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 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 931-59-9 benzenesulfenyl chloride 
• 951-92-8 1-methoxyl-4-(phenylsulfinyl)benzene 
• 696-62-8 para-iodoanisole 
• 108-98-5 thiophenol 
• 24380-80-1 N-ethyl-S-phenylsulfenamide 
• 100-66-3 methoxybenzene 
• 56-23-5 tetrachloromethane 
• 21122-37-2 S-phenyl 4-methoxybenzothioate 
• 696-63-9 4-Methoxybenzenethiol 
• 108-90-7 chlorobenzene 
• 5720-07-0 4-methoxyphenylboronic acid 

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 
• 53279-48-4 C₁₄H₁₃ClOS 
• 106-41-2 4-bromo-phenol 
• 74-88-4 methyl iodide 
• 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 
• 127279-74-7 (4-methoxyphenyl)diphenylsulfonium hexafluoroantimonate 

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.

Ni(II) Precatalysts Enable Thioetherification of (Hetero)Aryl Halides and Tosylates and Tandem C?S/C?N Couplings

Ni-catalyzed C?S cross-coupling reactions have received less attention compared with other C-heteroatom couplings. Most reported examples comprise the thioetherification of most reactive aryl iodides with aromatic thiols. The use of C?O electrophiles in this context is almost uncharted. Here, we describe that preformed Ni(II) precatalysts of the type NiCl(allyl)(PMe2Ar’) (Ar’=terphenyl group) efficiently couple a wide range of (hetero)aryl halides, including challenging aryl chlorides, with a variety of aromatic and aliphatic thiols. Aryl and alkenyl tosylates are also well tolerated, demonstrating, for the first time, to be competent electrophilic partners in Ni-catalyzed C?S bond formation. The chemoselective functionalization of the C?I bond in the presence of a C?Cl bond allows for designing site-selective tandem C?S/C?N couplings. The formation of the two C-heteroatom bonds takes place in a single operation and represents a rare example of dual electrophile/nucleophile chemoselective process.