22966-64-9

Upstream product

• 22966-62-7 1,1-bis(methylthio)-2-phenylpropene 
• 129356-26-9 (1-Methyl-2,2,2-tris-methylsulfanyl-ethyl)-benzene 
• 5418-86-0 tris(methylthio)methane 
• 585-71-7 (1-bromoethyl)benzne 
• 467225-76-9 S-butyl α-(phenyl)-α-(butylsulfanyl)thiopropionate 
• 5188-07-8 sodium thiomethoxide 
• 492-37-5 hydratropic acid 
• 467225-73-6 S-butyl bis(butylsulfanyl)(phenyl)thioacetate 
• 195305-56-7 Bis-methylsulfanyl-phenyl-thioacetic acid S-methyl ester 
• 133017-21-7 methyl α-phenyl-α-methylthio-thiopropionate 

Downstream Products

• 492-37-5 hydratropic acid 

Relevant academic research and scientific papers

Intramolecular hydrogen bonding in conformationally semi-rigid α-acylmethane derivatives: A theoretical NMR study

Conformational mobility is a core property of organic compounds, and conformational analysis has become a pervasive tool for synthetic design. In this work, we present experimental and computational (employing Density Functional Theory) evidence for unusual intramolecular hydrogen bonding interactions in a series of α-acylmethane derivatives, as well as a discussion of the consequences thereof for their NMR spectroscopic properties.

An interesting synthetic application of S-alkyl (aryl)bis(alkylsulfanyl)thioacetates: General procedure for the preparation of (±)-α-arylpropionic acids

Reported here is a new procedure for the synthesis of α-arylpropionic acids 1 in the racemic form, starting from derivatives of aromatic carboxylic acids 2 (i.e., esters), via 1-aryl-2,2,2-tris(alkylsulfanyl)ethanones 4-6, S-alkyl (aryl)bis(alkylsulfanyl)thioacetates 7-9, S-alkyl α-aryl-α-(alkylsulfanyl)thiopropionates 10-12 and S-alkyl α-arylthiopropionates 13-15. Each stage takes place easily and yields are always high.

Synthetic Application of Lithiated Tris(methylthio)methane: Preparation of Aliphatic Methyl Thiolcarboxylates from the Corresponding Halides. Convenient Synthesis of Tris(methylthio)methane

A thorough study directed towards the synthesis of methyl thiolcarboxylates was made on the basis of the following steps: (i) conversion of alkyl halides into the corresponding trimethyl trithioorthocarboxylates by using tris(methylthio)methyllithium in THF at -78 degC; (ii) selective hydrolysis of the intermediates to methyl thiolcarboxylates by using 35percent aq.HBF4 in DMSO or, in some cases, in THF.The overall yields of the two stages are, usually, between 70 and 88percent.By this procedure it is also possible to incorporate 18O in the carbonyl group of thiol esters (ca. 98percent isotopic purity).Furthermore, a new, convenient method for the preparation of tris(methylthio)methane as the precursor of tris(methylthio)methyllithium was developed.