2291-58-9

Basic information

• Product Name: 9-Benzyl-3-oxo-9-azabicyc...
• Synonyms: 9-Benzyl-3-oxo-9-azabicyc...;9-Benzyl-3-oxo-9-azabicyclo[3.3.1]nonane;N-Benzylnorpseudopelletierine
• CAS NO: 2291-58-9
• Molecular Formula: C₁₅H₁₉NO
• Molecular Weight: 229.31746
• Mol File: 2291-58-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 72-75℃
• Boiling Point: 165-169 °C(Press: 0.2 Torr)
• Appearance: /
• Density: 1 +-.0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.04±0.20(Predicted)
• CAS DataBase Reference: 9-Benzyl-3-oxo-9-azabicyc...(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Benzyl-3-oxo-9-azabicyc...(2291-58-9)
• EPA Substance Registry System: 9-Benzyl-3-oxo-9-azabicyc...(2291-58-9)

Safety Data

• Hazardous Substances Data: 2291-58-9(Hazardous Substances Data)

Usage

General Description

9-Benzyl-3-oxo-9-azabicyclo[3.3.1]nonane, also known as Benzylphenylacetone, is a chemical compound with the molecular formula C17H19NO. It is a yellowish to brown liquid with a faint odor and is mainly used as a precursor in the synthesis of various pharmaceuticals and organic compounds. Benzylphenylacetone is a key intermediate in the manufacturing of amphetamines and related stimulant drugs. It is also utilized in the production of fragrances and flavors due to its aromatic properties. Additionally, it has been studied for its potential as a precursor in the synthesis of biologically active compounds. However, it is important to note that Benzylphenylacetone is a controlled substance in many countries due to its association with illegal drug manufacturing.

Upstream product

• 542-05-2 acetonedicarboxylic acid 
• 111-30-8 Glutaraldehyde 
• 100-46-9 benzylamine 
• 3287-99-8 benzylamine hydrochloride 
• 1071054-60-8 1-Benzyl-2-(2-methyl-[1,3]dioxolan-2-ylmethyl)-3,6-dihydro-2H-pyridine 1-oxide 
• 87168-80-7 (2S,6S)-1-Benzyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-1,2,5,6-tetrahydro-pyridine-2-carbonitrile 
• 87168-79-4 1-Benzyl-2-(2-methyl-[1,3]dioxolan-2-ylmethyl)-1,2,3,6-tetrahydro-pyridine 
• 6302-02-9 2-acetonylpyridine 
• 31351-00-5 (Z,Z)-2,6-cyclooctadien-1-one 
• 87168-81-8 (2S,6S)-1-Benzyl-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-piperidine-2-carbonitrile 

Downstream Products

• 897396-21-3 (+/-)-10-benzyl-3,10-diazabicyclo[4.3.1]decan-4-one 
• 55286-18-5 9-benzyl-9-norazaadamantane 
• 95473-40-8 2,3-dimethoxy-N-(9-benzyl-9-azabicyclo<3.3.1>nonan-3β-yl)benzamide 
• 153431-10-8 3β-<(tert-butyloxycarbonyl)amino>-9-benzyl-9-azabicyclo<3.3.1>nonane 
• 153198-10-8 2,3-dimethoxy-N-(9-azabicyclo<3.3.1>nonan-3β-yl)benzamide 
• 76272-99-6 3α/β-amino-9-benzyl-9-azabicyclo<3.3.1>nonane 
• 153198-02-8 9-benzyl-9-azabicyclo<3.3.1>nonan-3-one methoxime 
• 141379-89-7 N-benzyl-9-azabicyclo<3.3.1>nonane-3-carbonitrile 
• 57659-50-4 9-benzyl-9-azabicyclo<3.3.1>nonane 
• 97254-65-4 3-phenyl-9-benzyl-9-azabicyclo<3.3.1>nonan-3-ol 

Relevant articles and documents

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Long-Lived Trialkylamine Radical Cations Containing Cα-H Bonds in Acyclic Alkyl Groups

Chemical reversibility is observed in the cyclic voltammogram of 9-neopentyl-9-azabicyclononane (3), allowing measurement of its Eo' value, 0.83 V vs.SCE in acetonitrile.Replacement of the tert-butyl group of 3 by isopropyl or phenyl leads to a much shorter radical cation lifetime, and Eo' could not be reliably measured for the 9-isobutyl or 9-benzyl compounds 6 or 7.The barrier for nitrogen inversion of 3, which must be accompanied by NCH2 rotation, is 12.0 kcal/mol at -10 deg C, 5 kcal/mol higher than the barrier for its 9-ethyl analogue 9.The dihedral angle between Cα-H and the nitrogen p orbital axis in the cation radical is argued to be important in determining cation radical lifetime.Observation of chemical reversibility in the CV of 9-(2-adamantyl)-9-azabicyclononane, 5,required in situ drying of the solvent with alumina, as well as fast scan rates or low temperatures.

Preparation method of 2-azanoradamantane-N-Oxyl

The invention discloses a preparation method of 2-azanoradamantane-N-Oxyl (Nor-AZADO). The method comprises the following steps: placing acetonedicarboxylic acid, glutaraldehyde and benzylamine in an aqueous hydrophosphate solution, and carrying out condensation and decondensation to obtain 9-benzyl-9-azabicyalo-[3,3,1]-nonyl-3-one; carrying out condensation dehydration on 9-benzyl-9-azabicyalo-[3,3,1]-nonyl-3-one and benzene or benzene ring substituted sulfohydrazide, and adding an alkali to obtain 2-(9-benzyl-9-azabicyalo-[3,3,1]-nonane-3-ylidene)-1-benzene or benzene ring substituted sulfohydrazide sodium/potassium salt; carrying out refluxing ring closing on the 2-(9-benzyl-9-azabicyalo-[3,3,1]-nonane-3-ylidene)-1-benzene or benzene ring substituted sulfohydrazide sodium/potassium salt in an organic solvent to obtain N-benzyl-2-azanoradamantane; debenzylating N-benzyl-2-azanoradamantane to obtain 2-azanoradamantane; and oxidizing 2-azanoradamantane by a peroxide oxidant to obtain the Nor-AZADO. The preparation method has the advantages of great increase of the synthesis yield, greenness and environmental protection, high efficiency, low cost, and easiness in industrial large-scale production.

METHOD FOR OXIDIZING ALCOHOLS

A method for oxidizing an alcohol, wherein oxidation is performed in the presence of a compound represented by the following formula (I) and a bulk oxidant, which enables efficient oxidation of secondary alcohols as well as primary alcohols, and can attain high reaction efficiency even when air is used as a bulk oxidant.