Bis(trimethylsilyl) P-(2-oxo-2-phenylethyl)phosphonate

Base Information

• Chemical Name: Bis(trimethylsilyl) P-(2-oxo-2-phenylethyl)phosphonate
• CAS No.: 65868-38-4
• Molecular Formula: C14H25O4PSi2
• Molecular Weight: 344.495
• DSSTox Substance ID: DTXSID001208780
• Mol file: 65868-38-4.mol

Synonyms:Bis(trimethylsilyl) P-(2-oxo-2-phenylethyl)phosphonate;DTXSID001208780;65868-38-4

Chemical Property of Bis(trimethylsilyl) P-(2-oxo-2-phenylethyl)phosphonate

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 344.10289934
• Heavy Atom Count: 21
• Complexity: 386

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Bis(trimethylsilyl) P-(2-oxo-2-phenylethyl)phosphonate

There total 4 articles about Bis(trimethylsilyl) P-(2-oxo-2-phenylethyl)phosphonate 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: 14.0%

tris(trimethylsilyl) phosphite (1795-31-9) + α-bromoacetophenone (70-11-1) → Bis-(trimethylsilyl)-1-phenyl-vinylphosphat (57222-17-0) + C14H25O4PSi2 (65868-38-4)

Guidance literature:

In tetrahydrofuran; for 3h; Product distribution; Mechanism; Ambient temperature; other α-halocarbonyl compounds;

DOI:10.1021/jo00323a024

Reference yield:

chloro-trimethyl-silane (75-77-4) + dimethyl (2-oxo-2-phenylethyl)phosphonate (1015-28-7) → C14H25O4PSi2 (65868-38-4) + methyl iodide (74-88-4)

Guidance literature:

With potassium iodide; In acetonitrile; at 25 - 70 ℃; for 1.75h;

Reference yield:

chloro-trimethyl-silane (75-77-4) + dimethyl (2-oxo-2-phenylethyl)phosphonate (1015-28-7) → C14H25O4PSi2 (65868-38-4)

Guidance literature:

With potassium iodide; In acetonitrile; at 25 ℃; for 0.25h;

DOI:10.1246/bcsj.54.267

upstream raw materials:

chloro-trimethyl-silane

dimethyl (2-oxo-2-phenylethyl)phosphonate

tris(trimethylsilyl) phosphite

α-bromoacetophenone

Refernces

• 1、 Gutierrez,Prisbe,Rohloff. "Dealkylation of phosphonate esters with chlorotrimethylsilane". . p. 1299 - 1302. Retrieved 2007/10/03.
• 2、 Sekine, Mitsuo,Okimoto, Kiyomi,Yamada, Khoji,Hata, Tsujiaki. "Silyl Phosphites. 15. Reactions of Silyl Phosphites with α-Halo Carbonyl Compounds. Elucidation of the Mechanism of the Perkow Reaction and Related Reactions with Confirmed Experiments". . p. 2097 - 2107. Retrieved 2007/10/02.