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MilliporeSigma

131652

Pyridine N-oxide

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

Key Documents

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InChI key

ILVXOBCQQYKLDS-UHFFFAOYSA-N

InChI

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

SMILES string

[O-][n+]1ccccc1

assay

95%

form

solid

bp

270 °C (lit.)

mp

62-67 °C (lit.)

Quality Level

100

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1 of 4

This Item
55293356413681350
Pyridine N-oxide 95%

Sigma-Aldrich

131652

Pyridine N-oxide

2,2′-Dipyridyl N-oxide 98%

Sigma-Aldrich

552933

2,2′-Dipyridyl N-oxide

2-Pyridinol 1-oxide ≥98.0% (N)

Sigma-Aldrich

56413

2-Pyridinol 1-oxide

Pyrimidine N-oxide 97%

Sigma-Aldrich

681350

Pyrimidine N-oxide

assay

95%

assay

98%

assay

≥98.0% (N)

assay

97%

Quality Level

100

Quality Level

100

Quality Level

300

Quality Level

-

form

solid

form

-

form

solid

form

solid

bp

270 °C (lit.)

bp

-

bp

-

bp

-

mp

62-67 °C (lit.)

mp

59-63 °C (lit.)

mp

147-152 °C

mp

90-94 °C

Application

Pyridine N-oxide was used to study the FTIR spectra of pyridine N-oxide in acetonitrile[1].

General description

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

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7568V
WXBF5351V
WXBF4147V
WXBF0278V
WXBF2220V

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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.
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
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
Highly efficient gold nanoparticle catalyzed deoxygenation of amides, sulfoxides, and pyridine N-oxides.
Yusuke Mikami et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(6), 1768-1772 (2011-01-29)
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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