35193-93-2

Basic information

• Product Name: 8-phenyl-8-azabicyclo[3.2.1]octan-3-one
• CAS NO: 35193-93-2
• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.2643
• Mol File: 35193-93-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 348.4°C at 760 mmHg
• Flash Point: 138.7°C
• Density: 1.152g/cm³
• Vapor Pressure: 5.06E-05mmHg at 25°C
• Refractive Index: 1.584
• CAS DataBase Reference: 8-phenyl-8-azabicyclo[3.2.1]octan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8-phenyl-8-azabicyclo[3.2.1]octan-3-one(35193-93-2)
• EPA Substance Registry System: 8-phenyl-8-azabicyclo[3.2.1]octan-3-one(35193-93-2)

Safety Data

• Hazardous Substances Data: 35193-93-2(Hazardous Substances Data)

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 542-05-2 acetonedicarboxylic acid 
• 62-53-3 aniline 
• 532-24-1 tropinone 
• 6690-08-0 8,8-dimethyl-3-oxo-8-azonia-bicyclo[3.2.1]octane iodide 
• 638-37-9 butanedial 

Downstream Products

• 1447947-63-8 2-allyl-8-phenyl-8-azabicyclo[3.2.1]octan-3-one 
• 112166-48-0 N-Phenyl-8-azabicyclo<3.2.1>octylidene-3-malononitrile 
• 102709-02-4 N,N-diethyl-N'-(8-phenyl-nortropane-3endo-yl)-ethylenediamine 
• 123935-68-2 N-(2-diethylamino-ethyl)-N'-phenyl-N-(8-phenyl-nortropane-3endo-yl)-thiourea 
• 110147-72-3 N-(2-diethylamino-ethyl)-N-(8-phenyl-nortropane-3endo-yl)-acetamide 
• 102457-13-6 N,N,N'-triethyl-N'-(8-phenyl-nortropane-3endo-yl)-ethylenediamine 

Relevant articles and documents

Synthesis and acid catalytic activity of 1,5,3,7-diazadiphosphocine-1,5-dicarboxylic acids

In order to synthesize new bioactive sompounds and contrasting agents, reactions of amino acids (glycine, aspartic acid and glutamic acid) with para formaldehyde and hypophosphorous acid were executed. Products are 3,7-dihydroxy-3,7-dioxoperhydro-1,5,3,7-diazadiphosphocine-1,5-diacetic acid (4a), 2-[5-(1,2-dicarboxyethyl)-3,7-dihydroxy-3,7-dioxoperhydro-diazadiphosphocine-1-yl]-succinic acid (4b) and 3,7-dihydroxy-3,7-dioxoperhydro-1,5,3,7-diazadiphosphocine-1,5-di-(2-glutaric acid) (4c). As shown in Table-1, the reactions of 4a-c in presence of acid catalysts (all 100 % GC yields) gave only 8-phenyl-8-azabicyclo[3.2.1]octan-3-one (5) (4a; pH (1M) = 0.17, 4b; pH (1M) = 0.15, 4c; pH (1M) = 0.16). In case of inorganic acid catalysts, 8-phenyl-8-azabicyclo[3.2.1]octan-3-one (5) and N-phenyl pyrrole (6) (HCl: 5 = 89.4 and 6 = 10.3 %, H2SO4; 5 = 94.4 and 6 = 5.5 %, CH3COOH: 5 = 13 and 6 = 7.8 %, citric acid: 5 = 80.6 and 6 = 18.7 %) were synthesized. Because of selective acid catalytic ability of 4a-c, we will try reactivity studies as acid catalysts of 4a-c about all acid catalytic reactions.

Efficient, two-step synthesis of N-substituted nortropinone derivatives

We describe a novel strategy for the synthesis of N-substituted nortropinone derivatives starting from tropinone. The key step of our synthesis is a reactivity umpolung of tropinone, which yields 8,8-dimethyl-3-oxo-8-azonia-bicyclo[3.2.1]octane iodide (IDABO) as a stable and convenient synthetic equivalent of cycloheptadienone.