Ethanone, 1-[4-[(trimethylsilyl)ethynyl]phenyl]-

Base Information

• Chemical Name: Ethanone, 1-[4-[(trimethylsilyl)ethynyl]phenyl]-
• CAS No.: 75883-03-3
• Molecular Formula: C13H16OSi
• Molecular Weight: 216.355
• DSSTox Substance ID: DTXSID00471736
• Nikkaji Number: J559.023J
• Wikidata: Q82300385
• Mol file: 75883-03-3.mol

Synonyms:75883-03-3;1-(4-((trimethylsilyl)ethynyl)phenyl)ethanone;Ethanone, 1-[4-[(trimethylsilyl)ethynyl]phenyl]-;SCHEMBL9636621;DTXSID00471736;ZMXWZZHFPDJCRB-UHFFFAOYSA-N

Chemical Property of Ethanone, 1-[4-[(trimethylsilyl)ethynyl]phenyl]-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 216.097041664
• Heavy Atom Count: 15
• Complexity: 292

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C#C[Si](C)(C)C

Technology Process of Ethanone, 1-[4-[(trimethylsilyl)ethynyl]phenyl]-

There total 13 articles about Ethanone, 1-[4-[(trimethylsilyl)ethynyl]phenyl]- 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: 100.0%

para-bromoacetophenone (99-90-1) + trimethylsilylacetylene (1066-54-2) → 4'-(2-trimethylsilylethynyl)acetophenone (75883-03-3)

Guidance literature:

With copper diacetate; triethylamine; triphenylphosphine; palladium dichloride; at 100 ℃; for 1.5h;

Reference yield: 99.0%

4-Iodoacetophenone (13329-40-3) + trimethylsilylacetylene (1066-54-2) → 4'-(2-trimethylsilylethynyl)acetophenone (75883-03-3)

Guidance literature:

With silver(l) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 60 ℃; for 3h;

DOI:10.1246/bcsj.78.327

Reference yield: 98.0%

trimethyl(prop-1-ynyl)silane (6224-91-5) + 1,1'-[ethyne-1,2-diylbis(4,1-phenylene)]diethanone (29619-42-9) → 4'-(2-trimethylsilylethynyl)acetophenone (75883-03-3)

Guidance literature:

With [(Ph₃SiO)₃Mo≡CC₆H₄OMe]; In toluene; at 20 ℃; for 2h; Inert atmosphere; Molecular sieve;

DOI:10.1002/chem.201404166

upstream raw materials:

para-bromoacetophenone

trimethylsilylacetylene

2-(4-Acetyl-phenyl)-3-trimethylsilanyl-buta-1,3-diene-1,4-dione

4-acetophenyl triflate

Downstream raw materials:

1-(4-(1-(4-methoxyphenyl)vinyl)phenyl)ethanone

1-{4-[(E)-1-(4-Methoxy-phenyl)-2-trimethylsilanyl-vinyl]-phenyl}-ethanone

1-{4-[(Z)-2-(4-Methoxy-phenyl)-2-trimethylsilanyl-vinyl]-phenyl}-ethanone

4-ethynylacetophenone