N-Phenyl-2-aminonorbornane

Base Information

• Chemical Name: N-Phenyl-2-aminonorbornane
• CAS No.: 15995-50-3
• Molecular Formula: C₁₃H₁₇N
• Molecular Weight: 187.285
• DSSTox Substance ID: DTXSID201289251
• Nikkaji Number: J744.818J
• Mol file: 15995-50-3.mol

Synonyms:N-Phenyl-2-aminonorbornane;15995-50-3;N-Phenylbicyclo[2.2.1]heptan-2-amine;SCHEMBL3549036;DTXSID201289251;AKOS010562633;EN300-167724

Chemical Property of N-Phenyl-2-aminonorbornane

Chemical Property:

• PSA: 12.03000
• LogP: 3.36010
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 187.136099547
• Heavy Atom Count: 14
• Complexity: 195

Purity/Quality:

97% ^*data from raw suppliers

N-PHENYL-2-AMINONORBORNANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1CC2NC3=CC=CC=C3

Technology Process of N-Phenyl-2-aminonorbornane

There total 10 articles about N-Phenyl-2-aminonorbornane 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: 58.0%

norbornene (279-23-2) + nitrobenzene (98-95-3,26969-40-4) → N-exo-bicyclo[2.2.1]hept-2-yl-aniline (22611-62-7,40649-30-7,15995-50-3)

Guidance literature:

With air; bis(1-methyl-1-phenylethyl)peroxide; at 135 - 139 ℃; for 16h;

DOI:10.1002/adsc.200800689

Reference yield: 48.0%

norborn-2-ene (498-66-8) + aniline (62-53-3) → N-exo-bicyclo[2.2.1]hept-2-yl-aniline (22611-62-7,40649-30-7,15995-50-3) + ortho-exo-bicyclo[2.2.1]hept-2-yl-aniline (62226-49-7,92039-21-9)

Guidance literature:

proton-exchanged montmorillonite; In n-heptane; at 150 ℃; for 2h;

DOI:10.1021/ol0619821

Reference yield: 36.0%

(η6-fluorobenzene)tricarbonylchromium (12082-05-2) + exo-2-aminonorbornane (7242-92-4) → N-exo-bicyclo[2.2.1]hept-2-yl-aniline (22611-62-7,40649-30-7,15995-50-3)

Guidance literature:

In N,N-dimethyl-formamide; stirring at room temp. for 24h; removing DMF in vac., addn. of Et2O, filtering over Celite, wahing with Et2O, addn. of iodine, filtering, rotovapping, destilling in vac.;

DOI:10.1021/ja00228a022

upstream raw materials:

exo-norbornyldichloroborane

Phenyl azide

bromobenzene

exo-2-aminonorbornane