763284

9-Azabicyclo[3.3.1]nonane N-oxyl

95%

• Synonym(s): 9-Azabicyclo[3.3.1]nonane N-oxyl radical, ABNO
• Empirical Formula (Hill Notation): C₈H₁₄NO
• CAS Number: 31785-68-9
• Molecular Weight: 140.20
• Beilstein: 1681761
• UNSPSC Code: 12161600
• PubChem Substance ID: 329767041
• NACRES: NA.22

Properties

• Assay: 95%
• form: solid
• reaction suitability: reagent type: ligand
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• mp: 65-70 °C
• greener alternative category: , Aligned
• 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

Description

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)Cu^I(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

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H318
• Precautionary Statements: P280 - P301 + P312 + P330 - P305 + P351 + P338 + P310
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable