1146-48-1

Basic information

• Product Name: benzenethiosulfonic acid S-(4-methoxyphenyl) ester
• Synonyms: benzenethiosulfonic acid S-(4-methoxyphenyl) ester
• CAS NO: 1146-48-1
• Molecular Weight: 280.368
• Mol File: 1146-48-1.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: benzenethiosulfonic acid S-(4-methoxyphenyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: benzenethiosulfonic acid S-(4-methoxyphenyl) ester(1146-48-1)
• EPA Substance Registry System: benzenethiosulfonic acid S-(4-methoxyphenyl) ester(1146-48-1)

Safety Data

• Hazardous Substances Data: 1146-48-1(Hazardous Substances Data)

Upstream product

• 5335-87-5 4,4'-dimethoxyphenyl disulfide 
• 873-55-2 sodium benzenesulfonate 
• 696-63-9 4-Methoxybenzenethiol 
• 95914-29-7 1-(4-methoxyphenyl)-2-phenyldisulfane 
• 6462-50-6 sodium 4-methoxybenzenesulfinate 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 882-33-7 diphenyldisulfane 
• 532-32-1 sodium benzoate 
• 66003-76-7 Diphenyliodonium triflate 
• 618-41-7 Benzenesulfinic acid 
• 80-17-1 benzenesufonyl hydrazide 
• 84452-54-0 N-4-methoxyphenylthio-1,4-benzoquonone imine 
• 1950-65-8 4-methoxybenzenesulfenyl chloride 

Downstream Products

• 111698-34-1 (+/-)_S-isopropyl phenylsulfinate 
• 83180-92-1 1-(4-methylphenyldisulfanyl)-4-methoxybenzene 
• 1616956-00-3 4-methoxyphenyl cyclooctyl sulfide 

Relevant articles and documents

Visible-Light-Induced Cyclization/Aromatization of 2-Vinyloxy Arylalkynes: Synthesis of Thio-Substituted Dibenzofuran Derivatives

A visible-light-induced cascade reaction of 2-vinyloxy arylalkynes with thiosulfonates was developed and provided unexpected thio-substituted dibenzofuran derivatives in moderate yields. Mechanistic studies revealed the thiosulfonylation product of 2-vinyloxy arylalkyne was the key intermediate, and the additive disulfide played the role of hydrogen abstraction in the aromatization process to offer the desired product. This reaction presents a new reaction mode for the construction of polycyclic oxygen heterocycles.

Metal-Free Radical Annulation of Oxygen-Containing 1,7-Enynes: Configuration-Selective Synthesis of (E)-3-((Arylsulfonyl)methyl)-4-Substituted Arylidenechromene Derivatives

A novel strategy for the synthesis of (E)-3-((arylsulfonyl)methyl)-4-substituted benzylidenechromene derivatives via a metal-free radical annulation reaction of oxygen-containing 1,7-enynes with thiosulfonates has been developed. The reaction shows broad substrate scope, wide functional group tolerance, and moderate to excellent yields. Moreover, thiosulfonates were well driven to achieve the bifunctionalization reaction of oxo-1,7-enynes which derived from aliphatic alkynes. In addition, the (E)-configuration of the products was highly controlled by the structure of 1,7-enyne.

Nickel-Catalyzed Difunctionalization of Alkynyl Bromides with Thiosulfonates and N -Arylthio Succinimides: A Convenient Synthesis of 1,2-Thiosulfonylethenes and 1,1-Dithioethenes

An efficient nickel-catalyzed vicinal thiosulfonylation of 1-bromoalkynes with thiosulfonates in the presence of cesium carbonate is described. An operationally simple and highly regioselective atom transfer radical addition (ATRA) of alkynyl bromides provides a wide range of (E)-1,2-thiosulfonylethenes (α-aryl-β-thioarylvinyl sulfones) in moderate to high yields. The extensive substrate scope of both alkynyl bromides and thiosulfonates is explored with a broad range of functional groups. Indole-derived 1,1-bromoalkenes were also successfully explored in this 1,2-thiosulfonylation process. Moreover, the nickel-catalyzed geminal -dithiolation of alkynyl bromides with N -arylthio succinimides provides 1,1-dithioalkenes in high yields. The present protocol is reliable on gram scale, and a sequential one-pot bromination and thiosulfonylation of phenylacetylene is achieved in a scale-up synthesis. Following control experiments, a plausible mechanism is proposed to rationalize the experimental outcome and the vicinal thio-sulfonylation.