72784-68-0

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 39538-86-8 silver p-toluenesulfonate 
• 3908-55-2 Trimethyl(methylthio)silane 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 58971-25-8 4-methylbenzenesulfonic acid 1-(trimethylsilyl)hydrazide 
• 4551-15-9 phenylthiotrimethylsilane 

Downstream Products

• 1517-74-4 1-(isopropylsulfinyl)-4-methylbenzene 
• 49833-45-6 tert-butyl 4-methylphenyl sulfoxide 
• 30506-35-5 butyl(p-tolyl)sulfoxide 
• 29627-34-7 4-(phenyldisulfanyl)toluene 
• 882-33-7 diphenyldisulfane 
• 536-57-2 p-toluene sulfinic acid 

Relevant academic research and scientific papers

One-Pot Sulfoxide Synthesis Exploiting a Sulfinyl-Dication Equivalent Generated from a DABSO/Trimethylsilyl Chloride Sequence

A one-pot process for the synthesis of unsymmetrical sulfoxides using organometallic nucleophiles is described. Sulfur dioxide, delivered from the surrogate DABSO (DABCO-bis(sulfur dioxide)), acts as the initial electrophile and combines with the first organometallic reagent to generate a sulfinate intermediate. In situ conversion of the sulfinate to a sulfinate silyl ester, using TMS-Cl (trimethylsilyl chloride), generates a second electrophile, allowing addition of a second organometallic reagent. Organolithium or Grignard reagents can be employed, delivering sulfoxides in good to excellent yields.

SYNTHESIS OF DISULPHIDES AND TRISULPHIDES via ORGANOSILICON COMPOUNDS

Silyl sulphides 2a-b smoothly react with thiolsulphinates 1a-c and thiolsulphonates 6a-c to give unsymmetrical disulphides under mild conditions and in very good yields.The "neutral" conditions used allow one to avoid any side reactions and subsequent randomization of the products.When bis(trimethylsilyl)sulphide, 8, is used, symmetrical trisulphides may be obtained under the same experimental conditions.

SILICON IN ORGANOSULPHUR CHEMISTRY. Part 2. SYNTHESIS OF UNSYMMETRICAL DISULPHIDES

Unsymmetrical aryl- and alkyl-disulphides are prepared from silylsulphides and thiosulphinates or thiosulphonates.Silyl sulphinic esters are also obtained in the reaction of the thiosulphonates.

FACILE REDUCTION OF SULFINIC ACID TO DISULFIDE WITH THIOL AND CHLOROTRIMETHYLSILANE

Sulfinic acids were found to be readily reduced to the corresponding disulfide quantitatively at room temperature upon treatment with a mixture of thiols and chlorotrimethylsilane.