5633-57-8

Basic information

• Product Name: Benzene,1-methoxy-4-(phenylthio)-
• Synonyms: Benzene,1-methoxy-4-(phenylthio)-
• CAS NO: 5633-57-8
• Molecular Formula: C₁₃H₁₂OS
• Molecular Weight: 216.3
• Mol File: 5633-57-8.mol
• Article Data: 291

Chemical Properties

• Boiling Point: 350.7°Cat760mmHg
• Flash Point: 165.9°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 8.73E-05mmHg at 25°C
• Refractive Index: 1.622
• CAS DataBase Reference: Benzene,1-methoxy-4-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene,1-methoxy-4-(phenylthio)-(5633-57-8)
• EPA Substance Registry System: Benzene,1-methoxy-4-(phenylthio)-(5633-57-8)

Safety Data

• Hazardous Substances Data: 5633-57-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H12OS/c1-14-11-7-9-13(10-8-11)15-12-5-3-2-4-6-12/h2-10H,1H3

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 1192-40-1 copper(I) thiophenolate 
• 696-62-8 para-iodoanisole 
• 930-69-8 sodium thiophenolate 
• 17333-79-8 p-methoxybenzenediazonium 
• 108-98-5 thiophenol 
• 5633-55-6 4-phenylsulfanylphenol 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 17314-33-9 tributyltin phenyl sulfide 
• 7205-58-5 ethyl (4-methoxyphenyl) sulfide 
• 118-92-3 anthranilic acid 
• 100-66-3 methoxybenzene 
• 882-33-7 diphenyldisulfane 

Downstream Products

• 127279-74-7 (4-methoxyphenyl)diphenylsulfonium hexafluoroantimonate 
• 3112-84-3 4-methoxyphenyl phenyl sulfone 
• 97361-14-3 1-(4-((4-methoxyphenyl)thio)phenyl)ethan-1-one 
• 53279-50-8 2-[4-[(4-methoxyphenyl)thio]phenyl]ethylamine 
• 53279-51-9 4-[[4-(2-aminoethyl)phenyl]thio]phenol 
• 53279-49-5 [4-(4-Methoxy-phenylsulfanyl)-phenyl]-acetonitrile 
• 931-59-9 benzenesulfenyl chloride 
• 7402-69-9 p-hydroxyphenyl p-tolyl sulfone 
• 882-33-7 diphenyldisulfane 
• 74-88-4 methyl iodide 
• 106-41-2 4-bromo-phenol 
• 5633-55-6 4-phenylsulfanylphenol 
• 53279-48-4 C₁₄H₁₃ClOS 
• 951-92-8 1-methoxyl-4-(phenylsulfinyl)benzene 

Relevant articles and documents

Evidence for a mono-electron transfer process in the BF3-promoted reaction of 4'-nitrobenzenesulphenanilide (NBSA)

ESR spectroscopy shows the formation of a radical species in the BF3-promoted reaction of NBSA, an acid/base Lewis-type reaction.

Dimsyl Anion Enables Visible-Light-Promoted Charge Transfer in Cross-Coupling Reactions of Aryl Halides

A methodology is reported for visible-light-promoted synthesis of unsymmetrical chalcogenides enabled by dimsyl anion in the absence of transition-metals or photoredox catalysts. The cross-coupling reaction between aryl halides and diaryl dichalcogenides proceeds with electron-rich, electron-poor, and heteroaromatic moieties. Mechanistic investigations using UV-Vis spectroscopy, time-dependent density functional theory (TD-DFT) calculations, and control reactions suggest that dimsyl anion forms an electron-donor-acceptor (EDA) complex capable of absorbing blue light, leading to a charge transfer responsible for generation of aryl radicals from aryl halides. This previously unreported mechanistic pathway may be applied to other light-induced transformations performed in DMSO in the presence of bases and aryl halides.

Safe, Scalable, Inexpensive, and Mild Nickel-Catalyzed Migita-Like C?S Cross-Couplings in Recyclable Water

A new approach to C?S couplings is reported that relies on nickel catalysis under mild conditions, enabled by micellar catalysis in recyclable water as the reaction medium. The protocol tolerates a wide range of heteroaromatic halides and thiols, including alkyl and heteroaryl thiols, leading to a variety of thioethers in good isolated yields. The method is scalable, results in low residual metal in the products, and is applicable to syntheses of targets in the pharmaceutical area. The procedure also features an associated low E Factor, suggesting a far more attractive entry than is otherwise currently available, especially those based on unsustainable loadings of Pd catalysts.