27943-35-7

Basic information

• Product Name: Propanoic acid, 2,2-dimethyl-3-(phenylthio)-
• CAS NO: 27943-35-7
• Molecular Formula: C11H14O2S
• Molecular Weight: 210.297
• Mol File: 27943-35-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 2,2-dimethyl-3-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 2,2-dimethyl-3-(phenylthio)-(27943-35-7)
• EPA Substance Registry System: Propanoic acid, 2,2-dimethyl-3-(phenylthio)-(27943-35-7)

Safety Data

• Hazardous Substances Data: 27943-35-7(Hazardous Substances Data)

Upstream product

• 3282-30-2 pivaloyl chloride 
• 75-98-9 Trimethylacetic acid 
• 170891-76-6 α,α,α-trimethyl-N-(quinolin-8-yl)acetamide 
• 2843-17-6 3-bromo-2,2-dimethylpropionic acid 
• 108-98-5 thiophenol 
• 1955-45-9 pivalolactone 
• 13511-38-1 3-chloropivalic acid 

Downstream Products

• 38435-02-8 2,2-dimethyl-3-(phenylsulfonyl)propanoic acid 
• 89024-21-5 1,3,3-trimethyl-4-phenylthioazetidin-2-one 
• 89024-22-6 3-benzoyloxy-N-2,2-trimethyl-3-(phenylthio)propionamide 
• 89024-20-4 N-2,2-trimethyl-3-(phenylthio)-propionamide 

Relevant articles and documents

Nickel-catalyzed direct thiolation of C(sp3)-H bonds in aliphatic amides

Nickel-catalyzed thiolation of the inactivated methyl C(sp3)-H bonds of aliphatic amides with disulfide is described. It is a novel strategy for the synthesis of thioethers with the ultimate goal of generating thioether carboxylic acids with various functional groups.

Formation of β-lactams from 3-phenylthiopropionamide derivatives. A possible model for penicillin biosynthesis

The Cu-catalysed reaction of the substituted 3-phenylthiopropianamide with di-t-butyl peroxide gives the β-lactam via oxidative cyclisation of the α-thioalkyl radical. Similar reactions of the propionamides with t-butyl perbenzoate give benzoates which can be readily converted into the β-lactams, but neither β-lactams nor benzoates can be obtained from the thiazepines. Dimethyl disulfide is benzoyloxylated on treatment with t-butyl perbenzoate. The relevance of these results to penicillin biosynthesis is discussed.