Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

758272

Sigma-Aldrich

8-Ethylquinoline N-oxide

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C11H11NO
Molecular Weight:
173.21
MDL number:
MFCD28053538
UNSPSC Code:
12352005
PubChem Substance ID:
329766730
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

97%

form

solid

reaction suitability

reagent type: oxidant

mp

104-109 °C

storage temp.

2-8°C

SMILES string

CCC1=CC=CC2=C1[N+]([O-])=CC=C2

InChI

1S/C11H11NO/c1-2-9-5-3-6-10-7-4-8-12(13)11(9)10/h3-8H,2H2,1H3

InChI key

LZEBWZDDNNWJJK-UHFFFAOYSA-N

Application

Reactant for the preparation of:
  • α, β-unsaturated enones with catalytic amounts of Gold complexes[1]
  • Synthesis of azetidines (4-membered nitrogen containing heterocycles) through an intramolecular oxidative cyclization in the presence of catalytic amounts of Gold complexes[2]

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBZ3072V
MKBJ9684

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A flexible and stereoselective synthesis of azetidin-3-ones through gold-catalyzed intermolecular oxidation of alkynes.
Longwu Ye et al.
Angewandte Chemie (International ed. in English), 50(14), 3236-3239 (2011-03-08)
Biao Lu et al.
Journal of the American Chemical Society, 132(40), 14070-14072 (2010-09-22)
Gold-catalyzed intermolecular oxidations of internal alkynes have been achieved with high regioselectivities using 8-alkylquinoline N-oxides as oxidants and in the absence of acid additives. Synthetically versatile α,β-unsaturated carbonyls are obtained in good to excellent yields and with excellent E-selectivities. A

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service