Dimethylphenylphosphine oxide

Base Information

• Chemical Name: Dimethylphenylphosphine oxide
• CAS No.: 10311-08-7
• Molecular Formula: C8H11 O P
• Molecular Weight: 154.148
• DSSTox Substance ID: DTXSID60145648
• Nikkaji Number: J753.046C
• Wikidata: Q83010210
• Mol file: 10311-08-7.mol

Synonyms:Dimethylphenylphosphine oxide;10311-08-7;dimethylphosphorylbenzene;(DIMETHYLPHOSPHORYL)BENZENE;Phosphine oxide, dimethylphenyl-;C8H11OP;(CH3)2P(C6H5)=O;SCHEMBL31247;dimethyl(phenyl)phosphineoxide;dimethyl(phenyl)phosphane oxide;dimethyl(phenyl)phosphine oxide;(CH3)2(C6H5)PO;DTXSID60145648;C8-H11-O-P;STL197549;AKOS024299888;LS-106000;CS-0257681;EN300-6756635

Chemical Property of Dimethylphenylphosphine oxide

Chemical Property:

• Vapor Pressure: 0.00221mmHg at 25°C
• Boiling Point: 298.8°Cat760mmHg
• Flash Point: 134.5°C
• Density: 1.03g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.054751968
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CP(=O)(C)C1=CC=CC=C1

Technology Process of Dimethylphenylphosphine oxide

There total 26 articles about Dimethylphenylphosphine 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: 89.0%

methyllithium (917-54-4) + Triphenylphosphine oxide (791-28-6) → dimethyl(phenyl)phosphine oxide (10311-08-7) + diphenyl(methyl)phosphine oxide (2129-89-7)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2015.12.043

Reference yield: 86.0%

iodobenzene (591-50-4) + dimethyl phosphine oxide (7211-39-4) → dimethyl(phenyl)phosphine oxide (10311-08-7)

Guidance literature:

iodobenzene; dimethyl phosphine oxide; In 1,4-dioxane; at 24 ℃; for 0.166667h; Inert atmosphere;

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthen; triethylamine; In 1,4-dioxane; at 24 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/ol301831k

Reference yield: 73.0%

methylmagnesium bromide (75-16-1) + dimethyl phenylphosphonate (2240-41-7) → dimethyl(phenyl)phosphine oxide (10311-08-7)

Guidance literature:

With sodium triflate; In tetrahydrofuran; at 50 ℃; for 2h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;

DOI:10.1021/om500854u

upstream raw materials:

2,2-dihydro-4,4,5,5-tetramethyl-2,2-dimethyl-2-phenyl-1,3,2-dioxaphospholane

methyl magnesium iodide

Dichlorophenylphosphine

dimethyldiphenylphosphonium bromide

Downstream raw materials:

dimethylphenylphosphine sulfide

dimethyl(m-nitrophenyl)phosphine oxide

(1,4-cyclohexadien-3-yl)dimethylphosphine oxide

dimethylphenylphosphine borane

Refernces

• 1、 Kendall, Alexander J.,Salazar, Chase A.,Martino, Patrick F.,Tyler, David R.. "Direct conversion of phosphonates to phosphine oxides: An improved synthetic route to phosphines including the first synthesis of methyl JohnPhos". supporting information. p. 6171 - 6178. Retrieved 2015/02/19.
• 2、 Bloomfield, Aaron J.,Herzon, Seth B.. "Room temperature, palladium-mediated P-arylation of secondary phosphine oxides". supporting information. p. 4370 - 4373. Retrieved 2012/10/29.