1-Phenyl-7,7,8,8-tetramethyl-7,8-disilabicyclo[2.2.2]octa-2,5-diene

Base Information

• Chemical Name: 1-Phenyl-7,7,8,8-tetramethyl-7,8-disilabicyclo[2.2.2]octa-2,5-diene
• CAS No.: 38512-86-6
• Molecular Formula: C₁₆H₂₂Si₂
• Molecular Weight: 270.522
• DSSTox Substance ID: DTXSID101195558
• Nikkaji Number: J1.595.609G,J519.692B
• Mol file: 38512-86-6.mol

Synonyms:DTXSID101195558;2,2,3,3-Tetramethyl-1-phenylbicyclo[2.2.2]disil-5,7-diene;1-Phenyl-7,7,8,8-tetramethyl-7,8-disilabicyclo[2.2.2]octa-2,5-diene;1alpha,4alpha-(Tetramethyldisilane-1,2-diyl)-1-phenyl-2,5-cyclohexadiene;38512-86-6

Chemical Property of 1-Phenyl-7,7,8,8-tetramethyl-7,8-disilabicyclo[2.2.2]octa-2,5-diene

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 270.12600377
• Heavy Atom Count: 18
• Complexity: 383

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si]1(C2C=CC([Si]1(C)C)(C=C2)C3=CC=CC=C3)C

Technology Process of 1-Phenyl-7,7,8,8-tetramethyl-7,8-disilabicyclo[2.2.2]octa-2,5-diene

There total 1 articles about 1-Phenyl-7,7,8,8-tetramethyl-7,8-disilabicyclo[2.2.2]octa-2,5-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:

biphenyl (92-52-4,1594-86-1) + 1,2-dichlorotetramethylsilane (4342-61-4) → 1-phenyl-7,7,8,8-tetramethyl-7,8-disilabicyclo<2.2.2.>octadiene (38512-86-6)

Guidance literature:

Multistep reaction; (i) Li, Et₂O, THF, (ii) /BRN= 1736173/;

DOI:10.1021/ja00771a049

Reference yield: 40.0%

1-phenyl-7,7,8,8-tetramethyl-7,8-disilabicyclo<2.2.2.>octadiene (38512-86-6) + (chloro)dimethyl<(trimethylsilyl)ethynyl>silane (22843-61-4) → biphenyl (92-52-4,1594-86-1) + 1-(chlorodimethylsilyl)-2-(trimethylsilyl)-3,3,4,4-tetramethyl-3,4-disilacyclobutene (121220-29-9)

Guidance literature:

at 250 ℃;

DOI:10.1246/cl.1988.965

Reference yield:

1-phenyl-7,7,8,8-tetramethyl-7,8-disilabicyclo<2.2.2.>octadiene (38512-86-6) → biphenyl (92-52-4,1594-86-1) + 2,2-Dimethyl-1,3-dioxa-2-sila-cyclopenta[l]phenanthrene + 10,10,12,12-Tetramethyl-9,11,13-trioxa-10,12-disila-cyclohepta[l]phenanthrene

Guidance literature:

With 9,10-phenanthrenequinone; In dichloromethane; acetonitrile; for 0.5h; Yield given. Yields of byproduct given;

DOI:10.1039/a702161e

upstream raw materials:

biphenyl

1,2-dichlorotetramethylsilane

Downstream raw materials:

biphenyl

1-(chlorodimethylsilyl)-2-(trimethylsilyl)-3,3,4,4-tetramethyl-3,4-disilacyclobutene

1,2-difluoro-1,1,2,2-tetramethyl-disilane

1,2-dimethoxy-1,1,2,2-tetramethyldisilane