14182-43-5

Basic information

• Product Name: Benzeneacetic acid, a-methyl-a-(phenylthio)-, (R)-
• CAS NO: 14182-43-5
• Molecular Formula: C15H14O2S
• Molecular Weight: 258.341
• Mol File: 14182-43-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzeneacetic acid, a-methyl-a-(phenylthio)-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, a-methyl-a-(phenylthio)-, (R)-(14182-43-5)
• EPA Substance Registry System: Benzeneacetic acid, a-methyl-a-(phenylthio)-, (R)-(14182-43-5)

Safety Data

• Hazardous Substances Data: 14182-43-5(Hazardous Substances Data)

Upstream product

• 13479-08-8 2-phenyl-2-(phenylthio)propanoic acid 
• 39876-61-4 2-chloro-2-phenyl-propionic acid ethyl ester 
• 42253-93-0 (+/-)-2-phenyl-2-phenylsulfanyl-propionic acid ethyl ester 
• 2406-23-7 atrolactic acid ethyl ester 
• 515-30-0 2-phenyllactic acid 

Downstream Products

• 14182-53-7 (R)-2-benzenesulfonyl-2-phenyl-propionic acid amide 
• 42253-93-0 (R)-2-phenyl-2-phenylsulfanyl-propionic acid ethyl ester 
• 14182-59-3 (R)-2-phenyl-2-phenylsulfanyl-propionic acid amide 
• 66693-09-2 (R)-2-benzenesulfonyl-2-phenyl-propionic acid ethyl ester 
• 492-37-5 hydratropic acid 

Relevant articles and documents

Stereospecific decarboxylative allylation of sulfones

Allyl sulfonylacetic esters undergo highly stereospecific, palladium-catalyzed decarboxylative allylation. The reaction allows the stereospecific formation of tertiary homoallylic sulfones in high yield. In contrast to related reactions that proceed at -100 °C and require highly basic preformed organometallics, the decarboxylative coupling described herein occurs under mild nonbasic conditions and requires no stoichiometric additives. Allylation of the intermediate α-sulfonyl anion is more rapid than racemization, leading to a highly enantiospecific process. Density functional theory calculations indicate that the barrier for racemization is 9.9 kcal/mol, so the barrier for allylation must be 9.9 kcal/mol.