63752-74-9

Basic information

• Product Name: Benzenesulfinothioic acid, S-(1,1-dimethylethyl) ester
• CAS NO: 63752-74-9
• Molecular Formula: C10H14OS2
• Molecular Weight: 214.353
• Mol File: 63752-74-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenesulfinothioic acid, S-(1,1-dimethylethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfinothioic acid, S-(1,1-dimethylethyl) ester(63752-74-9)
• EPA Substance Registry System: Benzenesulfinothioic acid, S-(1,1-dimethylethyl) ester(63752-74-9)

Safety Data

• Hazardous Substances Data: 63752-74-9(Hazardous Substances Data)

Upstream product

• 2943-20-6 1-(tert-butyl)-2-phenyldisulfane 
• 75-66-1 2-methylpropan-2-thiol 
• 618-41-7 Benzenesulfinic acid 
• 21230-20-6 benzenesulfinyl azide 
• 4972-29-6 benzenesulphinyl chloride 

Downstream Products

• 68510-84-9 C₁₀H₁₄O₂S₃ 

Relevant articles and documents

Oxidation of disulfides to thiolsulfinates with hydrogen peroxide and a cyclic seleninate ester catalyst peroxide and a cyclic seleninate ester catalyst

Cyclic seleninate esters function as mimetics of the antioxidant selenoenzyme glutathione peroxidase. They catalyze the reduction of harmful peroxides with thiols, which are converted to disulfides in the process. The possibility that the seleninate esters could also catalyze the further oxidation of disulfides to thiolsulfinates and other overoxidation products under these conditions was investigated. This has ramifications in potential medicinal applications of seleninate esters because of the possibility of catalyzing the unwanted oxidation of disulfide-containing spectator peptides and proteins. A variety of aryl and alkyl disulfides underwent facile oxidation with hydrogen peroxide in the presence of catalytic benzo-1,2-oxaselenolane Se-oxide affording the corresponding thiolsulfinates as the principal products. Unsymmetrical disulfides typically afforded mixtures of regioisomers. Lipoic acid and N,N′-dibenzoylcystine dimethyl ester were oxidized readily under similar conditions. Although isolated yields of the product thiolsulfinates were generally modest, these experiments demonstrate that the method nevertheless has preparative value because of its mild conditions. The results also confirm the possibility that cyclic seleninate esters could catalyze the further undesired oxidation of disulfides in vivo.

Reaction of Benzenesulfinyl Azide with Thiols and Amines. Preparation of Thiosulfinates and Sulfinamides

Reaction of benzenesulfinyl azide (1) with thiols at -20 deg C gave thiosulfinates and hydrazoic acid.Reaction of 1 with primary and secondary amines gave sulfinamides and hydrazoic acid.The presence of a hydroxyl group in the thiol or amine did not change the course of the reaction.Thus, a thiosulfinate and sulfinamide containing a free hydroxyl group could be prepared.Yields ranging from 41percent to 93percent were obtained.