(4-FLUORO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER

Base Information

• Chemical Name: (4-FLUORO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER
• CAS No.: 310-40-7
• Molecular Formula: C10H14 F O3 P
• Molecular Weight: 232.192
• Hs Code.: 2931900090
• Mol file: 310-40-7.mol

Synonyms:Phosphonicacid, (4-fluorophenyl)-, diethyl ester (9CI); Phosphonic acid,(p-fluorophenyl)-, diethyl ester (6CI,8CI); Diethyl p-fluorobenzenephosphonate

Chemical Property of (4-FLUORO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER

Chemical Property:

• Boiling Point: 279.4±23.0 °C(Predicted)
• PSA: 45.34000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 2.71710

Purity/Quality:

99% ^*data from raw suppliers

(4-FLUORO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4-FLUORO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER

There total 26 articles about (4-FLUORO-PHENYL)-PHOSPHONIC ACID 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: 97.0%

1-(4-fluorobenzoyl)piperidine-2,6-dione + phosphonic acid diethyl ester (762-04-9) → diethyl (4-fluorophenyl)phosphonate (310-40-7)

Guidance literature:

With palladium diacetate; triethylamine; 1,4-di(diphenylphosphino)-butane; In 1,4-dioxane; at 160 ℃; for 15h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201707102

Reference yield: 94.0%

phosphonic acid diethyl ester (762-04-9) + 1-Bromo-4-fluorobenzene (460-00-4) → diethyl (4-fluorophenyl)phosphonate (310-40-7)

Guidance literature:

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 20 - 90 ℃;

Reference yield: 89.0%

bis(4-fluorophenyl)iodonium triflate (732306-64-8) + triethyl phosphite (122-52-1) → diethyl (4-fluorophenyl)phosphonate (310-40-7)

Guidance literature:

With potassium carbonate; In acetonitrile; at 35 ℃; for 16h; Inert atmosphere; Schlenk technique; Irradiation;

DOI:10.1021/acs.orglett.8b01379

upstream raw materials:

fluorobenzene

pinacolone enolate anion

4-fluoro-1-iodobenzene

diethyl phosphite

Downstream raw materials:

ethyl (cyanomethyl)(4-fluorophenyl)phosphinate

ethyl (1-cyanocyclopropyl)(4-fluorophenyl)phosphinate

p-fluorophenylphosphine

C₁₁H₁₃FNO₃P

Refernces

• 1、 Hosseini-Sarvari, Mona,Koohgard, Mehdi. "Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine". . p. 5905 - 5911. Retrieved 2021/07/12.
• 2、 Hicks, Ian,McTague, Jonathan,Hapatsha, Tatiana,Teriak, Rania,Kaur, Parminder. "Cobalt catalyzed C-P bond formation by cross-coupling of boronic acids with P(O)H compounds in presence of zinc". . . Retrieved 2020/01/31.