7123-92-4

Basic information

• Product Name: norpseudopelleterine-N-oxyl
• Synonyms: norpseudopelleterine-N-oxyl;KetoABNO;9-Azabicyclo[3.3.1]nonan-3-one N-oxyl, 95%
• CAS NO: 7123-92-4
• Molecular Formula: C₈H₁₂NO₂
• Molecular Weight: 154.19
• Mol File: 7123-92-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: norpseudopelleterine-N-oxyl(CAS DataBase Reference)
• NIST Chemistry Reference: norpseudopelleterine-N-oxyl(7123-92-4)
• EPA Substance Registry System: norpseudopelleterine-N-oxyl(7123-92-4)

Safety Data

• Statements: 22-36/37/38
• Safety Statements: 22-36/37
• Hazardous Substances Data: 7123-92-4(Hazardous Substances Data)

Usage

Description

Norpseudopelleterine-N-oxyl is a stable organic compound with a unique structure that exhibits strong oxidizing properties. It is characterized by its ability to act as an efficient oxidant in various chemical reactions, making it a valuable compound for research and industrial applications.

Uses

Used in Chemical Synthesis:
Norpseudopelleterine-N-oxyl is used as an oxidant for the aerobic oxidation of alcohols and amines at room temperature and ambient pressure. Its application in this field is due to its ability to facilitate the conversion of these compounds into their corresponding carbonyl derivatives, which are essential intermediates in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research Laboratories:
Norpseudopelleterine-N-oxyl is used as a convenient benchtop stable solid in research laboratories. Its stability and ease of handling make it an attractive choice for chemists working on the development of new synthetic methods and exploring the reactivity of various substrates with this oxidant.

InChI:InChI=1/C8H12NO2/c10-8-4-6-2-1-3-7(5-8)9(6)11/h6-7H,1-5H2

Synthetic route

9-azabicyclo[3.3.1]nonan-3-one (4390-39-0) → 9-oxyl-9-azabicyclo<3.3.1>nonan-3-one (7123-92-4)

Conditions	Yield
With sodium tungstate; dihydrogen peroxide
With sodium tungstate (VI) dihydrate; urea hydrogen peroxide adduct In water at 0 - 10℃; for 2h;	34.2 g

Glutaraldehyde (111-30-8) → 9-oxyl-9-azabicyclo<3.3.1>nonan-3-one (7123-92-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid; sodium acetate / water / 43 h / 0 - 30 °C / Darkness 2: hydrogen; palladium 10% on activated carbon / methanol / 27 h / 40 - 50 °C / 2068.65 - 2585.81 Torr 3: sodium tungstate (VI) dihydrate; urea hydrogen peroxide adduct / water / 2 h / 0 - 10 °C View Scheme

9-oxyl-9-azabicyclo<3.3.1>nonan-3-one (7123-92-4) + allyl (2-(1H-indol-3-yl)ethyl)carbamate (1548408-69-0) → C22H27N3O4

Conditions	Yield
With acetic acid; sodium nitrite In water; acetonitrile at 20℃; for 0.5h;

9-oxyl-9-azabicyclo<3.3.1>nonan-3-one (7123-92-4) + Fmoc-Gly-Ser-Asn-Trp-Gly-OH → C45H52N8O13 + C45H50N8O12

Conditions	Yield
With acetic acid; sodium nitrite In water; acetonitrile at 20℃; for 0.5h; Overall yield = 95 %Chromat.;

9-oxyl-9-azabicyclo<3.3.1>nonan-3-one (7123-92-4) + Fmoc-Gly-Lys-Asn-Trp-Gly-OH → C48H59N9O12 + C48H57N9O11

Conditions	Yield
With acetic acid; sodium nitrite In water; acetonitrile at 20℃; for 0.5h; Overall yield = 95 %Chromat.;

9-oxyl-9-azabicyclo<3.3.1>nonan-3-one (7123-92-4) + C51H48N10O12 → C59H61N11O15 + C59H59N11O14

Conditions	Yield
With acetic acid; sodium nitrite In water; acetonitrile at 20℃; for 0.5h;

Upstream product

• 111-30-8 Glutaraldehyde 
• 4390-39-0 9-azabicyclo[3.3.1]nonan-3-one