Phosphonic acid, [2-(4-fluorophenyl)-2-oxoethyl]-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, [2-(4-fluorophenyl)-2-oxoethyl]-, diethyl ester
• CAS No.: 39758-40-2
• Molecular Formula: C12H16FO4P
• Molecular Weight: 274.229
• DSSTox Substance ID: DTXSID00458446
• Nikkaji Number: J3.399.496F
• Wikidata: Q82281718
• Mol file: 39758-40-2.mol

Synonyms:39758-40-2;Phosphonic acid, [2-(4-fluorophenyl)-2-oxoethyl]-, diethyl ester;DTXSID00458446;4-Fluorophenacylphosphonic acid diethyl ester

Chemical Property of Phosphonic acid, [2-(4-fluorophenyl)-2-oxoethyl]-, diethyl ester

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 274.07702415
• Heavy Atom Count: 18
• Complexity: 303

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phosphonic acid, [2-(4-fluorophenyl)-2-oxoethyl]-, diethyl ester

There total 23 articles about Phosphonic acid, [2-(4-fluorophenyl)-2-oxoethyl]-, diethyl ester 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: 100.0%

Diethyl methylphosphonate (683-08-9) + 4-fluorobenzoic acid ethyl ester (451-46-7) → (2-oxo-2-(p-fluorophenyl)ethyl)phosphonic acid diethyl ester (39758-40-2)

Guidance literature:

Diethyl methylphosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

4-fluorobenzoic acid ethyl ester; In tetrahydrofuran; hexane; at -78 - 22 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201503552

Reference yield: 95.0%

P-(2-(4-fluorophenyl)ethynyl)-diethyl phosphonate → (2-oxo-2-(p-fluorophenyl)ethyl)phosphonic acid diethyl ester (39758-40-2)

Guidance literature:

With 2-dicyclohexylphosphino-2’,4’,6’-triisopropylbiphenyl gold(I) bis(trifluoromethanesulfonyl)imide; water; In 1,2-dichloro-ethane; at 20 ℃; for 12h; regioselective reaction;

DOI:10.1002/ejoc.201400066

Reference yield: 86.0%

1-ethynyl-4-fluorobenzene (766-98-3) + phosphonic acid diethyl ester (762-04-9) → (2-oxo-2-(p-fluorophenyl)ethyl)phosphonic acid diethyl ester (39758-40-2)

Guidance literature:

With dipotassium peroxodisulfate; copper(ll) sulfate pentahydrate; silver nitrate; In dichloromethane; water; at 20 ℃; for 3h;

DOI:10.1039/c4cc10312b

upstream raw materials:

Diethyl methylphosphonate

4-fluorobenzoyl chloride

2-bromo-4'-fluoroacetophenone

triethyl phosphite

Downstream raw materials:

diethyl-2-amino-2-(4-fluorophenyl)ethylphosphonate

1-Chlormethyl-2-p-fluorbenzoyl-cyclopropan

2-amino-2-(4-fluorophenyl)ethylphosphonic acid

C₁₅H₂₁FNO₃P