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Usage

Uses

Used in Pharmaceutical Industry:
Benzene, [(bromodifluoromethyl)sulfonyl]is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the formation of complex molecular structures required in medicinal chemistry.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, Benzene, [(bromodifluoromethyl)sulfonyl]is employed as an intermediate in the production of various agrochemicals, playing a role in the development of compounds for agricultural applications.
Used as a Solvent:
Benzene, [(bromodifluoromethyl)sulfonyl]is used as a solvent in various chemical processes due to its ability to dissolve a wide range of substances, facilitating reactions in organic synthesis.
Used as a Reagent in Organic Synthesis:
Furthermore, it is utilized as a reagent in organic synthesis, where it aids in the formation of desired products through specific chemical reactions, contributing to the advancement of organic chemistry.
Safety Precautions:
Due to its potential to cause irritation, Benzene, [(bromodifluoromethyl)sulfonyl]should be handled with care, using appropriate personal protective equipment and following safety guidelines to minimize exposure risks to skin, eyes, and the respiratory system.

Upstream product

• 78031-08-0 [(bromodifluoromethyl)sulfanyl]benzene 
• 930-69-8 sodium thiophenolate 
• 1535-65-5 difluoromethyl phenyl sulfone 
• 108-98-5 thiophenol 

Downstream Products

• 536975-50-5 [difluoro(phenylsulfonyl)methyl](trimethyl)silane 
• 122590-86-7 2,2-difluoro-1-phenyl-2-(phenylsulfonyl)ethan-1-ol 
• 458-92-4 (difluoromethoxy)benzene 
• 1357268-60-0 N-[2,2-difluoro-1-(2-furyl)-2-(phenylsulfonyl)ethyl]-cyclohexanamine 
• 1357268-63-3 N-[2,2-difluoro-1-phenyl-2-(phenylsulfonyl)ethyl]-N-methylamine 
• 1357268-65-5 N-benzyl-N-{1-[difluoro(phenylsulfonyl)methyl]-2,2-dimethylpropyl}amine 
• 1357268-67-7 N-[2,2-difluoro-1-(1-naphthyl)-2-(phenylsulfonyl)ethyl]-cyclopropanamine 
• 1357268-69-9 4-{1-[difluoro(phenylsulfonyl)methyl]cyclohex-1-yl}-morpholine 
• 1357268-73-5 methyl 4,4-difluoro-3-methyl-4-(phenylsulfonyl)-3-(pyrrolidin)-1-ylbutanoate 
• 1421521-06-3 (E)-4-[3,3-difluoro-3-(phenylsulfonyl)prop-1-en-1-yl]phenyl acetate 
• 1380394-67-1 (E)-1-[3,3-difluoro-3-(phenylsulfonyl)prop-1-en-1-yl]-4-methoxybenze-ne 
• 1421521-07-4 (E)-2-[3,3-difluoro-3-(phenylsulfonyl)prop-1-enyl]naphthalene 
• 1380394-54-6 (3,3-difluoro-3-(phenylsulfonyl)prop-1-ene-1,1-diyl)-dibenzene 
• 1421521-08-5 [3,3-difluoro-3-(phenylsulfonyl)propane-1,1-diyl]dibenzene 

Relevant academic research and scientific papers

An easier and quicker access to (benzenesulfonyl)difluoromethanesulfenamide reagent

(Benzenesulfonyl)difluoromethanesulfenamide (PhSO2-BB12H) is an interesting reagent to lead to various fluoroalkylselenotated molecules. This compound is obtained from [(benzenesulfonyl)difluoromethyl]trimethylsilane. Herein, a new process in two steps, w

Efficient nucleophilic difluoromethylation of aldehydes with (phenylsulfonyl)difluoromethylzinc and (phenylsulfonyl)difluoromethylcadmium reagents

A new strategy for nucleophilic addition to aldehydes with difluoromethyl organometallic reagents has been developed by functionalizing the difluoromethyl moiety with the phenylsulfonyl group (SO2Ph). This electron-withdrawing group influences

Direct Electrophilic (Benzenesulfonyl)Difluoromethylthiolation with a Shelf-Stable Reagent

The (benzenesulfonyl)difluoromethylsulfanyl (PhSO2CF2S) group is a valuable substituent with specific properties which can provide access to new applications of fluoroalkylthiolated compounds. Direct introduction of this moiety can be performed by in an electrophilic manner by using a new shelf-stable reagent, namely a (benzenesulfonyl)difluoromethanesulfenamide. Furthermore, mild magnesium-mediated reduction of the PhSO2CF2S group leads to a facile synthesis of difluoromethylthiolated molecules and their deuterated analogs. Chameleon-like reactivity: (Benzenesulfonyl)difluoromethanesulfenamide was developed as a new, shelf-stable reagent for the introduction of the PhSO2CF2S group into organic molecules (see scheme). The versatility of the PhSO2 moiety also provides an entry into reductive deuterations.

