| Identification | Back Directory | [Name]
9-Azabicyclo[3.3.1]nonane N-oxyl | [CAS]
31785-68-9 | [Synonyms]
NPPN
ABNO
9-AZABICYCLO[3.3.1]NONANE N-OX
9-Azabicyclo[3.3.1]non-9-yloxy
9-Azabicyclo[3.3.1]nonane N-oxyl
9-Azabicyclo[3.3.1]nonane N-oxyl 95%
exe-3-methylamino-9-boc -9-azabicyclo[3.3.1]nonane | [EINECS(EC#)]
803-697-7 | [Molecular Formula]
C8H14NO* | [MDL Number]
MFCD23704408 | [MOL File]
31785-68-9.mol | [Molecular Weight]
140.203 |
| Chemical Properties | Back Directory | [Melting point ]
65-70°C | [storage temp. ]
2-8°C | [form ]
solid | [Appearance]
Brown to reddish brown Solid | [BRN ]
1681761 | [InChI]
InChI=1S/C8H14NO/c10-9-7-3-1-4-8(9)6-2-5-7/h7-8H,1-6H2 | [InChIKey]
SZAKAAGHPLUEPM-UHFFFAOYSA-N | [SMILES]
C12N([O])C(CCC1)CCC2 |^1:2| |
| Hazard Information | Back Directory | [Uses]
9-Azabicyclo[3.3.1]nonane N-oxyl (ABNO) may be employed for the aerobic oxidation of alcohols. | [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. | [reaction suitability]
reagent type: ligand | [Synthesis]
1. 9-Benzyl-9-azabicyclononan-3-one is reduced to 9-benzyl-9-azabicyclononane in a continuous reactor at 215°C with KOH/hydrazine hydrate/ethanol.
2. The product from step 1 is hydrogenated in methanol with Pd/C to remove the benzyl group, yielding 9-a |
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