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

Base Information

• Chemical Name: Ethanone, 1-[4-[(trimethylsilyl)methyl]phenyl]-
• CAS No.: 1833-48-3
• Molecular Formula: C12H18OSi
• Molecular Weight: 206.36
• DSSTox Substance ID: DTXSID40465775
• Nikkaji Number: J1.539.141C
• Wikidata: Q82291989
• Mol file: 1833-48-3.mol

Synonyms:1833-48-3;Ethanone, 1-[4-[(trimethylsilyl)methyl]phenyl]-;1-[4-(trimethylsilylmethyl)phenyl]ethanone;DTXSID40465775;p-(trimethylsilylmethyl)acetophenone;1-(4-((Trimethylsilyl)methyl)phenyl)ethanone;1-{4-[(trimethylsilyl)methyl]phenyl}ethan-1-one;EN300-24814063

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

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 206.112691728
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

99.90% ^*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[Si](C)(C)C

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

There total 18 articles about Ethanone, 1-[4-[(trimethylsilyl)methyl]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: 96.0%

4-acetophenyl triflate (109613-00-5) + tris{(trimethylsilyl)methyl}indium (69833-15-4) → 1-{4-[(trimethylsilyl)methyl]phenyl}ethan-1-one (1833-48-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1021/ja004195m

Reference yield: 94.0%

para-bromoacetophenone (99-90-1) + tris{(trimethylsilyl)methyl}indium (69833-15-4) → 1-{4-[(trimethylsilyl)methyl]phenyl}ethan-1-one (1833-48-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1021/ja004195m

Reference yield: 87.0%

para-bromoacetophenone (99-90-1) + trimethylsilylmethyllithium (1822-00-0) → 1-{4-[(trimethylsilyl)methyl]phenyl}ethan-1-one (1833-48-3)

Guidance literature:

para-bromoacetophenone; With bis(tri-tert-butylphosphine)palladium⁽⁰⁾; sodium chloride; In water; at 20 ℃; for 0.166667h; Schlenk technique;

trimethylsilylmethyllithium; With zinc(II) chloride; In 2-methyltetrahydrofuran; water; at 10 ℃; for 0.00555556h; chemoselective reaction; Schlenk technique;

DOI:10.1002/anie.202101571

upstream raw materials:

benzyltrimethylsilane

acetyl chloride

para-bromoacetophenone

tetramethylammonium tetrakis(trimethylsilylmethyl)borate

Downstream raw materials:

trimethylsilyl radical

4-acetylbenzyl radical

3-Oxo-3-(4-trimethylsilanylmethyl-phenyl)-propionic acid ethyl ester