Dimethylphosphine oxide

Base Information

• Chemical Name: Dimethylphosphine oxide
• CAS No.: 7211-39-4
• Molecular Formula: C2H7OP
• Molecular Weight: 78.0507
• European Community (EC) Number: 230-591-2
• DSSTox Substance ID: DTXSID80992833
• Nikkaji Number: J1.126.286D
• Wikipedia: Dimethylphosphine_oxide
• Wikidata: Q82983282
• Mol file: 7211-39-4.mol

Synonyms:Dimethylphosphine oxide;7211-39-4;dimethyl(oxo)phosphanium;Phosphine oxide, dimethyl-;DimethylphosphineOxide;Dimethylphosphane oxide;C2H7OP;EINECS 230-591-2;MFCD02824571;Phosphine oxide, dimethyl- (6CI,8CI,9CI);Dimethyl-phosphine oxide;Dimethyloxophosphonium;dimethylphophine oxide;methylphosphinoylmethane;Dimethyl Phosphine oxide;(METHYLPHOSPHONOYL)METHANE;C2-H7-O-P;DTXSID80992833;HGDIHUZVQPKSMO-UHFFFAOYSA-N;BCP28810;BBL103848;GEO-03211;STL557658;AKOS017343693;AKOS032947994;AM90266;CS-W001195;SY009874;SY237149;FT-0698893;EN300-117361;A923810;20828-75-5

Chemical Property of Dimethylphosphine oxide

Chemical Property:

• Vapor Pressure: 80.598mmHg at 25°C
• Boiling Point: 84.5 °C at 760 mmHg
• Flash Point: 4.906 °C
• PSA: 40.54000
• LogP: 0.80570
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: air sensitive
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 77.015626808
• Heavy Atom Count: 4
• Complexity: 29

Purity/Quality:

99%Min. ^*data from raw suppliers

Dimethylphosphine oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[P+](=O)C
• Description: Dimethylphosphine oxide is an organophosphorus compound. It can be used for the preparation of triacrylphosphine oxide. It can be used as an asymmetric catalyst. In addition, it can be used for the preparation of alkenyldiphenylphosphine oxides, and Horner-Witting reagents. In addition, it is also a kind of capping ligand in organic chemistry.
• Uses: Dimethylphosphine Oxide is used in preparation of substituted piperazine derivatives as DGKα/DGKζ inhibitors for the treatment of viral infections and cancer.

Technology Process of Dimethylphosphine oxide

There total 17 articles about Dimethylphosphine 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: 88.79%

methylmagnesium bromide (75-16-1) + phosphonic acid diethyl ester (762-04-9) → dimethyl phosphine oxide (7211-39-4)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;

Reference yield: 81.39%

methylmagnesium chloride (676-58-4) + phosphonic acid diethyl ester (762-04-9) → dimethyl phosphine oxide (7211-39-4)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 0 ℃; for 4h;

Reference yield: 72.0%

methylene chloride (74-87-3) → dimethylphosphinic acid sodium salt (16394-14-2) + methylphosphonic acid disodium salt (2914-38-7,20677-21-8,20677-23-0) + dimethyl phosphine oxide (7211-39-4) + methylphosphonous acid sodium salt (87930-22-1)

Guidance literature:

With sodium hydroxide; phase transfer catalyst; phosphorous; Further byproducts given;

DOI:10.1080/10426500212237

upstream raw materials:

(dimethylamino)dimethylphosphine

dimethylmethoxyphosphines-d₀

dimethyl methylthiophosphinite

N,N-diethylamino-P,P-dimethylphosphine

Downstream raw materials:

(Dimethyl-phosphinoyl)-(4-nitro-phenyl)-methanol

N-benzylaminomethyl-dimethylphosphine oxide

cyclopenta-1,3-diene

(p-cyanophenyl)dimethylphosphine oxide

Refernces

• 1、 Ioannou, Panayiotis V.. "Dimethylphosphinato and dimethylarsinato complexes of palladium(II), [Pd(Me2PO2)2]3and Pd(Me 2AsO2)2, and their adducts". . p. 1347 - 1353. Retrieved 2010.
• 2、 Zhang, Song,Feng, Zhenghuai,Jiang, Chunhui,Yu, Xiaojun,Pan, Jianke,Du, Juan,Jiang, Zhiyu,Chen, Yuan,Wang, Tianli. "Highly Enantioselective Synthesis of Phosphorus-Containing ?-Benzosultams by Bifunctional Phosphonium Salt-Promoted Hydrophosphonylation". supporting information. p. 11285 - 11290. Retrieved 2021/07/02.
• 3、 -. "USE OF PHOSPHINE OXIDE COMPOUNDS IN A SEMICONDUCTING LAYER COMPRISED IN AN ELECTRONIC DEVICE". Page/Page column 49; 50. . Retrieved 2018/12/13.