Tetracyclo(4.2.2.22,5.01,6)dodeca-7,9-triene

Base Information

• Chemical Name: Tetracyclo(4.2.2.22,5.01,6)dodeca-7,9-triene
• CAS No.: 106697-43-2
• Molecular Formula: C₁₂H₁₄
• Molecular Weight: 158.243
• DSSTox Substance ID: DTXSID20147729
• Wikidata: Q83013119
• Mol file: 106697-43-2.mol

Synonyms:106697-43-2;Tetracyclo(4.2.2.22,5.01,6)dodeca-7,9-triene;Tetracyclo[4.2.2.22,5.01,6]dodeca-7,9-triene;DTXSID20147729

Chemical Property of Tetracyclo(4.2.2.22,5.01,6)dodeca-7,9-triene

Chemical Property:

• Vapor Pressure: 0.0191mmHg at 25°C
• Boiling Point: 261.2°Cat760mmHg
• Flash Point: 88.2°C
• Density: 1.12g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 158.109550447
• Heavy Atom Count: 12
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CCC1C34C2(C=C3)C=C4

Technology Process of Tetracyclo(4.2.2.22,5.01,6)dodeca-7,9-triene

There total 4 articles about Tetracyclo(4.2.2.22,5.01,6)dodeca-7,9-triene 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%

bispirooctane-3',1-cycloprop-2-ene> (107317-89-5) → 1,2,3,4-tetrahydro-1,4-ethanonaphthalene (4175-52-4) + 2,5-ethano<4.2.2>propella-7,9-diene (106697-43-2)

Guidance literature:

With silver perchlorate; In nitromethane; at 0 ℃; for 0.333333h;

DOI:10.1002/hlca.19860690503

Reference yield:

2,3-dimethylene bicyclo<2.2.2>-octane (36439-79-9) → 2,5-ethano<4.2.2>propella-7,9-diene (106697-43-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 33 percent / 50percent NaOH / hexadecyltrimethylammonium bromide / H₂O; CH₂Cl₂; ethanol / 52 h / 5 °C

2: 86 percent / Bu₃SnH / diethyl ether / 1.5 h / Heating

3: 0.61M t-BuOK / pentane; dimethylsulfoxide / 2.67 h / Ambient temperature

4: 84 percent / AgClO₄ / nitromethane / 0.33 h / 0 °C

With sodium hydroxide; potassium tert-butylate; tri-n-butyl-tin hydride; silver perchlorate; cetyltrimethylammonim bromide; In diethyl ether; nitromethane; ethanol; dichloromethane; water; dimethyl sulfoxide; pentane;

DOI:10.1002/hlca.19860690503

Reference yield:

2.2-dibromodispirooctane-3',1-cyclopropane> → 2,5-ethano<4.2.2>propella-7,9-diene (106697-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.61M t-BuOK / pentane; dimethylsulfoxide / 2.67 h / Ambient temperature

2: 84 percent / AgClO₄ / nitromethane / 0.33 h / 0 °C

With potassium tert-butylate; silver perchlorate; In nitromethane; dimethyl sulfoxide; pentane;

DOI:10.1002/hlca.19860690503

upstream raw materials:

bispirooctane-3',1-cycloprop-2-ene>

2,3-dimethylene bicyclo<2.2.2>-octane

Downstream raw materials:

2,5-ethano<4.2.2>propellane

Refernces