738883

Sigma-Aldrich

1-Methyl-2-azaadamantane-N-oxyl

greener alternative

97%

Synonym(s):
1-Me-AZADO
Empirical Formula (Hill Notation):
C10H16NO
CAS Number:
Molecular Weight:
166.24
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

mp

87-93 °C

storage temp.

2-8°C

SMILES string

CC12CC3CC(CC(C3)N1[O])C2

InChI

1S/C10H16NO/c1-10-5-7-2-8(6-10)4-9(3-7)11(10)12/h7-9H,2-6H2,1H3

InChI key

IBNXYCCLPCGKDM-UHFFFAOYSA-N

Related Categories

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Find details here.
1-Methyl-2-azaadamantane-N-oxyl (1-Me-AZADO), a sterically less hindered nitroxyl radical, is widely used as catalyst. It is chemically stable and exhibits superior catalytic performance.

Application

1-Methyl-2-azaadamantane-N-oxyl (1-Me-AZADO) may be employed as catalyst for the aerobic oxidation of alcohols and sterically hindered alcohols.
Catalytic oxidant for greener oxidation of alcohols under aerobic, solvent-free conditions. Recoverable and recyclable.

Solvent free aerobic oxidation of alcohols with 1-methyl-2-azaadamantane N-oxyl as a recyclable catalyst through phase separation

Packaging

25, 100 mg in clear glass bottle

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Solvent free aerobic oxidation of alcohols with 1-methyl-2-azaadamantane N-oxyl as a recyclable catalyst through phase separation.
Kuang Y, et al.
Green Chemistry, 13(7), 1659-1663 (2011)
Efficient oxidation of alcohols electrochemically mediated by azabicyclo-N-oxyls.
Demizu Y, et al.
Tetrahedron Letters, 49(1), 48-52 (2008)
Articles
TEMPO (2,2,6,6-Tetramethylpiperidinyloxy or 2,2,6,6-Tetramethylpiperidine 1-oxyl) and its derivatives are stable nitroxy radicals used as catalysts in organic oxidation reactions. TEMPO was discovered by Lebedev and Kazarnovskii in 1960. The stable free radical nature of TEMPO is due to the presence of bulky substituent groups, which hinder the reaction of the free radical with other molecules.
Read More

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

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.