1,1-Dimethyl-3,4-diphenyl-1H-silole

Base Information

• Chemical Name: 1,1-Dimethyl-3,4-diphenyl-1H-silole
• CAS No.: 55227-55-9
• Molecular Formula: C18H18Si
• Molecular Weight: 262.426
• DSSTox Substance ID: DTXSID00538757
• Nikkaji Number: J554.316I
• Wikidata: Q82414286

Synonyms:1,1-Dimethyl-3,4-diphenyl-1H-silole;55227-55-9;DTXSID00538757

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

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 262.117777109
• Heavy Atom Count: 19
• Complexity: 341

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 11 articles about 1,1-Dimethyl-3,4-diphenyl-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: 92.0%

2-[(diethylamino)dimethylsilyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (929887-22-9) + phenylacetylene (536-74-3) → 1,1-dimethyl-2,4-diphenylsilole (144921-38-0) + 1,1-dimethyl-3,4-diphenylsilole (55227-55-9)

Guidance literature:

triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 20 ℃; for 5h;

DOI:10.1021/ja073896h

Reference yield: 78.5%

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

Guidance literature:

With phenyl isocyanate; In chloroform; for 12h; Heating;

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

Reference yield: 54.0%

phenylacetylene (536-74-3) + (Trioctylstannyl)dimethylsilane → 1,1-dimethyl-3,4-diphenylsilole (55227-55-9)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In benzene; at 25 ℃; for 0.5h;

DOI:10.1021/jo00071a009

upstream raw materials:

(tri(n-butyl)stannyl)dimethylsilane

phenylacetylene

dimethylbis(phenylethynyl)silane

2,3-diphenyl-1,3-butadiene

Downstream raw materials:

2-chloro-5-iodo-1,1-dimethyl-3,4-diphenyl-1H-silole

2-chloro-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

2-[(4-iodophenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

2-[(4-ethynylphenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole

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