140137-89-9

Upstream product

• 116109-54-7 chlorofluoromethyl phenyl sulfide 
• 108-98-5 thiophenol 
• 882-33-7 diphenyldisulfane 
• 130755-47-4 (dichlorofluoromethyl)(phenyl)sulfide 

Downstream Products

• 123133-09-5 2-(4-biphenylyl)-1-chloro-1-fluoroethyl phenyl sulfoxide 
• 123133-10-8 1-chloro-1-fluoro-2-(1-naphthyl)ethyl phenyl sulfoxide 
• 123133-12-0 1-chloro-1-fluoro-4-phenylbutyl phenyl sulfoxide 
• 123133-11-9 1-chloro-1-fluoro-2-phenylethyl phenyl sulfoxide 
• 140137-79-7 (S*_S,1S*,2S*)-2-(4-biphenylyl)-1-chloro-1-fluoro-2-hydroxyethyl phenyl s 
• 140137-79-7 (S*_S,1R*,2R*)-2-(4-biphenylyl)-1-chloro-1-fluoro-2-hydroxyethyl phenyl s 
• 140137-79-7 (S*_S,1S*,2R*)-2-(4-biphenylyl)-1-chloro-1-fluoro-2-hydroxyethyl phenyl sulfoxide 
• 140137-79-7 (S*_S,1R*,2S*)-2-(4-biphenylyl)-1-chloro-1-fluoro-2-hydroxyethyl phenyl s 
• 140137-80-0 (S*_S,1R*,2S*)-1-chloro-1-fluoro-2-hydroxy-4-phenylbutyl phenyl sulfoxide 
• 140137-80-0 (S*_S,1R*,2R*)-1-chloro-1-fluoro-2-hydroxy-4-phenylbutyl phenyl sulfoxide 
• 140137-80-0 (S*_S,1S*,2R*)-1-chloro-1-fluoro-2-hydroxy-4-phenylbutyl phenyl sulfoxide 
• 140137-80-0 (S*_S,1S*,2S*)-1-chloro-1-fluoro-2-hydroxy-4-phenylbutyl phenyl sulfoxide 
• 14213-84-4 2-phenylethylstyrene 
• 5407-91-0 1,4-diphenylbutan-1-one 

Relevant academic research and scientific papers

Difluoromethyl and chlorofluoromethyl sulfoximines: Synthesis and evaluation as electrophilic perfluoroalkylating reagents

An efficient and convenient method is described that allows the synthesis of a set of difluoromethyl sulfoximines, as well as chlorofluoromethyl sulfoxides, sulfones, and sulfoximines. Our procedure does not require metals or nonrecommended freons, and it gives rise to an original route to Hu's reagent. Unprecedented chlorofluoromethyl sulfoximines have been also isolated, and these compounds have been shown to act as an electrophilic source of this original bis-halogenated moiety. The mechanism of the electrophilic chlorofluoromethylation is also discussed. Bromodifluoromethyl and dichlorofluoromethyl sulfoximines are transformed into the Hu electrophilic difluoromethylating reagent, and into a new chlorofluoromethylating reagent, respectively.

Chemistry of trichlorofluromethane: Synthesis of chlorofluromethyl phenyl sulfone and fluoromethyl phenyl sulfone and some of their reactions

It was observed that the reaction of CFCl3 with thiophenoxide gave only 10% of the corresponding thioether. On the other hand, these thioethers could be prepared in excellent yield from diaryl disulfides and CFCl3 in the presence of sodium hydroxymethanesulfinate in aqueous DMF at 4 atm pressure of nitrogen. Dechlorination of the thioether (PhSCFCl2) with different reducing agents were studied. Most of the reducing agents eliminated both fluorine and chlorine functionalities or gave the hydrolyzed products. But its sulfone on treatment with Zinc in methanol gave monochlorofluoromethyl and fluoromethyl phenyl sulfone in good yields. Darzens reaction of these compounds was also studied.

Behaviors of α-Fluorocarbenoids Derived from the Nucleophilic Desulfinylation of α-Chloro-α-fluoroalkyl Sulfoxides

2-Aryl-1-chloro-1-fluoroethyl sulfoxides underwent nucleophilic desulfinylation with PhMgBr to give (Z)-fluorostyrene derivatives in a very stereoselective manner (>33:1) via an α-fluorocarbene species.When treated with 3 equiv of PhLi in the presence of N,N,N',N'-tetramethylethylenediamine, they similarly formed fluorostyrenes as a stereoisomeric mixture (E:Z = 2:1), but with 1 equiv of PhLi 1-aryl-1-chloro-1-fluoroethanes were the major product.On the other hand, no formation of a fluoroalkene was observed in the desulfinylation of 1-chloro-1-fluoro-4-phenylbutyl sul foxide with the nucleophiles.In the latter reaction, oxidation and/or phenylation of the intermediate carbene were the main pathways.

A Novel Generation and Behavior of Alkylfluorocarbenoids from α,α-Chlorofluoroalkyl Sulfoxides

α,α-Chlorofluoroalkyl sulfoxides undergo nucleophilic desulfinylation with a Grignard reagent to give alkylfluorocarbenoids which collapse into cis-fluoroalkenes in the presence of copper(I) iodide.