Diethyl 4-(trifluoromethyl)phenylphosphonate

Base Information

• Chemical Name: Diethyl 4-(trifluoromethyl)phenylphosphonate
• CAS No.: 77918-46-8
• Molecular Formula: C11H14 F3 O3 P
• Molecular Weight: 282.199
• Hs Code.: 2931900090
• ChEMBL ID: CHEMBL4639766
• DSSTox Substance ID: DTXSID40464849
• Nikkaji Number: J2.283.007D
• Wikidata: Q82290367
• Mol file: 77918-46-8.mol

Synonyms:77918-46-8;Diethyl 4-(trifluoromethyl)phenylphosphonate;1-diethoxyphosphoryl-4-(trifluoromethyl)benzene;diethyl [4-(trifluoromethyl)phenyl]phosphonate;Diethyl (4-(trifluoromethyl)phenyl)phosphonate;(4-TRIFLUOROMETHYL-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER;SCHEMBL2958029;CHEMBL4639766;DTXSID40464849;MIYZNERMTGBMNK-UHFFFAOYSA-N;Phosphonic acid, [4-(trifluoromethyl)phenyl]-, diethyl ester;MFCD03844387;Phosphonic acid,[4-(trifluoromethyl)phenyl]-, diethyl ester (9CI);AKOS015962742;SY311428;diethyl p-(trifluoromethyl)phenylphosphonate;J-520294;(4-Trifluoromethyl-phenyl)phosphonic acid diethyl ester;(4-TRIFLUOROMETHYL-PHENYL)-PHOSPHONICACIDDIETHYLESTER

Chemical Property of Diethyl 4-(trifluoromethyl)phenylphosphonate

Chemical Property:

• Vapor Pressure: 0.00349mmHg at 25°C
• Refractive Index: 1.447
• Boiling Point: 291°C at 760 mmHg
• Flash Point: 129.8°C
• PSA: 45.34000
• Density: 1.24g/cm³
• LogP: 3.59680
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 282.06326579
• Heavy Atom Count: 18
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl 4-(trifluoromethyl)phenylphosphonate

There total 22 articles about Diethyl 4-(trifluoromethyl)phenylphosphonate 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: 99.0%

4-Iodobenzotrifluoride (455-13-0) + triethyl phosphite (122-52-1) → diethyl (4-(trifluoromethyl)phenyl)-phosphonate (77918-46-8)

Guidance literature:

With tetrabutyl-ammonium chloride; In N,N-dimethyl-formamide; at 20 ℃; for 5h; Electrolysis; Inert atmosphere;

DOI:10.1039/c9cc07069a

Reference yield: 97.0%

tris(4-trifluoromethylphenyl)antimony diacetate + phosphonic acid diethyl ester (762-04-9) → diethyl (4-(trifluoromethyl)phenyl)-phosphonate (77918-46-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 60 ℃; for 6h; Inert atmosphere;

DOI:10.1248/cpb.c14-00727

Reference yield: 97.0%

1-(4-(trifluoromethyl)benzoyl)piperidine-2,6-dione + phosphonic acid diethyl ester (762-04-9) → diethyl (4-(trifluoromethyl)phenyl)-phosphonate (77918-46-8)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); sodium carbonate; In 1,4-dioxane; at 160 ℃; for 15h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201707102

upstream raw materials:

p-trifluoromethylphenyl bromide

diethyl chlorophosphate

phosphonic acid diethyl ester

triethyl phosphate

Downstream raw materials:

((4-trifluoromethyl)benzene)phosphono chloridic acid ethyl ester

[4-(trifluoromethyl)phenyl]phosphonic acid

(4-(trifluoromethyl)phenyl)phosphine

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.