3541-14-8

Basic information

• Product Name: S-phenyl 4-methylbenzenesulfonothioate
• Synonyms: Toluene-4-thiosulfonic acid, S-phenyl ester
• CAS NO: 3541-14-8
• Molecular Formula: C₁₃H₁₂O₂S₂
• Molecular Weight: 264.3632
• Mol File: 3541-14-8.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 417.2°C at 760 mmHg
• Flash Point: 206.1°C
• Density: 1.32g/cm³
• Vapor Pressure: 8.75E-07mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: S-phenyl 4-methylbenzenesulfonothioate(CAS DataBase Reference)
• NIST Chemistry Reference: S-phenyl 4-methylbenzenesulfonothioate(3541-14-8)
• EPA Substance Registry System: S-phenyl 4-methylbenzenesulfonothioate(3541-14-8)

Safety Data

• Hazardous Substances Data: 3541-14-8(Hazardous Substances Data)

Usage

General Description

S-Phenyl 4-methylbenzenesulfonothioate is a chemical compound that belongs to the class of benzenesulfonothioates. It is often used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. S-phenyl 4-methylbenzenesulfonothioate is a white crystalline solid with a molecular formula of C13H12O2S2 and a molecular weight of 248.36 g/mol. It has a melting point of 113-116°C and is sparingly soluble in water. S-Phenyl 4-methylbenzenesulfonothioate is commonly used as a reagent in organic synthesis for the preparation of sulfur-containing compounds. It is important to handle this compound with care as it may be harmful if ingested, inhaled, or comes into contact with the skin.

Upstream product

• 1208-20-4 S-phenyl benzenethiosulfinate 
• 35662-09-0 2-phenylsulfanyl-2,3-dihydro-1H-indane-1,3-dione 
• 7385-85-5 naphthalen-2-yl tosylate 
• 108-98-5 thiophenol 
• 1192-40-1 copper(I) thiophenolate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 3753-27-3 sodium 4-methylbenzenesulfonothioate 
• 1593-60-8 p-toluenesulfonylhydroxylamine 
• 29627-34-7 4-(phenyldisulfanyl)toluene 
• 28519-50-8 potassium thiotosylate 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 882-33-7 diphenyldisulfane 
• 2637-34-5 2-Sulfanylpyridine 
• 103-19-5 di(p-tolyl) disulfide 

Downstream Products

• 139-66-2 diphenyl sulfide 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 29627-34-7 4-(phenyldisulfanyl)toluene 
• 109100-37-0 anilinium p-toluenesulfinate 
• 17444-54-1 [Co(dimethylglyoximato)2(pyridine)(SC₆H₅)] 
• 33667-80-0 phenyl mesityl sulfide 
• 82211-05-0 1-phenyl-2-(phenylsulfonyl)-2-(phenylthio)ethan-1-one 
• 3128-42-5 S-phenyl 4-methylbenzothioate 
• 60623-60-1 2-(phenylthio)tetrahydrofuran 
• 5718-98-9 benzoyl-phenyl-disulfane 
• 103-19-5 di(p-tolyl) disulfide 
• 882-33-7 diphenyldisulfane 

Relevant articles and documents

Formal Total Synthesis of (+)-C9-Deoxyomuralide from l -Leucine Using a Double Sacrificial Chirality Transfer Approach

Formal stereocontrolled syntheses of (±)- and (+)-C9-deoxyomuralide is reported, constituting one of the shortest routes to the full carbon skeleton reported to date.

Nickel-Catalyzed Difunctionalization of Alkynyl Bromides with Thiosulfonates and N -Arylthio Succinimides: A Convenient Synthesis of 1,2-Thiosulfonylethenes and 1,1-Dithioethenes

An efficient nickel-catalyzed vicinal thiosulfonylation of 1-bromoalkynes with thiosulfonates in the presence of cesium carbonate is described. An operationally simple and highly regioselective atom transfer radical addition (ATRA) of alkynyl bromides provides a wide range of (E)-1,2-thiosulfonylethenes (α-aryl-β-thioarylvinyl sulfones) in moderate to high yields. The extensive substrate scope of both alkynyl bromides and thiosulfonates is explored with a broad range of functional groups. Indole-derived 1,1-bromoalkenes were also successfully explored in this 1,2-thiosulfonylation process. Moreover, the nickel-catalyzed geminal -dithiolation of alkynyl bromides with N -arylthio succinimides provides 1,1-dithioalkenes in high yields. The present protocol is reliable on gram scale, and a sequential one-pot bromination and thiosulfonylation of phenylacetylene is achieved in a scale-up synthesis. Following control experiments, a plausible mechanism is proposed to rationalize the experimental outcome and the vicinal thio-sulfonylation.

Visible-light-promoted synthesis of secondary and tertiary thiocarbamates from thiosulfonates andN-substituted formamides

A general visible-light-promoted metal-free synthesis of secondary and tertiary thiocarbamates starting from thiosulfonates andN-substituted formamides is developed. By employing rhodamine B as a photocatalyst andtert-butyl hydroperoxide (TBHP) as an oxidant, a wide scope of thiocarbamates can be obtained through direct thiolation of acyl C-H bonds under irradiation of blue light at room temperature for 12 h.