67734-35-4

Basic information

• Product Name: (R)-tert-Butanethiosulfinate
• Synonyms: (R)-(+)-TERT-BUTYL TERT-BUTANETHIOSULFINATE;(R)-tert-Butanethiosulfinate;(R)-S-TERT-BUTYL 2-METHYLPROPANE-2-SULFINOTHIOATE;2-[(R)-tert-Butylsulfinyl]sulfanyl-2-methyl-propane
• CAS NO: 67734-35-4
• Molecular Formula: C₈H₁₈OS₂
• Molecular Weight: 194.36
• Mol File: 67734-35-4.mol
• Article Data: 14

Chemical Properties

• Melting Point: 78.5-81.2 °C
• Boiling Point: 272.496 °C at 760 mmHg
• Flash Point: 118.602 °C
• Appearance: /
• Density: 1.055 g/cm³
• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (R)-tert-Butanethiosulfinate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-tert-Butanethiosulfinate(67734-35-4)
• EPA Substance Registry System: (R)-tert-Butanethiosulfinate(67734-35-4)

Safety Data

• Hazardous Substances Data: 67734-35-4(Hazardous Substances Data)

Usage

General Description

(R)-tert-Butanethiosulfinate is a chemical compound with the molecular formula C5H12OS2. It is a chiral thiosulfinate, meaning that it has a stereogenic sulfur center and exists in two enantiomeric forms. (R)-tert-Butanethiosulfinate is commonly used as a reagent in organic synthesis, especially in the preparation of chiral sulfoxides. It is also known for its characteristic odor, reminiscent of garlic or onion, and is often used as a flavoring and aroma compound in food products. Additionally, (R)-tert-Butanethiosulfinate has been studied for its potential antimicrobial and antifungal properties, making it a subject of interest in the development of new pharmaceutical and agricultural products.

InChI:InChI=1/C8H18OS2/c1-7(2,3)10-11(9)8(4,5)6/h1-6H3/t11-/m1/s1

Upstream product

• 110-06-5 di-tert-butyl disulfide 

Downstream Products

• 196929-78-9 (R)-2-methylpropane-2-sulfinamide 
• 62076-10-2 (tert-butylsulfinyl)benzene 
• 220263-59-2 (R_S)-2-methyl-N-(1-phenylethylidene)propane-2-sulfinamide 
• 212378-92-2 (R_S)-N-benzyl-2-methylpropane-2-sulfinamide 
• 1192110-12-5 bis(2-((R)-tert-butylsulfinyl)phenoxy)methane 
• 4170-71-2 (R)-(tert-butylsulfinyl)benzene 
• 1192110-03-4 1-(R)-(+)-tert-butylsulfinyl-2-methoxybenzene 
• 1192110-02-3 1-(R)-(+)-tert-butylsulfinyl-2-methylbenzene 
• 1192110-04-5 1-(R)-(+)-tert-butylsulfinyl-2-(methoxymethoxy)benzene 
• 1192110-14-7 1-((R)-tert-butylsulfinyl)-2-(3-(2-((R)-tert-butylsulfinyl)phenoxy)propoxy)benzene 
• 1192110-13-6 1,2-bis(2-((R)-tert-butylsulfinyl)phenoxy)ethane 
• 1220531-60-1 (R,R)-1,2-bis(tert-butylsulfinyl)benzene 
• 1191465-70-9 (R(S))-(-)-1-(tert-butylsulfinyl)-3-methoxybenzene 
• 1310329-93-1 C₁₂H₁₈O₃S 

Relevant articles and documents

Process for synthesizing chiral tert-butanesulfinyl amide

The invention discloses a process for synthesizing chiral tert-butanesulfinyl amide. The process includes carrying out reaction on tert-butyl mercaptan and iodine/hydrogen peroxide acetone to generate di-tert-butyl disulfide; oxidizing hydrogen peroxide under the catalytic effect of vanadium to generate chiral tert-butyl sulfenyl tert-butyl mercaptide; carrying out one-pot reaction on the chiral tert-butyl sulfenyl tert-butyl mercaptide and lithium reagents/liquid ammonia in the presence of alkyl chloride to obtain the tert-butanesulfinyl amide. Compared with existing processes, the process has the advantages that the smoothness of the process can be enhanced, the usage of the liquid ammonia can be reduced to a great extent, and the operational efficiency can be improved.

Enantioselective organocatalytic oxidation of functionalized sterically hindered disulfides

Figure presented The first study on enantioselective oxidation of functionalized sterically hindered disulfides is reported. This study shows that the Shi organocatalytic system using carbohydrate-derived ketone with oxone is superior to the Ellman-Bolm v

Contra-Friedel-Crafts tert-butylation of substituted aromatic rings via directed metallation and sulfinylation

Directed metallation and sulfinylation yields sulfoxides which undergo ipso nucleophilic aromatic substitution with tertiary and secondary alkyllithiums, giving aromatic rings bearing alkyl groups generally incompatible with directed metallation methods and with regioselectivity complementary with classical Friedel-Crafts substitution. The Royal Society of Chemistry 2006.