3795-79-7

Usage

Uses

1. Used in Pharmaceutical Industry:
Methyl 4-methylsulfanylbenzoate is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its unique chemical structure allows for the creation of new molecules with potential therapeutic applications, contributing to the advancement of drug discovery and development.
2. Used in Chemical Synthesis:
In the field of organic chemistry, methyl 4-methylsulfanylbenzoate serves as a versatile building block for the synthesis of a wide range of organic compounds. Its reactivity and functional groups make it a valuable starting material for the preparation of various chemical products, including specialty chemicals, agrochemicals, and other industrial chemicals.
3. Used in Flavor and Fragrance Industry:
Due to its distinct chemical structure, methyl 4-methylsulfanylbenzoate can be used as a component in the creation of unique fragrances and flavors. Its incorporation into the formulation of perfumes, cosmetics, and the food industry can enhance the sensory experience of these products, making it a valuable addition to the flavor and fragrance industry.
4. Used in Research and Development:
Methyl 4-methylsulfanylbenzoate is also utilized in research and development laboratories for the study of various chemical reactions and processes. Its unique properties make it an interesting subject for scientific investigation, potentially leading to new discoveries and innovations in the field of chemistry.

InChI:InChI=1/C9H10O2S/c1-11-9(10)7-3-5-8(12-2)6-4-7/h3-6H,1-2H3

Upstream product

• 67-56-1 methanol 
• 13205-48-6 4-(methylthio)benzoic acid 
• 186581-53-3 diazomethane 
• 114129-35-0 methyl 4-(methylsulfinyl)benzoate 
• 624-92-0 Dimethyldisulphide 
• 619-44-3 methyl 4-iodobenzoate 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 20277-69-4 sodium methansulfinate 
• 75-18-3 dimethylsulfide 
• 1442-06-4 4-(methylthio)benzoyl chloride 
• 35371-03-0 4-iodothioanisole 
• 201230-82-2 carbon monoxide 
• 1073-72-9 4-hydroxythioanisole 
• 867-44-7 S-Methylisothiourea sulfate 

Downstream Products

• 874-87-3 1-(chloromethyl)-4-methylthiobenzene 
• 38185-19-2 4-(methylthio)benzyl bromide 
• 1344045-96-0 3-[4-(methylsulfanyl)phenyl]-3-oxopropanenitrile 
• 171364-80-0 methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 
• 81104-42-9 4-methylsulfanyl-benzoic acid hydrazide 
• 82955-01-9 2-(4'-methylthiophenyl)propan-2-ol 
• 301699-27-4 2-(3-fluorophenyl)-1-(4-methylsulfanylphenyl)ethanone 
• 1129-35-7 4-cyanobenzoic acid methyl ester 
• 93-58-3 benzoic acid methyl ester 
• 65488-27-9 (4-carbomethoxyphenyl)trimethylstannane 
• 1879-22-7 4-(methoxycarbonyl)phenyl thiocyanate 
• 181696-11-7 4-[5-methyl-4-(4-pyridyl)isoxazol-3-yl]thioanisole 
• 181697-16-5 1-(4-thiomethylphenyl)-2-(4-pyridyl)-ethan-1-one oxime 

Relevant academic research and scientific papers

Paired Electrolysis Enabled Ni-Catalyzed Unconventional Cascade Reductive Thiolation Using Sulfinates

Herein, we have reported a nickel-catalyzed cascade reductive thiolation of aryl halides with sulfinates driven by paired electrolysis. This protocol uses sulfinates as the sulfur source, and various thioethers could be synthesized under mild conditions. By mechanism exploration, we find that a cascade chemical step is allowed on the electrode interface and could alter the reaction pathway in paired electrolysis, whose findings could help the discovery of novel cascade reactions with unique reactivity.

Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst

We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.

Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers

We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.

B2cat2-Mediated Reduction of Sulfoxides to Sulfides

An efficient and operationally simple method for the reduction of sulfoxides to sulfides has been developed using bis(catecholato)diboron (B2cat2) as a reducing agent. The present method accommodates various functional groups which are generally prone to reduction: halides, alkynes, carbonyls, nitriles, and heterocycles are totally intact, and only sulfoxide moieties undergo reduction chemoselectively. Moreover, the remaining diboron and the resulting boron-containing wastes are readily removable, the practicality of this protocol being thus demonstrated.

Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide

An efficient palladium-catalyzed chlorocarbonylation of aryl (pseudo)halides that gives access to a wide range of carboxylic acid derivatives has been developed. The use of butyryl chloride as a combined CO and Cl source eludes the need for toxic, gaseous carbon monoxide, thus facilitating the synthesis of high-value products from readily available aryl (pseudo)halides. The combination of palladium(0), Xantphos, and an amine base is essential to promote this broadly applicable catalytic reaction. Overall, this reaction provides access to a great variety of carbonyl-containing products through in situ transformation of the generated aroyl chloride. Combined experimental and computational studies support a reaction mechanism involving in situ generation of CO.

Palladium-catalyzed carbonylative transformation of phenols via in-situ triflyl exchangement

Phenols are attractive starting materials due to their ready availability. Herein, we developed a novel method on palladium-catalyzed alkoxycarbonylation of phenols. By using commercially available Pd(OAc)2 and PtBu3·HBF4 as the catalyst system and aryl triflates as triflyl source to activate the other phenol, various carboxylic acid esters were prepared in moderate to good yields via Tf exchange and then O-Tf bond cleavage. Notably, phenols generated from aryl triflates after Tf transfer or other additional aliphatic alcohols can all be employed as nucleophiles to synthesize the corresponding esters.

Transition-Metal-Free Aryl-Heteroatom Bond Formation via C-S Bond Cleavage

Aryl-heteroatom bonds (C-Het) are almost ubiquitously present in chemical molecules. However, methods for diverse C-Het bond formations from a simple substrate are limited. Herein, we report a convenient and efficient C-S bond transformation of aryl sulfoniums to various C-Het bonds (C-O, C-S, C-Sn, C-Si, C-Se) in the absence of any transition-metal catalyst. These reactions proceeded in mild conditions with a wide substrate scope.

Cesium carbonate-promoted synthesis of aryl methyl sulfides using: S -methylisothiourea sulfate under transition-metal-free conditions

In the presence of cesium carbonate, an efficient synthesis of aryl methyl sulfides by the reactions of aryl halides with commercially available S-methylisothiourea sulfate is developed. This odourless and highly crystalline solid can be used as the subst

Phosphite-catalyzed alkoxycarbonylation of aryl diazonium salts

In this communication, an interesting phosphite-catalyzed alkoxycarbonylation of aryl diazonium salts has been reported. At room temperature and under CO pressure, moderate to good yields of the desired esters can be produced in the absence of bases or an

A visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides

The general catalytic synthesis of aryl and vinyl thioethers from readily available halides remains a challenge. Herein we report a unified method for the thiolation of aryl and vinyl iodides with dialkyl disulfides using visible light photoredox catalysis. A range of thioether products bearing diverse functional groups can be accessed in high yield and with excellent chemoselectivity. We demonstrate the versatility of this method through the expedient synthesis of a family of thioether-rich natural products. A detailed investigation of the photocatalytic mechanism is presented from both steady-state and time-resolved luminescent quenching as well as transient absorption spectroscopy experiments.