(4-fluorophenyl)(4-(methylthio)phenyl)methanone

Base Information

• Chemical Name: (4-fluorophenyl)(4-(methylthio)phenyl)methanone
• CAS No.: 724-88-9
• Molecular Formula: C14H11FOS
• Molecular Weight: 246.305
• Mol file: 724-88-9.mol

Synonyms:4-fluoro-4'-methylthiobenzophenone;p-Thiomethyl-p'-fluorbenzophenon;4-Fluor-4'-methylmercapto-benzophenon;

Chemical Property of (4-fluorophenyl)(4-(methylthio)phenyl)methanone

Chemical Property:

• PSA: 42.37000
• LogP: 3.77860

Purity/Quality:

99% ^*data from raw suppliers

(4-fluorophenyl)[4-(methylsulfanyl)phenyl]methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4-fluorophenyl)(4-(methylthio)phenyl)methanone

There total 5 articles about (4-fluorophenyl)(4-(methylthio)phenyl)methanone 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: 75.0%

methyl-phenyl-thioether (100-68-5) + 4-fluorobenzoyl chloride (403-43-0) → 4’-(methylthio)phenyl(4’-fluorophenyl)methanone (724-88-9)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; for 4h; Reflux;

DOI:10.3390/molecules24091751

Reference yield:

(4-bromophenyl)thioanisole (104-95-0) + 4-fluorobenzoyl chloride (403-43-0) → 4’-(methylthio)phenyl(4’-fluorophenyl)methanone (724-88-9)

Guidance literature:

(4-bromophenyl)thioanisole; With methylmagnesium bromide; In tetrahydrofuran; at 35 ℃; for 0.5h;

4-fluorobenzoyl chloride; In tetrahydrofuran; at 10 - 25 ℃; for 1h;

Reference yield:

4-fluorobenzaldehyde (459-57-4) → 4’-(methylthio)phenyl(4’-fluorophenyl)methanone (724-88-9)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; chromium(VI) oxide / 1.5 h / 70 °C

2: thionyl chloride / tetrachloromethane; N,N-dimethyl-formamide / 5 h / Reflux

3: aluminum (III) chloride / dichloromethane / 4 h / Reflux

With chromium(VI) oxide; aluminum (III) chloride; thionyl chloride; acetic acid; In tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; 2: |Friedel-Crafts Acylation;

DOI:10.3390/molecules24091751

upstream raw materials:

methyl-phenyl-thioether

4-fluorobenzoyl chloride

(4-bromophenyl)thioanisole

4-fluorobenzaldehyde

Downstream raw materials:

(4-Fluorophenyl)[4-(methylsulfonyl)phenyl]ketone

5,5-dimethyl-3-[1-(4-fluorophenyl)-1-hydroxy-1-(4-methylthiophenyl)methyl]dihydrofuran-2-one

Refernces

• 1、 Semenok, Dmitrii,Medvedev, Jury,Giassafaki, Lefki-P.,Lavdas, Iason,Vizirianakis, Ioannis S.,Eleftheriou, Phaedra,Gavalas, Antonis,Petrou, Anthi,Geronikaki, Athina. "4,5-Diaryl 3(2H)Furanones: Anti-inflammatory activity and influence on cancer growth". supporting information. . Retrieved 2019/05/24.
• 2、 -. "Diarylmethylidenefuran derivatives, processes for their preparation and their uses in therapeutics". . . Retrieved 2008/06/13.