21784-96-3

Usage

Uses

Used in Pharmaceutical Industry:
(Butyl)(p-tolyl) sulfide is used as a synthetic intermediate for the production of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the synthesis of different drugs, contributing to the development of new medications.
Used in Agrochemical Industry:
In the agrochemical industry, (Butyl)(p-tolyl) sulfide is utilized as a synthetic intermediate for the creation of various agrochemicals. Its properties make it suitable for use in the development of pesticides, herbicides, and other agricultural products to enhance crop protection and yield.
Used in Dye Industry:
(Butyl)(p-tolyl) sulfide is employed as a synthetic intermediate in the production of dyes. Its chemical structure plays a crucial role in the synthesis of a wide range of dyes used in various industries, such as textiles, plastics, and printing.
Used in Rubber Chemicals Production:
(Butyl)(p-tolyl) sulfide is used as a component in the production of rubber chemicals. Its properties make it an essential ingredient in the development of additives and other chemicals that improve the performance and durability of rubber products.
Used in Lubricants Production:
In the lubricants industry, (Butyl)(p-tolyl) sulfide is utilized in the production of various lubricants. Its unique chemical structure contributes to the development of high-quality lubricants that are used in various applications, such as automotive, industrial, and marine.
Overall, (Butyl)(p-tolyl) sulfide is a versatile and essential chemical compound with numerous applications across different industries, including pharmaceuticals, agrochemicals, dyes, rubber chemicals, and lubricants. Its unique properties and potential health hazards make it a compound of interest for further research and development in these fields.

InChI:InChI=1/C11H16S/c1-3-4-9-12-11-7-5-10(2)6-8-11/h5-8H,3-4,9H2,1-2H3

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 640-60-8 toluene-4-sulfonic acid phenyl ester 
• 778-28-9 butyl para-toluenesulfonate 
• 106-45-6 para-thiocresol 
• 60-29-7 diethyl ether 
• 108-88-3 toluene 
• 109-72-8 n-butyllithium 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 30506-35-5 butyl(p-tolyl)sulfoxide 
• 17627-00-8 S,S-dibutyl-N-p-tosylsulfilimine 
• 10486-08-5 sodium p-thiocresolate 
• 6738-16-5 N,N'-Dicyclohexyl-O-butyl-isoharnstoff 
• 109-65-9 1-bromo-butane 
• 103-19-5 di(p-tolyl) disulfide 

Downstream Products

• 7569-36-0 1-(butylsulfonyl)-4-methylbenzene 
• 620-84-8 4-methyldiphenylamine 
• 30506-35-5 (R)-1-(butylsulfinyl)-4-methylbenzene 
• 20288-49-7 (S)-1-(butylsulfinyl)-4-methylbenzene 
• 30506-35-5 butyl(p-tolyl)sulfoxide 

Relevant academic research and scientific papers

N-bromosuccinimide/HCl mediated reduction of sulfoxides to sulfides

An efficient reduction of sulfoxides to sulfides mediated by N-bromosuccinimide (NBS)/HCl system has been developed. This protocol shows good functional group compatibility as well as broad substrates scope with operational simplicity.

Nickel-Catalyzed Reductive Thiolation of Unactivated Alkyl Bromides and Arenesulfonyl Cyanides

The cross-electrophile coupling between unactivated alkyl bromides with arenesulfonyl cyanides catalyzed by Ni(acac)2under reductive conditions to form unsymmetrical sulfides is developed. This approach for sulfide synthesis is practical, relies on available, unfunctionalized materials such as alkyl (pseudo)halides, and is scalable. This catalytic strategy provides a complementary method for the preparation of unsymmetrical alkyl-aryl sulfides under mild conditions with good functional group tolerance.

Exploration of the mechanism and scope of the CuI/DABCO catalysed C–S coupling reaction

A cost effective and easily available CuI/DABCO catalytic system has been developed for the C–S cross-coupling reaction. This method is extremely useful for the thioetherification of aryl and heteroaryl halides, providing excellent yields and good chemoselectivity. We have also explored the mechanism of the reaction using DFT studies.

