1620-95-7

Usage

Uses

Used in Organic Synthesis:
[2-(methylthio)phenyl](phenyl)methanone is used as a building block in organic synthesis for its versatile reactivity, allowing for the creation of various complex molecules and compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, [2-(methylthio)phenyl](phenyl)methanone is used as a key component in the development of new drugs, leveraging its unique structure and reactivity to design innovative therapeutic agents.
Used in Anti-Inflammatory Applications:
[2-(methylthio)phenyl](phenyl)methanone is being studied for its potential anti-inflammatory properties, which could make it a valuable compound in the development of treatments for various inflammatory conditions.
Used in Antioxidant Applications:
This chemical compound also exhibits potential antioxidant properties, making it a candidate for use in the development of antioxidant therapies and products designed to combat oxidative stress and related conditions.

Upstream product

• 1442-03-1 2-methylsulfanyl-benzoyl chloride 
• 71-43-2 benzene 
• 19614-16-5 2-bromo-1-(methylsulfanyl)benzene 
• 98-88-4 benzoyl chloride 
• 93-58-3 benzoic acid methyl ester 
• 100-68-5 methyl-phenyl-thioether 
• 65-85-0 benzoic acid 
• 2949-92-0 methanethiosulfonic acid S-methyl ester 
• 25187-00-2 2-iodobenzophenone 
• 2674-04-6 diphenyl cadmium 
• 3724-10-5 2-(methylthio)benzoic acid 

Downstream Products

• 24845-02-1 2-methylsulphanylbenzhydrol 
• 119-61-9 benzophenone 
• 24845-04-3 2-(methylthio)benzhydryl chloride 
• 70132-76-2 3-phenyl-1,2-benzoisothiazole 
• 27183-55-7 1,1-dioxo-3-phenylbenzothiophene 
• 62521-50-0 3-hydroxy-3-phenyl-2,3-dihydro-1H-1-benzothiophene-1,1-dioxide 
• 465532-63-2 [2-(methylsulfonyl)phenyl](phenyl)methanone 
• 117136-72-8 (2-Methylsulfanyl-phenyl)-phenyl-methanone oxime 

Relevant academic research and scientific papers

An efficient method for aromatic Friedel-Crafts alkylation, acylation, benzoylation, and sulfonylation reactions

Aromatic electrophilic substitution reactions such as alkylation, acylation, benzoylation, and sulfonylation were studied in the presence of a catalytic amount of Cu(OTf)2 and Sn(OTf)2. Cu(OTf)2 was very efficient for alkylation, acylation, and benzoylation reactions. However, in case of sulfonylation reactions, Sn(OTf)2 gave better results.

Synthesis and reactivity of aryl- and heteroaryl-magnesium reagents bearing keto groups

The reaction of iodophenyl ketones with neo-pentylmagnesium bromide in THF or THF:NMP or THF:DMAC mixtures allows the first preparation of aryl- and heteroarylmagnesium species bearing a ketone. Under appropriate conditions, these new reagents react with

Erbium trifluoromethanesulfonate catalyzed Friedel-Crafts acylation using aromatic carboxylic acids as acylating agents under monomode-microwave irradiation

Erbium trifluoromethanesulfonate is found to be a good catalyst for the Friedel-Crafts acylation of arenes containing electron-donating substituents using aromatic carboxylic acids as the acylating agents under microwave irradiation. An effective, rapid and waste-free method allows the preparation of a wide range of aryl ketones in good yields and in short reaction times with minimum amounts of waste.

Improvement of the Friedel-Crafts benzoylation by using bismuth trifluoromethanesulfonate in 1-butyl-3-methylimidazolium trifluoromethanesulfonate ionic liquid under microwave irradiation

Bismuth trifluoromethanesulfonate (bismuth triflate) catalyzed the Friedel-Crafts benzoylation of activated aromatic compounds when dissolved in 1-butyl-3-methylimidazolium trifluoromethanesulfonate ([BMIM]OTf) ionic liquid. Immobilization of bismuth triflate (5 mol %) in [BMIM]OTf allowed the synthesis of aryl ketones in good to excellent yields with short reaction times under microwave irradiation. This catalytic system was easily recovered and reused several times without any significant loss of the activity.

