173959-52-9

Basic information

• Product Name: 2-[2-Methylsulfanyl-2-(toluene-4-sulfonyl)-ethyl]-malonic acid diethyl ester
• Synonyms: 2-[2-Methylsulfanyl-2-(toluene-4-sulfonyl)-ethyl]-malonic acid diethyl ester
• CAS NO: 173959-52-9
• Molecular Weight: 388.506
• Mol File: 173959-52-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-[2-Methylsulfanyl-2-(toluene-4-sulfonyl)-ethyl]-malonic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-Methylsulfanyl-2-(toluene-4-sulfonyl)-ethyl]-malonic acid diethyl ester(173959-52-9)
• EPA Substance Registry System: 2-[2-Methylsulfanyl-2-(toluene-4-sulfonyl)-ethyl]-malonic acid diethyl ester(173959-52-9)

Safety Data

• Hazardous Substances Data: 173959-52-9(Hazardous Substances Data)

Upstream product

• 118721-48-5 1-chloro-1-methylthio-1-(p-toluenesulfonyl)ethane 
• 94816-48-5 1-(methylthio)-1-(p-tolylsulfonyl)ethane 
• 118721-49-6 1-(methylthio)-1-[(4-methylphenyl)sulfonyl]ethene 
• 105-53-3 diethyl malonate 
• 59662-65-6 methylthiomethyl p-tolyl sulfone 

Downstream Products

• 173959-53-0 2-[2-Chloro-2-methylsulfanyl-2-(toluene-4-sulfonyl)-ethyl]-malonic acid diethyl ester 

Relevant articles and documents

Novel synthesis of γ-lactones starting from β,γ-unsaturated carboxylic esters

A novel synthetic route to highly substituted γ-lactones was achieved by an intermolecular radical addition to 4-(methylthio)-4-(p-tolylsulfonyl)-3-butenoic ester (1) and its 2-(ethoxycarbonyl) derivative (2), which were easily prepared from (methylthio)methyl p-tolyl sulfone. Upon the irradiation of a solution of 1 and benzophenone in an alcohol (R1R2CHOH), the 1-hydroxyalkyl radical (R1R2C-OH) was generated and added regiospecifically to the 3-position of 1 to form an adduct that led to a γ-lactone by spontaneous intramolecular condensation. Similarly, 2 reacted with the alcohol to give α-(ethoxycarbonyl)-γ-lactones. The alcohol, which is a high boiling liquid or solid, can be employed in the form of a solution (10 molar amounts in acetonitrile) without greatly lowering the reaction efficiency.