Synthesis method of thioether compounds

The invention discloses a synthesis method of thioether compounds. The method comprises steps as follows: phosphorus trichloride and a solvent with uniformly distributed sulfoxide compounds are mixeduniformly, after mixing, the mixture is subjected to a reaction at the temperature of 20-25 DEG C for 0.5-6 h, and the thioether compounds are obtained, wherein the solvent is acetonitrile. Compared with the prior art, the synthesis method has the advantages that raw materials are cheap and easy to obtain, a reducer is cheap and easy to obtain and store, and a series of thioether compounds can beobtained.

Ullmann-type: N-arylation of anilines with alkyl(aryl)sulfonium salts

A palladium/copper-cocatalyzed Ullmann-type N-arylation of anilines using alkyl(aryl)sulfonium triflates as arylation reagents has been accomplished. The reaction enabled Caryl-S bond cleavage over Calkyl-S bond breakage of alkyl(aryl)sulfoniums by Pd(P(tBu)3)2/CuI and gave the corresponding N-arylated products in good to high yields. It was also significant that the reactions of aniline with asymmetric butyl(mesityl)(aryl)sulfonium triflates showed excellent selectivity, in which the aryl groups other than the bulky and electron-rich mesityl moieties were transformed.

Deoxygenation of sulphoxides to sulphides with trichlorophosphane

An efficient route to deoxygenation of sulphoxides to sulphides with PCl3 under mild reaction condition was developed. PCl3 was used as a reducing agent for the first time to convert sulphoxides to sulphides. The mild conditions, use of cheap and readily available reagent, and broad substrate scope render it a useful strategy for preparing sulphides.

C-S cross-coupling of aryl halides with alkyl thiols catalyzed by in-situ generated nickel(II) N-heterocyclic carbene complexes

The C-S cross-coupling of aryl halides with alkyl thiols catalyzed by in-situ generated Ni (II) N-heterocyclic carbene (NHC) complexes is investigated. Good to excellent yields can be obtained for a variety of aryl halides when using 5 mol% of the Ni (II)-NHC catalyst and 1.5 eq. of KOtBu. Both the electronic and steric effects of the NHC ligands on the catalytic performance of Ni (II)-NHC, as well as the electronic effects of aryl halides on coupling reactivity are examined. The mechanism for Ni (II)-NHC catalyzed coupling reactions is also discussed.

Benign and efficient preparation of thioethers by solvent-free S-alkylation of thiols with alkyl halides catalyzed by potassium fluoride on alumina

The preparation of thioethers by S-alkylation of various thiols with alkyl halides under solvent-free reaction conditions using potassium fluoride on alumina (KF/Al2O3) as a solid catalyst has been investigated in detail with respect to three different modes of reaction activation (ultrasound irradiation, microwave irradiation, and conventional heating) for obtaining maximum yield of the thioether. The importance of KF/Al2O3 as a particularly efficient catalyst was corroborated for all three modes of reaction activation, although the reaction time was found to be strongly dependent on the mode of activation. The yield of the thioethers was also found to depend on the amount of the solid catalyst relative to the equimolar amounts of the two reactants.

Ligand-free Cu-catalyzed odorless synthesis of unsymmetrical sulfides through cross-coupling reaction of aryl/benzyl/alkyl halides with an aryl boronic acid/S8 system as a thiolating agent in PEG

In this article, we have presented a novel, efficient and environmentally benign method for one-pot, one-step and odorless synthesis of a wide range of unsymmetrical sulfides from the reaction of aryl/benzyl/alkyl halides with aryl boronic acids in the presence of S8, NaOH and a catalytic amount of CuI in PEG200 as green solvent at 40-60 °C. The products were obtained in moderate to excellent yields. More importantly, this reaction is applicable for the gram-scale preparation of the desired sulfides.

A general and inexpensive protocol for the Cu-catalyzed C-S cross-coupling reaction between aryl halides and thiols

A cost effective and easily available CuI/DABCO catalytic system has been developed for C-S cross-coupling reaction. This method is extremely useful for the thioetherification of aryl and heteroaryl halides providing excellent yields and good chemoselectivity.