(2-methylprop-2-en-1-yl)(diphenyl)phosphane oxide

Base Information

• Chemical Name: (2-methylprop-2-en-1-yl)(diphenyl)phosphane oxide
• CAS No.: 4455-75-8
• Molecular Formula: C16H17OP
• Molecular Weight: 256.284
• Mol file: 4455-75-8.mol

Synonyms:

Chemical Property of (2-methylprop-2-en-1-yl)(diphenyl)phosphane oxide

Chemical Property:

• Vapor Pressure: 8.09E-05mmHg at 25°C
• Boiling Point: 351.9°Cat760mmHg
• Flash Point: 166.6°C
• Density: 1.08g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-methylprop-2-en-1-yl)(diphenyl)phosphane oxide

There total 14 articles about (2-methylprop-2-en-1-yl)(diphenyl)phosphane oxide 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: 75.0%

[2-(Diphenyl-phosphinoyl)-1,1-dimethyl-ethoxy]-trimethyl-silane (117924-17-1) → 1-(diphenyl-phosphinoyl)-2-methylprop-2-ene (4455-75-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 70 ℃; for 2h;

DOI:10.1055/s-1988-27466

Reference yield: 56.0%

2-methyl-3-bromo-1-propene (1458-98-6) + Diphenylphosphine oxide (4559-70-0) → 1-(diphenyl-phosphinoyl)-2-methylprop-2-ene (4455-75-8)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; In benzene; at 65 ℃; for 1h;

DOI:10.1007/BF01172269

Reference yield: 47.0%

2-methyl-1-propenylbromide (3017-69-4) + Diphenylphosphine oxide (4559-70-0) → (2-methylprop-1-en-1-yl)diphenylphosphine oxide (34295-11-9) + C29H30O2P2 + 1-(diphenyl-phosphinoyl)-2-methylprop-2-ene (4455-75-8)

Guidance literature:

With potassium carbonate; copper(I) bromide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 110 ℃; for 20h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.202100456

upstream raw materials:

1-iodo-2-methyl-2-propene

Ethyl diphenylphosphinite

[2-(Diphenyl-phosphinoyl)-1,1-dimethyl-ethoxy]-trimethyl-silane

chloro-diphenylphosphine

Downstream raw materials:

2-(RS)-methyl-1-(diphenyl-phosphinoyl)-propan-3-ol

(2R,3R)-3-(Diphenyl-phosphinoyl)-1-hydroxy-2-methyl-5,5-bis-phenylsulfanyl-heptan-4-one

(1S,2R,3R)-2-(Diphenyl-phosphinoyl)-3-methyl-1-(1-phenylsulfanyl-cyclohexyl)-butane-1,4-diol

(2R,3R,4S)-3-(Diphenyl-phosphinoyl)-5-ethyl-2-methyl-5-phenylsulfanyl-heptane-1,4-diol

Refernces

• 1、 Eren, Nimrod M.,Orr, Samantha A.,Thompson, Christopher D.,Border, Emily C.,Stevens, Michael A.,Blair, Victoria L.. "Synthesis, Structure, and Solution Studies of Lithiated Allylic Phosphines and Phosphine Oxides". . p. 2080 - 2090. Retrieved 2020/06/05.
• 2、 Eames, Jason,Mitchell, Helen J.,Nelson, Adam,O'Brien, Peter,Warren, Stuart,Wyatt, Paul. "An efficient protocol for Sharpless-style racemic dihydroxylation". . p. 1095 - 1104. Retrieved 2007/10/03.