1,1-Dimethyl-3,4-diphenyl-2,5-dihydro-1H-silole

Base Information

• Chemical Name: 1,1-Dimethyl-3,4-diphenyl-2,5-dihydro-1H-silole
• CAS No.: 110209-73-9
• Molecular Formula: C18H20Si
• Molecular Weight: 264.442
• DSSTox Substance ID: DTXSID20546410
• Wikidata: Q82424245
• Mol file: 110209-73-9.mol

Synonyms:110209-73-9;1,1-Dimethyl-3,4-diphenyl-2,5-dihydro-1H-silole;DTXSID20546410

Chemical Property of 1,1-Dimethyl-3,4-diphenyl-2,5-dihydro-1H-silole

Chemical Property:

• Melting Point: 76.5-77 °C
• Boiling Point: 361.2±42.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 5.31940
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 264.133427172
• Heavy Atom Count: 19
• Complexity: 309

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si]1(CC(=C(C1)C2=CC=CC=C2)C3=CC=CC=C3)C

Technology Process of 1,1-Dimethyl-3,4-diphenyl-2,5-dihydro-1H-silole

There total 2 articles about 1,1-Dimethyl-3,4-diphenyl-2,5-dihydro-1H-silole 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: 87.8%

2,3-diphenyl-1,3-butadiene (2548-47-2) + dimethylsilicon dichloride (75-78-5,30107-43-8) → 1,1-dimethyl-3,4-diphenyl-1-silacyclopent-3-ene (110209-73-9)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; magnesium; for 1h; Heating;

DOI:10.1016/0022-328X(88)80355-3

Reference yield: 50.0%

2,3-diphenyl-1,3-butadiene (2548-47-2) + 1,4-Dihydro-9,9-dimethyl-1,4-diphenyl-1,4-silanonaphthalin (77971-09-6) → 1,1-dimethyl-3,4-diphenyl-1-silacyclopent-3-ene (110209-73-9)

Guidance literature:

at 200 ℃; for 3.5h;

DOI:10.1016/0022-328X(86)80390-4

Reference yield:

1,1-dimethyl-3,4-diphenyl-1-silacyclopent-3-ene (110209-73-9) → 1,1-dimethyl-3,4-diphenylsilole (55227-55-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) methylene blue, O₂; 2.) sodium borohydride / 1.) methanol, irradiation, 3 h; 2.) 12 h, water

2: 78.5 percent / phenyl isocyanate / CHCl₃ / 12 h / Heating

With sodium tetrahydroborate; oxygen; methylene blue; phenyl isocyanate; In chloroform;

DOI:10.1016/0022-328X(88)80355-3

upstream raw materials:

2,3-diphenyl-1,3-butadiene

1,4-Dihydro-9,9-dimethyl-1,4-diphenyl-1,4-silanonaphthalin

dimethylsilicon dichloride

Downstream raw materials:

1,1-dimethyl-3,4-diphenylsilole