Ethanone, 2,2-difluoro-1-(4-methoxyphenyl)- (9CI)

Base Information

• Chemical Name: Ethanone, 2,2-difluoro-1-(4-methoxyphenyl)- (9CI)
• CAS No.: 114829-07-1
• Molecular Formula: C9H8 F2 O2
• Molecular Weight: 186.158
• Mol file: 114829-07-1.mol

Synonyms:2,2-Difluoro-4'-methoxyacetophenone

Chemical Property of Ethanone, 2,2-difluoro-1-(4-methoxyphenyl)- (9CI)

Chemical Property:

• Melting Point: 39-40 °C
• Boiling Point: 134-135 °C(Press: 25 Torr)
• PSA: 26.30000
• Density: 1.191±0.06 g/cm3(Predicted)
• LogP: 2.14300

Purity/Quality:

2,2-Difluoro-1-(4-methoxy-phenyl)-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethanone, 2,2-difluoro-1-(4-methoxyphenyl)- (9CI)

There total 34 articles about Ethanone, 2,2-difluoro-1-(4-methoxyphenyl)- (9CI) 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: 96.0%

trimethyl(difluoromethyl)silane (65864-64-4) + 4,N-dimethoxy-N-methylbenzamide (52898-49-4) → ω,ω-Difluoro-4-methoxyacetophenone (114829-07-1)

Guidance literature:

With potassium 2-methylbutan-2-olate; In tetrahydrofuran; cyclohexane; at 0 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03024

Reference yield: 88.0%

4'-methoxy-2,2,2-trifluoroacetophenone (711-38-6) → ω,ω-Difluoro-4-methoxyacetophenone (114829-07-1)

Guidance literature:

With chloro-trimethyl-silane; tetrabutylammomium bromide; tetraethylammonium hexafluorophosphate; In acetonitrile; at 20 ℃; Electrochemical reaction;

DOI:10.1039/d1sc01574e

Reference yield: 85.0%

2,2-difluoro-1-(4-methoxyphenyl)ethan-1-ol (130728-23-3) → ω,ω-Difluoro-4-methoxyacetophenone (114829-07-1)

Guidance literature:

With potassium hydrogensulfate; sodium hypochlorite pentahydrate; In acetonitrile; at 0 ℃; for 5h; Reagent/catalyst;

DOI:10.1016/j.jfluchem.2020.109719

upstream raw materials:

difluoroacetyl chloride

methoxybenzene

Butyl-[1-(4-methoxy-phenyl)-eth-(E)-ylidene]-amine

1-(4-morpholinyl)-1-(4-methoxyphenyl)-ethene

Downstream raw materials:

4-[2,2-Difluoro-1-(4-methoxy-phenyl)-eth-(Z)-ylidene]-2-phenyl-4H-oxazol-5-one

2,2-difluoro-1-(4-methoxyphenyl)-2-phenylethanone

2,2-difluoro-1-(4-methoxyphenyl)-2-p-tolylethanone

2-(4-tert-butylphenyl)-2,2-difluoro-1-(4-methoxyphenyl)ethanone

Refernces

• 1、 Atkins, Alexander P.,Box, John R.,Lennox, Alastair J. J.. "Direct electrochemical hydrodefluorination of trifluoromethylketones enabled by non-protic conditions". . p. 10252 - 10258. Retrieved 2021.
• 2、 Djukanovic, Dimitrije,Filipponi, Paolo,Heinz, Benjamin,Knochel, Paul,Mandrelli, Francesca,Martin, Benjamin,Mostarda, Serena. "Continuous Flow Acylation of (Hetero)aryllithiums with Polyfunctional N,N-Dimethylamides and Tetramethylurea in Toluene". supporting information. p. 13977 - 13981. Retrieved 2021/09/13.
• 3、 Ispizua-Rodriguez, Xanath,Munoz, Socrates B.,Krishnamurti, Vinayak,Mathew, Thomas,Prakash. "Direct Synthesis of Tri-/Difluoromethyl Ketones from Carboxylic Acids by Cross-Coupling with Acyloxyphosphonium Ions". . p. 15908 - 15913. Retrieved 2021/10/07.