Microwave-assisted facile and rapid friedel-crafts benzoylation of arenes catalyzed by bismuth trifluoromethanesulfonate

The catalytic activity of metal triflates was investigated in Friedel-Crafts benzoylation under microwave irradiation. Friedel-Crafts benzoylation with benzoyl chloride of a variety of arenes containing electron-rich and electron-poor rings using bismuth triflate under microwave irradiation is described. This method allows the preparation of aryl ketones under solventless conditions in good to excellent yields and short reaction time. Bismuth triflate was easily recovered and reused five times without significant loss of the catalytic activity.

An efficient method for aromatic Friedel-Crafts acylation reactions

Friedel-Crafts acylation of aromatic compounds was carried out using FeCl3-based ionic liquid. This liquid serves as an efficient media as well as a Lewis acid catalyst. The significant advantages of this methodology are excellent yields, short reaction times, mild reaction conditions, environmentally friendly method, simple work-up procedure, low cost, and easy preparation and handling of the catalyst. Copyright

A convenient synthesis of benzothiophene derivatives

(Methylthio)- and 2-bromo-1-(methylthio)benzene are useful synthons to prepare monometallated and bimetallated intermediates which lead to 1-benzothiophenes functionalized in the three and/or two positions.

Neighbouring Group Effects in a Pummerer-Type Rearrangement: A Facile Entry into 3,1-Benzoxathiins

Arylmethyl sulphoxides treated with trialkylsilyl halide and base undergo a Pummerer-type rearrangement to give α-siloxy and α-chlorosulphides.However, the presence of an ortho hydroxymethyl group results in the exclusive and efficient formation of the α-chlorosulphides, presumably mediated via an intramolecular attack to yield an alkoxysulphonium salt.These 2-(hydroxymethyl)aryl chloromethylsulphides can then be converted into the corresponding 3,1-benzoxathiins via an intramolecular cyclisation.Preliminary investigation of the chemistry of these 3,1-benzoxathiins, reveals that in one case, a novel base induced ring contraction occurs to yield a benzothiophene.

METALATION REACTIONS. XIV. REGIOSPECIFIC PREPARATION OF POLYSUBSTITUTED BENZENES VIA MONO- OR DI-LITHIATION REACTIONS OF AROMATIC THIOETHERS

The preparation of polyfunctionalized aromatic thioethers either by one-step dilithiation or by two successive one-flask monometalation reactions is described.By acting on 1 two equal or different electrophiles one on the thiomethyl group and one in the ortho-position with respect to it are introduced; by acting on 11 and on 35 the substitution involves the thiomethyl carbon atom and that in the ortho-position with respect to the alkoxy group.In the case of the homologeous isopropylthio (23) the substitution involves the two aryl carbon atoms in the ortho-position to both functions.In the case of the p-disubstituted isomers (49, 59) analogous behaviour to ortho isomers in one-step metalation reaction is observed, while the two hydrogen atoms in the ortho-positions to the methoxy group are substituted when two successive monometalations are employed.The metalation of 40 results low selective.The behaviour of 79 and 93 is analogous to 1, while 72, 88 and 96 undergo only one-step monometalation reactions.

Fused heterocycles from o-acylbenzenethiol derivatives

The oximes of 2-acylthioanisole derivatives may be conveniently converted into 1,2-benzisothiazoles by acetic anhydride in pyridine. 3-(2-Methylthiophenyl)-1,2-benzisothiazole, prepared by this method, has been further converted into the 1,2-benzisothiazolo-1,2-benzisothiazolium system.The phenylhydrazones of certain 2-acylthioanisoles are also cyclized by polyphosphoric acid to 2-(2-methylthio)phenylindoles, which are further converted into benzothienoindoles by demethylation and oxidation.