Bicyclo[3.2.2]nona-6,8-diene

Base Information

• Chemical Name: Bicyclo[3.2.2]nona-6,8-diene
• CAS No.: 7164-08-1
• Molecular Formula: C9H12
• Molecular Weight: 120.1916
• DSSTox Substance ID: DTXSID50221884
• Nikkaji Number: J1.976.409E
• Wikidata: Q83099910

Synonyms:Bicyclo[3.2.2]nona-6,8-diene;Bicyclo(3.2.2)nona-6,8-diene;7164-08-1;DTXSID50221884

Chemical Property of Bicyclo[3.2.2]nona-6,8-diene

Chemical Property:

• Vapor Pressure: 2.18mmHg at 25°C
• Boiling Point: 168.1°Cat760mmHg
• Flash Point: 33.1°C
• Density: 0.944g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 120.093900383
• Heavy Atom Count: 9
• Complexity: 123

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C=CC(C1)C=C2

Technology Process of Bicyclo[3.2.2]nona-6,8-diene

There total 4 articles about Bicyclo[3.2.2]nona-6,8-diene 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: 84.0%

5-exo,6-endo-bis(phenylsulfonyl)bicyclo<2.2.2>non-7-ene (87057-41-8) → bicyclo<3.2.2>nona-6,8-diene (7164-08-1)

Guidance literature:

With methanol; sodium dihydrogenphosphate; sodium amalgam; Ambient temperature;

DOI:10.1021/jo00178a004

Reference yield:

Cyclohepta-1,3-diene (876938-53-3) → bicyclo<3.2.2>nona-6,8-diene (7164-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / toluene / 48 h / 111 °C

2: 84 percent / methanol, NaH₂PO₄*H₂O, sodium amalgam (2-6percent) / Ambient temperature

With methanol; sodium dihydrogenphosphate; sodium amalgam; In toluene;

DOI:10.1021/jo00178a004

Reference yield:

(1S,2R,5S,6R)-3,4-Diaza-tricyclo[4.3.2.02,5]undeca-3,10-diene (625454-55-9) → bicyclo[3.2.2]nona-6,8-diene (7164-08-1)

Guidance literature:

In various solvent(s); at 154.85 ℃; Further Variations:; Temperatures; Kinetics;

DOI:10.1021/jo0351926

upstream raw materials:

5-exo,6-endo-bis(phenylsulfonyl)bicyclo<2.2.2>non-7-ene

Cyclohepta-1,3-diene

(1S,2R,5S,6R)-3,4-Diaza-tricyclo[4.3.2.0^2,5]undeca-3,10-diene

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