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 
• 623-12-1 4-chloromethoxybenzene 
• 696-62-8 para-iodoanisole 
• 930-69-8 sodium thiophenolate 
• 17333-79-8 p-methoxybenzenediazonium 
• 108-98-5 thiophenol 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 931-59-9 benzenesulfenyl chloride 
• 5633-55-6 4-phenylsulfanylphenol 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 17314-33-9 tributyltin phenyl sulfide 
• 591-50-4 iodobenzene 

Downstream Products

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

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.

Environmentally Friendly and Recyclable CuCl 2-Mediated C-S Bond Coupling Strategy Using DMEDA as Ligand, Base, and Solvent

Simple reaction conditions and recyclable reagents are crucial for environmentally friendly industrial applications. An environment-friendly, recyclable and economic strategy was developed to synthesize diaryl chalcogenides by the CuCl2-catalyzed C S bondformation reaction via iodobenzenes and benzenethiols/1,2-diphenyldisulfanes using N,N'-dimethylethane-1,2-diamine (DMEDA) as ligand, base, and solvent. For these reactions, especially the reactions of diiodobenzenes and aminobenzenethiols/disulfanediyldianilines, a range of substrates are compatible and give the corresponding products in good to excellent yields. Both of the reagents in the catalytic system (CuCl2/DMEDA) are inexpensive, conveniently separable, and recyclable for more than five cycles.

Regioselective C-H Thioarylation of Electron-Rich Arenes by Iron(III) Triflimide Catalysis

A mild and regioselective method for the preparation of unsymmetrical biaryl sulfides using iron(III) catalysis is described. Activation of N-(arylthio)succinimides using the powerful Lewis acid iron(III) triflimide allowed the efficient thiolation of a range of arenes, including anisoles, phenols, acetanilides, and N-heterocycles. The method was applicable for the late-stage thiolation of tyrosine and tryptophan derivatives and was used as the key step for the synthesis of pharmaceutically relevant biaryl sulfur-containing compounds such as the antibiotic dapsone and the antidepressant vortioxetine. Kinetic studies revealed that while N-(arylthio)succinimides bearing electron-deficient arenes underwent thioarylation catalyzed entirely by iron(III) triflimide, N-(arylthio)succinimides with electron-rich arenes displayed an autocatalytic mechanism promoted by the Lewis basic product.