oxide

Name: Pyridine <I>N</I>-oxide
Brand: ALDRICH

95%

Synonym(s):

Pyridine oxide

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About This Item

Empirical Formula (Hill Notation):

C₅H₅NO

CAS Number:

694-59-7

Molecular Weight:

95.10

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24848028

EC Number:

211-774-6

Beilstein/REAXYS Number:

105257

MDL number:

MFCD00006194

Assay:

95%

Form:

solid

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Properties

Quality Level

100

assay

95%

form

solid

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

Description

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

289.4 °F - closed cup

flash_point_c

143 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Mild addition of nucleophiles to pyridine-N-oxides.

Allyn T Londregan et al.

Organic letters, 13(7), 1840-1843 (2011-03-08)

A general and facile one-pot procedure for the synthesis of 2-substituted pyridines from the corresponding pyridine-N-oxides and nucleophiles is presented as a mild alternative to S(N)Ar chemistry. A variety of nucleophiles and heterocyclic-N-oxides participate effectively in this transformation, which uses

Mechanistic studies on direct arylation of pyridine N-oxide: evidence for cooperative catalysis between two distinct palladium centers.

Yichen Tan et al.

Journal of the American Chemical Society, 134(8), 3683-3686 (2012-02-09)

Direct arylations of pyridine N-oxide (PyO), a convenient method to prepare 2-arylpyridines, catalyzed by Pd(OAc)(2) and PtBu(3) have been proposed to occur by the generation of a PtBu(3)-ligated arylpalladium acetate complex, (PtBu(3))Pd(Ar)(OAc) (1), and the reaction of this complex with

Pd-catalyzed oxidative CH/CH direct coupling of heterocyclic N-oxides.

Wei Liu et al.

Organic letters, 15(18), 4682-4685 (2013-09-12)

A highly efficient protocol for C-H/C-H cross-coupling has been found to occur between 2-aryl-1,2,3-triazole N-oxides and pyridine N-oxide derivatives. In addition, two homocoupling reactions of 2-substituted 1,2,3-triazole N-oxides and some pyridine N-oxide derivatives were developed. A possible pathway of C-H/C-H

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Global Trade Item Number

SKU	GTIN
131652-100G	04061838728487
131652-25G	04061838728494