α-(Difluoromethyl)styrene: Improved approach to grams scale synthesis

Improved, efficient, grams scale synthesis of α-(difluoromethyl)styrene (DFMST) based on nucleophilic difluoromethylation process using difluoromethylphenyl sulfone, is presented. Difluoromethylating agent (PhSO2CF2H) was obtained in two-step synthetic sequence with 69% overall yield. Three-step DFMST synthetic route was easily implemented for the preparation of gram quantities of the monomer, allowing for polymerization studies. The syntheses were based on the use of commercially available and reasonable in price starting materials and reagents.

A simple and efficient synthesis of trihalomethyl and dihalonitromethyl aryl sulfones

A method for the preparation of aryl trihalomethyl sulfones - active biocidal agents - with identical or different halogens is presented. The synthesis is based on the reaction of aryl methyl, aryl halomethyl, or aryl nitromethyl sulfones with sodium hypohalite. The method is simple in implementation, does not necessarily require the use of organic solvents, and selectively affords the products in good to excellent yields. Notably, it allows the preparation of the hitherto unknown phenyl trihalomethyl sulfone with three different halogens: fluorine, chlorine, and bromine.

Palladium-mediated heck-type reactions of [(Bromodifluoromethyl)sulfonyl] benzene: Synthesis of α-alkenyl- and α-heteroaryl-substituted α,α-difluoromethyl phenyl sulfones

Palladium-catalyzed Heck-type reactions of [(bromodifluoromethyl)sulfonyl] benzene (1) with styrene derivatives and heteroaromatic compounds successfully gave α-alkenyl- and α-heteroaryl-substituted α,α- difluoromethyl phenyl sulfones, respectively. Palladium-catalyzed Heck-type reactions of [(bromodifluoromethyl)sulfonyl]benzene (1) are reported. Both styrene derivatives and heteroaromatic compounds gave PhSO2CF 2-substituted products in moderate to good yields.

Syntheses of mono-, di-, and trifluorinated styrenic monomers

Concise syntheses of gram quantities of three fluorinated -methylstyrenic monomers suitable for polymerisation studies are disclosed, all based on the use of reasonably priced commercially available starting materials and reagents. Georg Thieme Verlag Stuttgart New York.

NUCLEOPHILIC SUBSTITUTION REACTIONS OF DIFLUOROMETHYL PHENYL SULFONE WITH ALKYL HALIDES LEADING TO THE FACILE SYNTHESIS OF TERMINAL 1,1-DIFLUORO-1-ALKENES AND DIFLUOROMETHYLALKANES

(Benzenesulfonyl)difluoromethyl anion, in situ generated from difluoromethyl phenyl sulfone and a base, was found to easily undergo nucleophilic substitution reactions (SN2 with primary alkyl halides, elemental halogens, and perfluoroalkyl halides with good selectivity. The formed (Benzenesulfonyl) difluoromethylalkanes are useful intermediates for the facile preparation of 1,1-difluoro-1alkenes and difluoromethylalkanes. Thus, difluoromethyl phenyl sulfone acts as both “CF2=” and CF2H” synthons.

SYNTHESIS OF BROMODIFLUOROMETHYL PHENYL SULFIDE, SULFOXIDE AND SULFONE

Sodium thiophenoxide reacts with dibromodifluoromethane to give bromodifluoromethyl phenyl sulfide.Peracid oxidation of the sulfide gives the corresponding sulfoxide and sulfone.The formation of the sulfide is suggested to proceed via attack of thiophenoxide on halogen to produce difluorocarbene.Capture of carbene by thiophenoxide followed by a second positive halogen abstraction reaction yields the sulfide, PhSCF2Br.The use of excess sodium thiophenoxide yields difluorobis(thiophenyl)methane, (PhS)2CF2, via a similar mechanistic scheme.