Ethanone, 1-[4-(difluoromethyl)phenyl]- (9CI)

Base Information

• Chemical Name: Ethanone, 1-[4-(difluoromethyl)phenyl]- (9CI)
• CAS No.: 179990-93-3
• Molecular Formula: C₉H₈F₂O
• Molecular Weight: 170.159
• Hs Code.: 2914790090
• Mol file: 179990-93-3.mol

Synonyms:4'-(Difluoromethyl)acetophenone

Chemical Property of Ethanone, 1-[4-(difluoromethyl)phenyl]- (9CI)

Chemical Property:

• PSA: 17.07000
• LogP: 2.82680

Purity/Quality:

95% ^*data from raw suppliers

1-(4-(Difluoromethyl)phenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethanone, 1-[4-(difluoromethyl)phenyl]- (9CI)

There total 23 articles about Ethanone, 1-[4-(difluoromethyl)phenyl]- (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: 83.0%

4-acetylbenzoyl chloride (31076-84-3) + [bis(difluoromethyl)zinc(dmpu)2] → 1-(4-(difluoromethyl)phenyl)ethan-1-one (179990-93-3)

Guidance literature:

With bis(dibenzylideneacetone)-palladium⁽⁰⁾; ruphos; In 1,4-dioxane; at 23 ℃; for 1h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201811139

Reference yield: 81.0%

para-methylacetophenone (122-00-9) → 1-(4-(difluoromethyl)phenyl)ethan-1-one (179990-93-3)

Guidance literature:

With dipotassium peroxodisulfate; Selectfluor; In water; acetonitrile; at 80 ℃; for 4h; Sealed tube;

DOI:10.1039/c4ob02418d

Reference yield: 76.0%

4-Iodoacetophenone (13329-40-3) + sodium difluoromethanesulfinate (275818-95-6) → 1-(4-(difluoromethyl)phenyl)ethan-1-one (179990-93-3)

Guidance literature:

With dmap; nickel(II) bromide diethylene glycol dimethyl ether; bathophenanthroline; tetrabutylammonium tetrafluoroborate; potassium carbonate; In dimethyl sulfoxide; at 30 ℃; for 8h; Sealed tube; Inert atmosphere; Electrolysis;

DOI:10.1021/acs.orglett.1c02997

upstream raw materials:

para-methylacetophenone

p-formylacetophenone

4-Iodoacetophenone

tributyl(difluoromethyl)stannane

Refernces

• 1、 Hori, Kaishi,Motohashi, Hirotaka,Saito, Daichi,Mikami, Koichi. "Precatalyst Effects on Pd-Catalyzed Cross-Coupling Difluoromethylation of Aryl Boronic Acids". . p. 417 - 421. Retrieved 2019/01/11.
• 2、 Khatri, Hari R.,Han, Changho,Luong, Erica,Pan, Xiaoliang,Adam, Amna T.,Alshammari, Maali D.,Shao, Yihan,Colby, David A.. "Controlling the cleavage of carbon-carbon bonds to generate α,α-difluorobenzyl carbanions for the construction of difluoromethylbenzenes". . p. 11665 - 11675. Retrieved 2019/10/02.