72054-32-1

Usage

Physical properties

Colorless to pale yellow liquid with a strong, unpleasant odor

Usage

Intermediate in pharmaceuticals, agrochemicals, and other organic compounds synthesis

Role in organic chemistry

Reagent for forming carbon-sulfur and carbon-oxygen bonds

Handling precautions

Reacts violently with oxidizing agents and strong bases; requires proper safety measures for storage and usage.

Upstream product

• 67-56-1 methanol 
• 100-53-8 phenylmethanethiol 
• 150-60-7 dibenzyl disulphide 
• 98954-22-4 benzyl methoxymethyl sulfide 

Downstream Products

• 33038-70-9 [(isopropylsulfinyl)methyl]benzene 
• 32785-53-8 benzyl n-propyl sulfoxide 
• 2169-00-8 benzyl-octyl sulfoxide 
• 36635-62-8 (((isocyanomethyl)sulfonyl)methyl)benzene 
• 252228-49-2 C₁₅H₂₅NOS 
• 252228-46-9 C₁₀H₁₅NOS 
• 252228-48-1 C₁₀H₁₅NOS 
• 2844-06-6 [(n-butylsulfinyl)methyl]benzene 

Relevant academic research and scientific papers

Direct synthesis of sulfinic esters via ultrasound accelerated tandem reaction of thiols and alcohols with N-bromosuccinimide

The direct transformation of various thiols and simple alcohols with N-bromosuccinimide into sulfinic esters has been investigated by using different categories of base/acidic catalysts as well as co-solvents under varied reaction conditions. The reaction was found out to afford the sulfinic esters with high yields in the absence of catalysts, especially within the shorter time under the acceleration of ultrasonic irradiation than under the longer-lasting conventional stirring conditions.

Alkyl sulfinates: Formal nucleophiles for synthesizing TosMIC analogs

Alkyl sulfinates function as formal nucleophiles in Mannich-type reactions to give sulfonyl formamides, which are readily dehydrated to the corresponding sulfonylmethyl isonitriles. The efficient, two-step synthesis provides a general route to sulfonylmethyl isonitriles from readily available methyl sulfinates or thiols. Mechanistic analysis reveals that the unusual nucleophlicity of the alkyl sulfinates arises from the in situ release of sulfinic acids.

COMPOSITION, SYNTHESIS, AND USE OF NEW ARYLSULFONYL ISONITRILES

This invention relates to novel isonitriles, including arylsulfonyl isonitriles, and methods for their synthesis. The isonitriles include a conjugated ring system. The structure is designed with the flexibility to have multiple substitution patterns. The isonitriles may be used in applications including, but not limited to, pharmaceutical compositions.

Effects of methoxy substituents on the glutathione peroxidase-like activity of cyclic seleninate esters

Cyclic seleninate esters function as mimetics of the antioxidant enzyme glutathione peroxidase and catalyze the reduction of hydrogen peroxide with a stoichiometric thiol. While a single electron-donating methoxy substituent para to the selenium atom enhances the catalytic activity, m-methoxy groups have little effect and o-methoxy substituents suppress activity. The effects of multiple methoxy groups are not cumulative. This behavior can be rationalized by opposing mesomeric and steric effects. Oxidation of the product disulfide via its thiolsulfinate was also observed.

Hypervalent iodine in synthesis. XXIV: A facile method for the preparation of arylsulfinic esters: Oxidation of disulfides or thiophenols by phenyliodine(III) bis(trifluoroacetate) in the presence of alcohols

Arylsulfinic esters were prepared by the oxidation of diaryl disulfides or thiophenols with phenyliodine(III) bis(trifluoroacetate) in the presence of alcohols.

Sulfinate esters from methoxymethyl sulfides

Several benzene (or phenylmethane) sulfinate esters were synthesized in 53-98% yields from the corresponding methoxymethyl (MOM) sulfides employing NBS as oxidant.

'One-Pot' Synthesis of Sulphinic Esters from Disulphides

Alkane- and arenesulphinic esters can conveniently be prepared from disulphides and alcohols using N-bromosuccinimide or a combination of 3-chloroperoxybenzoic acid and N-bromosuccinimide.