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Sigma-Aldrich

1-Methyl-2-azaadamantane-N-oxyl

greener alternative

97%

Sinónimos:

1-Me-AZADO

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About This Item

Fórmula empírica (notación de Hill):
C10H16NO
Número de CAS:
872598-44-2
Peso molecular:
166.24
UNSPSC Code:
12352000
PubChem Substance ID:
329765308
NACRES:
NA.22

assay

97%

form

solid

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

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.
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.

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)

Artículos

TEMPO Catalyzed Oxidations

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.

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