Diethoxyphosphoryl-methylsulfinyl-benzene

Base Information

• Chemical Name: Diethoxyphosphoryl-methylsulfinyl-benzene
• CAS No.: 50746-65-1
• Molecular Formula: C11H17O4PS
• Molecular Weight: 276.293
• DSSTox Substance ID: DTXSID20446188
• Nikkaji Number: J346.749J
• Mol file: 50746-65-1.mol

Synonyms:50746-65-1;diethoxyphosphoryl-methylsulfinyl-benzene;SCHEMBL17050984;DTXSID20446188;KJWHUVXWMFEIOL-UHFFFAOYSA-N;diethyl (phenylsulfinyl)methylphosphonate;Phenyl(diethoxyphosphinylmethyl) sulfoxide;Diethyl [(phenylsulfinyl)methyl]phosphonate;Diethyl [(benzenesulfinyl)methyl]phosphonate;Benzenesulfinylmethyl-phosphonic acid diethyl ester

Chemical Property of Diethoxyphosphoryl-methylsulfinyl-benzene

Chemical Property:

• PSA: 81.62000
• LogP: 3.88350
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 276.05851719
• Heavy Atom Count: 17
• Complexity: 279

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CS(=O)C1=CC=CC=C1)OCC

Technology Process of Diethoxyphosphoryl-methylsulfinyl-benzene

There total 14 articles about Diethoxyphosphoryl-methylsulfinyl-benzene 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: 93.0%

diethyl [(phenylthio)methyl]phosphonate (38066-16-9) → Diethyl (phenylsulfinyl)methylphosphonate (50746-65-1)

Guidance literature:

With Oxone; In acetonitrile; at 0 ℃;

DOI:10.1055/s-0035-1561573

Reference yield: 85.0%

racemic methyl phenyl sulfoxide (1193-82-4) + diethyl chlorophosphate (814-49-3) → Diethyl (phenylsulfinyl)methylphosphonate (50746-65-1)

Guidance literature:

racemic methyl phenyl sulfoxide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

diethyl chlorophosphate; In tetrahydrofuran; hexane; Further stages.;

DOI:10.1016/j.tet.2007.10.118

Reference yield: 39.0%

bromomethyl phenyl sulfoxide (31268-20-9) + sodium diethyl phosphite (2303-76-6,118080-94-7) → hypophosphoric acid tetraethyl ester (679-37-8) + Tetraethyl pyrophosphate (107-49-3) + Diethyl (phenylsulfinyl)methylphosphonate (50746-65-1) + sodium diethyl phosphate (2870-30-6)

Guidance literature:

In benzene; Further byproducts given;

upstream raw materials:

diethyl [(phenylthio)methyl]phosphonate

bromomethyl phenyl sulfoxide

sodium diethyl phosphite

Diethyl chloro-(phenylthio)-methanephosphonate

Downstream raw materials:

(Methoxy-phenylsulfanyl-methyl)-phosphonic acid diethyl ester

Butyric acid (diethoxy-phosphoryl)-phenylsulfanyl-methyl ester

(Ethoxy-phenylsulfanyl-methyl)-phosphonic acid diethyl ester

2,2-Dimethyl-propionic acid (diethoxy-phosphoryl)-phenylsulfanyl-methyl ester

Refernces

• 1、 -. "ISOTHIOCYANATE COMPOUND AND APPLICATION THEREOF". Paragraph 0065; 0066. . Retrieved 2018/02/28.
• 2、 Chinthakindi, Praveen K.,Nandi, Ganesh Chandra,Govender, Thavendran,Kruger, Hendrik G.,Naicker, Tricia,Arvidsson, Per I.. "An Efficient Protecting-Group-Free Synthesis of Vinylic Sulfoximines via Horner-Wadsworth-Emmons Reaction". . p. 1423 - 1427. Retrieved 2016/05/24.