1-[2-(diphenylphosphino)phenyl]-Ethanone

Base Information

• Chemical Name: 1-[2-(diphenylphosphino)phenyl]-Ethanone
• CAS No.: 50777-63-4
• Molecular Formula: C20H17OP
• Molecular Weight: 304.328
• Mol file: 50777-63-4.mol

Synonyms:1-(2-Diphenylphosphanyl-phenyl)-ethanone;2-(diphenylphoshino)acetophenone;1-[2-(diphenylphosphino)phenyl]-Ethanone,;(o-diphenylphosphino)acetophenone;1-[2-(diphenylphosphino)phenyl]-Ethanone;1-(2-diphenylphosphanylphenyl)ethanone;2-(diphenylphosphino)acetophenone;2-(diphenylphosphino)-acetophenone;2'-(diphenylphosphino)acetophenone;(2-acetylphenyl)diphenylphosphine;

Chemical Property of 1-[2-(diphenylphosphino)phenyl]-Ethanone

Chemical Property:

• Melting Point: 137.0-137.5 °C
• Boiling Point: 424.4±28.0 °C(Predicted)
• PSA: 30.66000
• LogP: 3.64740

Purity/Quality:

98% min ^*data from raw suppliers

1-(2-(Diphenylphosphino)phenyl)ethanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-[2-(diphenylphosphino)phenyl]-Ethanone

There total 10 articles about 1-[2-(diphenylphosphino)phenyl]-Ethanone 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: 74.0%

Li(1+)*Zn(2+)*3CH3(1-)=LiZn(CH3)3 + ortho-diphenylphosphinobenzoic acid (17261-28-8) → 1-(2-(diphenylphosphanyl)phenyl)ethan-1-one (50777-63-4)

Guidance literature:

ortho-diphenylphosphinobenzoic acid; With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h; Schlenk technique; Inert atmosphere;

Li⁽¹⁺⁾*Zn⁽²⁺⁾*3CH₃^(1-)=LiZn(CH₃)3; In tetrahydrofuran; diethyl ether; at 50 ℃; for 18h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/asia.201500308

Reference yield: 70.0%

[2-(2-methyl-1,3-dioxolan-2-yl)phenyl]diphenylphosphine (50778-03-5) → 1-(2-(diphenylphosphanyl)phenyl)ethan-1-one (50777-63-4)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; water; Heating;

DOI:10.1016/j.jorganchem.2005.08.032

Reference yield: 66.0%

methylmagnesium bromide (75-16-1) + N-methoxy-N-methyl-(2-diphenylphosphino)-benzamide (501328-06-9) → 1-(2-(diphenylphosphanyl)phenyl)ethan-1-one (50777-63-4)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1021/ol027468m

upstream raw materials:

[2-(2-methyl-1,3-dioxolan-2-yl)phenyl]diphenylphosphine

methylmagnesium bromide

N-methoxy-N-methyl-(2-diphenylphosphino)-benzamide

2'-Fluoroacetophenone

Downstream raw materials:

(E)-[2-((3'-N,N-dimethylamino)prop-2'-en-1'-onyl)phenyl]diphenylphosphine

3-(2-(diphenylphosphino)phenyl)-1H-pyrazole

[2-(3-pyrazolyl)phenyl]diphenylphosphine oxide

NiBr₂(P(C₆H₅)2C₆H₄CCH₃NC₉H₆N)

Refernces

• 1、 Murata, Ryo,Hirano, Keiichi,Uchiyama, Masanobu. "Highly chemoselective and versatile method for direct conversion of carboxylic acids to ketones utilizing zinc Ate complexes". supporting information. p. 1286 - 1290. Retrieved 2015/06/08.
• 2、 Sun, Yu,Hienzsch, Antje,Grasser, Jens,Herdtweck, Eberhardt,Thiel, Werner R.. "Novel phosphine ligands bearing 3(5)-pyrazolyl and 4-(2-amino)pyrimidinyl groups: Synthesis and coordination chemistry". . p. 291 - 298. Retrieved 2007/10/03.