52264-85-4

Basic information

• Product Name: 2-(benzylsulfanyl)-1-(4-chlorophenyl)ethanone
• Synonyms: 2-(benzylsulfanyl)-1-(4-chlorophenyl)ethanone
• CAS NO: 52264-85-4
• Molecular Weight: 276.787
• Mol File: 52264-85-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-(benzylsulfanyl)-1-(4-chlorophenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(benzylsulfanyl)-1-(4-chlorophenyl)ethanone(52264-85-4)
• EPA Substance Registry System: 2-(benzylsulfanyl)-1-(4-chlorophenyl)ethanone(52264-85-4)

Safety Data

• Hazardous Substances Data: 52264-85-4(Hazardous Substances Data)

Usage

General Description

2-(benzylsulfanyl)-1-(4-chlorophenyl)ethanone, also known as thioanisole, is a chemical compound with the molecular formula C15H15ClOS. It is a derivative of anisole that contains a benzylsulfanyl group and a 4-chlorophenyl group. Thioanisole is commonly used as a reagent in organic synthesis and as a building block for the synthesis of various pharmaceuticals and agrochemicals. It is known for its strong, pungent odor and is considered to be a volatile and flammable liquid. Thioanisole has a variety of industrial and laboratory applications, making it a valuable chemical in the field of organic chemistry.

Upstream product

• 99-91-2 para-chloroacetophenone 
• 93-68-5 3-oxo-N-o-tolylbutanamide 
• 885517-60-2 2-acetyl-3,3-bis-allylsulfanyl-N-o-tolyl-acrylamide 
• 145508-26-5 2-(bis(methylthio)methylene)-3-oxo-N-(o-tolyl)butanamide 
• 875778-80-6 2-[bis(benzylthio)methylene]-3-oxo-N-o-tolylbutanamide 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 850998-07-1 2-acetyl-3,3-bis-ethylsulfanyl-N-o-tolyl-acrylamide 
• 100-44-7 benzyl chloride 
• 32894-07-8 S-benzyl thioacetimidate hydrochloride 
• 937-20-2 p-chlorophenacyl chloride 
• 3492-64-6 sodium benzylmercaptide 
• 100-53-8 phenylmethanethiol 

Downstream Products

• 1370519-72-4 C₂₂H₁₆ClNO₅S 
• 1393560-09-2 benzyl 2-(4-chlorophenyl)propyl sulfone 
• 1393559-80-2 benzyl (1E)-2-(4-chlorophenyl)prop-1-en-1-yl sulfone 
• 338412-43-4 1-(benzylsulfonyl)-2-(4-chlorophenyl)propan-2-ol 
• 1393560-85-4 1-(benzylsulfanyl)-2-(4-chlorophenyl)propan-2-ol 
• 24314-35-0 1,4-bis(4-chlorophenyl)butane-1,4-dione 
• 99-91-2 para-chloroacetophenone 
• 84538-95-4 1-(1-Benzylsulfanylmethyl-vinyl)-4-chloro-benzene 
• 31328-52-6 Alpha,alpha-dichloro-alpha-(4-chlorobenzoyl)-methane-sulfenyl chloride 

Relevant articles and documents

Enantioselective synthesis of chiral sulfones by ir-catalyzed asymmetric hydrogenation: A facile approach to the preparation of chiral allylic and homoallylic compounds

A highly efficient and enantioselective Ir-catalyzed hydrogenation of unsaturated sulfones was developed. Chiral cyclic and acyclic sulfones were produced in excellent enantioselectivities (up to 98% ee). Coupled with the Ramberg-Baecklund rearrangement, this reaction offers a novel route to chiral allylic and homoallylic compounds in excellent enantioselectivities (up to 97% ee) and high yields (up to 94%).

An efficient and odorless synthesis of thioethers using 2-[Bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as thiol equivalents

Using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides 1 as odorless thiol equivalents, an efficient and odorless synthesis of thioethers has been developed. Promoted by NaOH in EtOH, the cleavage of 1 commences to generate thiolate anions, and the generated thiolate anions then react with halides to give various thioethers in good yield. It is noteworthy that only a very faint odor of thiols can be perceived during both the reaction and the workup. Using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as odorless thiol equivalents, an efficient and odorless synthesis of thioethers has been developed. Promoted by NaOH in EtOH, the cleavage of 2-[bis(alkylthio)methylene] -3-oxo-N-o-tolylbutanamides commences to generate thiolate anions, and the generated thiolate anions then react with halides to give various thioethers in good yield. Copyright

Photoreactions of β-Ketosulphides: Aryl and Benzyl Phenacyl Sulphides and Related Compounds

Photoreactions of aryl phenacyl sulphides were studied, particularly in regard to substituent and solvent effects.In general, aryl phenacyl sulphides Ar1SCH2COAr2 1 = p-tolyl, Ar2 = p-X-C6H4 (X = H, Cl, OH, OMe, and Ph), 2-thienyl, and 2-furyl; Ar1 = 2,4,6-trimethylphenyl, Ar2 = Ph and p-HOC6H4; Ar1 = 2-benzthiazolyl, Ar2 = Ph> underwent photochemical cleavage to disulphides (Ar1S)2 and ketones Ar2COMe.In a few cases a diketone (Ar2COCH2)2 was the only, or major, carbonyl photoproduct.Similar photochemical behaviour was shown by ketosulphides p-Me-C6H4SCH(R)COPh (R = PhCH2, PhCOCH2, and p-Me-C6H4S) and related acetophenone derivatives PhCOCH2SR (R = COPh, SO3Na, and SCH2COPh).In a few instances, from p-Me-C6H4SCH2COAr (Ar = Ph, p-Cl-C6H4, and p-Ph-C6H4), a minor photoproduct was a 2-aryl-5-methylbenzothiophen.Benzyl phenacyl sulphides p-X-C6H4COCH2SCH2Ph (X = OH and OMe) also underwent photo-cleavage to give dibenzyl disulphide and a ketone.Free-radical cleavage products ArCOCH2(.) (Ar = Ph and p-MeO-C6H4) and p-Me-C6H4S(.) were trapped as adducts p-Me-C6H4SC(Ph)2CH2CH2COAr when irradiation of the ketosulphide was carried out in the presence of 1,1-diphenylethylene. 2,5-Diphenylfuran was formed photochemically from 1,4-diphenylbutane-1,4-dione on irradiation in methanol.