3-Phenyl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene

Base Information

• Chemical Name: 3-Phenyl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene
• CAS No.: 10437-90-8
• Molecular Formula: C12H13NO
• Molecular Weight: 187.241
• DSSTox Substance ID: DTXSID20399226
• Nikkaji Number: J767.673E
• ChEMBL ID: CHEMBL1310503
• Mol file: 10437-90-8.mol

Synonyms:3-phenyl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene;10437-90-8;HMS2527A18;MLS000701936;SCHEMBL8354827;CHEMBL1310503;DTXSID20399226;SMR000229733;AO-801/41077326

Chemical Property of 3-Phenyl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene

Chemical Property:

• PSA: 12.47000
• LogP: 2.59040
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 187.099714038
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C=CC1N(O2)C3=CC=CC=C3

Technology Process of 3-Phenyl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene

There total 7 articles about 3-Phenyl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

cyclohexa-1,3-diene (1165952-91-9) + Nitrosobenzene (586-96-9) → 3-Phenyl-2-oxa-3-azabicyclo<2.2.2>oct-5-ene (10437-90-8)

Guidance literature:

In chloroform; at 25 ℃; for 2h;

DOI:10.1071/CH09349

Reference yield: 84.0%

cyclohexa-1,3-diene (1165952-91-9) + N-Phenylhydroxylamine (100-65-2) → 3-Phenyl-2-oxa-3-azabicyclo<2.2.2>oct-5-ene (10437-90-8)

Guidance literature:

With pyridine; copper(l) chloride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ol301414k

Reference yield: 70.0%

cyclohexa-1,3-diene (1165952-91-9) + aniline (62-53-3) → 3-Phenyl-2-oxa-3-azabicyclo<2.2.2>oct-5-ene (10437-90-8)

Guidance literature:

aniline; With dihydrogen peroxide; diphenyl diselenide; In chloroform; at 20 ℃; for 2h;

cyclohexa-1,3-diene; In chloroform; at 20 ℃; Further stages.;

DOI:10.1002/ejoc.200700368

upstream raw materials:

diethyl ether

cyclohexa-1,3-diene

Nitrosobenzene

ethanol

Downstream raw materials:

1′,2′,3′,6′-tetrahydro-[1,1′-biphenyl]-2-amine