Bicyclo(2.2.2)octan-1-amine, 4-phenyl-

Base Information

• Chemical Name: Bicyclo(2.2.2)octan-1-amine, 4-phenyl-
• CAS No.: 10206-89-0
• Molecular Formula: C14H19N
• Molecular Weight: 201.312
• Hs Code.: 2921499090
• UNII: 1P958G9T1V
• DSSTox Substance ID: DTXSID20144571
• Nikkaji Number: J99.717J
• Wikipedia: EXP-561
• Wikidata: Q5324704
• ChEMBL ID: CHEMBL288524
• Mol file: 10206-89-0.mol

Synonyms:4-phenylbicyclo(2.2.2)octan-1-amine, hydrochloride;EXP 561;EXP-561;EXP561;EXP561hydrochloride;EXP561hydrochloride, monohydrate

Chemical Property of Bicyclo(2.2.2)octan-1-amine, 4-phenyl-

Chemical Property:

• Vapor Pressure: 0.0011mmHg at 25°C
• Refractive Index: 1.596
• Boiling Point: 300.7 °C at 760 mmHg
• Flash Point: 138.7 °C
• PSA: 26.02000
• Density: 1.092 g/cm³
• LogP: 3.69000
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 201.151749610
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(CCC1(CC2)C3=CC=CC=C3)N

Technology Process of Bicyclo(2.2.2)octan-1-amine, 4-phenyl-

There total 7 articles about Bicyclo(2.2.2)octan-1-amine, 4-phenyl- 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: 71.0%

N-benzyl-4-(4-bromophenyl)bicyclo[2.2.2]octan-1-amine → 4-phenylbicyclo<2.2.2>octane-1-amine (10206-89-0)

Guidance literature:

With palladium on activated charcoal; hydrogen; acetic acid; In ethanol; under 2844.39 Torr;

Reference yield:

4-bromophenyl acetone (6186-22-7) → 4-phenylbicyclo<2.2.2>octane-1-amine (10206-89-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N-benzyl-trimethylammonium hydroxide / methanol; tert-butyl alcohol / 1 h / Cooling with ice

2.1: potassium hydroxide / water / Reflux

3.1: acetic acid; potassium acetate; acetic anhydride / 2 h / Reflux

4.1: toluene-4-sulfonic acid / toluene / 2 h / Reflux

5.1: hydrazine hydrate / 2.5 h / 120 °C

5.2: 2 h / 160 - 220 °C

6.1: acetic acid; hydrogen; palladium on activated charcoal / ethanol / 2844.39 Torr

With palladium on activated charcoal; hydrogen; potassium acetate; acetic anhydride; N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; potassium hydroxide; In methanol; ethanol; water; toluene; tert-butyl alcohol;

Reference yield:

4-acetyl-4-(4-bromophenyl)heptanedinitrile → 4-phenylbicyclo<2.2.2>octane-1-amine (10206-89-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium hydroxide / water / Reflux

2.1: acetic acid; potassium acetate; acetic anhydride / 2 h / Reflux

3.1: toluene-4-sulfonic acid / toluene / 2 h / Reflux

4.1: hydrazine hydrate / 2.5 h / 120 °C

4.2: 2 h / 160 - 220 °C

5.1: acetic acid; hydrogen; palladium on activated charcoal / ethanol / 2844.39 Torr

With palladium on activated charcoal; hydrogen; potassium acetate; acetic anhydride; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; potassium hydroxide; In ethanol; water; toluene;

upstream raw materials:

4-bromophenyl acetone

Downstream raw materials:

4-nitrobicyclo<2.2.2>octane-1-carboxylic acid

1-nitro-4-phenylbicyclo<2.2.2>octane

Refernces