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763284

9-Azabicyclo[3.3.1]nonane N-oxyl

95%, solid

greener alternative

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Synonym(s):

9-Azabicyclo[3.3.1]nonane N-oxyl radical, ABNO

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About This Item

Empirical Formula (Hill Notation):
C8H14NO
CAS Number:
Molecular Weight:
140.20
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
Beilstein/REAXYS Number:
1681761
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Product Name

9-Azabicyclo[3.3.1]nonane N-oxyl, 95%

Quality Segment

assay

95%

form

solid

reaction suitability

reagent type: ligand

greener alternative product characteristics

Catalysis
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sustainability

Greener Alternative Product

mp

65-70 °C

greener alternative category

storage temp.

2-8°C

SMILES string

C[C@@]12CCC[C@@](C)(CCC1)N2[O]

InChI

1S/C10H18NO/c1-9-5-3-7-10(2,11(9)12)8-4-6-9/h3-8H2,1-2H3/t9-,10+

InChI key

GGWCZKZSILYISB-AOOOYVTPSA-N

General description

9-Azabicyclo[3.3.1]nonane N-oxyl (ABNO) belongs to a sterically unhindered and stable class of nitroxyl radicals. It efficiently catalyzes the oxidation of alcohols to afford the corresponding carbonyl compounds. ABNO along with (MeObpy)CuI(OTf) (MeObpy =4,4′-dimethoxy-2,2′-bipyridine) comprises a catalytic system. This catalytic system is useful for the aerobic oxidation of all categories of alcohols.
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Application

9-Azabicyclo[3.3.1]nonane N-oxyl (ABNO) may be employed for the aerobic oxidation of alcohols.
Catalytic oxidant for copper-catalyzed greener oxidation of alcohols under aerobic conditions.

Copper(I)/ABNO-Catalyzed Aerobic Alcohol Oxidation: Alleviating Steric and Electronic Constraints of Cu/TEMPO Catalyst Systems


pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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