51130-00-8

Usage

InChI:InChI=1/C10H12S/c1-3-6-9-7-4-5-8-10(9)11-2/h3-5,7-8H,1,6H2,2H3

Upstream product

• 51635-55-3 N,N-Dimethyl-S-o-allylphenylthiocarbamat 
• 74-88-4 methyl iodide 
• 82135-97-5 1-methylthiachroman hexafluorophosphate 
• 82135-98-6 1,2-dimethylthiaindan hexafluorophosphate 

Downstream Products

• 51635-45-1 1-(2-Bromo-4,4,4-trichloro-butyl)-2-methylsulfanyl-benzene 
• 51130-01-9 o-(E)-propenylthioanisole 
• 51635-32-6 Formic acid 1-methyl-2-(2-methylsulfanyl-phenyl)-ethyl ester 

Relevant academic research and scientific papers

A New Method for Radical Generation: Reductive C-Se or C-S Bond Cleavage of Cyclic Onium Salts

2-Methyl-3,4-dihydro-1H-2-benzoselenopyranium salt (1) was reduced by some metallic reagents or magnesium metal via the single-electron transfer (SET) process to give 2--toluene (2).Magnesium metal was a good SET reducing agent.Some other selenonium or sulphonium salts (7), (14), (22), (27) and (32) were similarly reduced by magnesium.Particularly, sonication accelerated the reductions. ε-Eneselenonium salt (43) was treated with activated magnesium to give a cyclised pyrrolidine derivative (44).

One-Electron Chemical Reductions of Phenylalkylsulfonium Salts

Twenty-two arylalkylsulfonium salts have been reduced with potassium in graphite in tetrahydrofuran and the sulfide products identified.Two trialkylsulfonium salts did not reduce under these conditions.Comparison of the sulfides from a series of monophenylalkylsulfonium salts reveals a leaving-group propensity of benzyl > secondary > primary > methyl > phenyl in a ratio of 28:(6.0 +/- 0.3):1.0:(0.53 +/- 0.09): 0.05.The cleavage ratio is shown to be independent of the electron source and the homogeneity of heterogeneity of the reaction in two cases.Multiplicative transitivity of the above ratios is not observed, although the same qualitative order is found for other comparisons.These results are interpreted in terms of the initial formation of a ?-ligand radical anion sulfonium cation, which undergoes cleavage to a carbon radical and a sulfide.This appears to be the first evidence for this type of structure in a sulfur system.Leaving-group propensities different from the above order are observed in reductions of diphenylsulfonium and benzo-fused sulfonium salts, and rationales are offered.The intermediates in these reactions appear to be different from those involved in radical additions to, or displacements on, sulfur.