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Sigma-Aldrich

1-Methyl-2-azaadamantane-N-oxyl

greener alternative

97%

Synonym(s):

1-Me-AZADO

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About This Item

Empirical Formula (Hill Notation):
C10H16NO
CAS Number:
872598-44-2
Molecular Weight:
166.24
UNSPSC Code:
12352000
PubChem Substance ID:
329765308
NACRES:
NA.22

Assay

97%

form

solid

greener alternative product characteristics

Catalysis
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Greener Alternative Product

mp

87-93 °C

greener alternative category

Aligned,

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

General description

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.
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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

Other Notes

2-Azaadamantane N-Oxyl (AZADO) and 1-Me-AZADO: Highly Efficient Organocatalysts for Oxidation of Alcohols.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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)

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