73975-41-4

Upstream product

• 93-58-3 benzoic acid methyl ester 
• 33712-34-4 benzyl-d2 chloride 
• 160208-36-6 <α,α-D₂>-benzyl ethylxanthate 
• 21175-64-4 1,1-dideuteriophenylmethanol 
• 98-88-4 benzoyl chloride 
• 51271-29-5 [1',1'-2H₂]benzyl bromide 

Downstream Products

• 73975-39-0 <α,α-(2)H2>benzyl phenylmethanethiosulphinate 
• 113686-43-4 <α-2H>benzenemethanethiol 
• 73975-43-6 phenyl<(2)H2>methanesulphinyl chloride 
• 73975-42-5 bis(<α,α-(2)H2>benzyl) disulphide 
• 81572-03-4 <α-2H2>benzyl isolongifolyl thioether 

Relevant academic research and scientific papers

Model studies of the thymidylate synthase reaction. The mechanism of reduction of 5-uracilylmethylenepyridinium salts by benzyl thiol

The reduction of 5-uracilylmethylenepyridinium salts by benzyl thiols, to the corresponding thymine derivatives, involves an exocyclic methylene intermediate, which appears to be reduced by a radical mechanism. The overall reaction constitutes a mechanist

Preparation of Chiral 1-Deuteriobenzenemethanethiols by Using α',β Elimination of Carbanions Derived from Benzylic Thioethers

The α',β elimination of the carbanion derived from benzyl isolongifolyl thioether and benzyl camphyl thioether gives the chiral benzyl mercaptan, the S isomer with 38 +/- 6percent ee and the R isomer with 49 +/- 7percent ee.The chirality of the benzyl mercaptan was determined by optical rotation of benzyl methyl thioether and thiosulfone.The enantiomeric excess was evaluated from 1H NMR measurement of ethyl (benzylthio)phenylacetate prepared from (-)-mandelic acid.The enantiomeric excess at carbon C-2 of ethyl (benzylthio)phenylacetate wasdetermined with the chiral europium chelate and was about 60percent.These results are discussed with reference to the transition state of the α,β elimination and to related processes.

A New Acid-catalysed Rearrangement of Thiosulphinates to α-Acetylthio-sulphoxides in Acetic Anhydride

Some thiosulphinates with at least one proton on the carbon adjacent to the sulphenyl sulphur react with acetic anhydride containing acetic acid to afford the corresponding α-acetylthio-sulphoxides.The mechanism of this reaction was studied using thiosulphinates labelled with (2)H, (13)C, and (18)O.These tracer experiments demonstrated that the reaction proceeds via an initial Ei reaction to form the corresponding sulphenic acid ant thioaldehyde followed by recombination in which the sulphur atom of the sulphenic acid adds to the carbon atom of the thioaldehyde, eventually affording the rearranged α-acetylthio-sulphoxide.The formation of the sulphenic acid was confirmed by trapping it with methyl acrylate.The mechanism of the reaction is discussed.