5633-55-6

Basic information

• Product Name: 4-PHENYLTHIOPHENOL
• Synonyms: 4-PHENYLTHIOPHENOL;4-Hydroxyphenyl phenyl sulfide;p-(Phenylthio))phenol;Phenyl 4-hydroxyphenyl sulfide;p-Phenylthiophenol
• CAS NO: 5633-55-6
• Molecular Formula: C₁₂H₁₀OS
• Molecular Weight: 186.27
• Mol File: 5633-55-6.mol
• Article Data: 35

Chemical Properties

• Melting Point: 108-110°C
• Boiling Point: 133°C/0.1mm
• Appearance: /
• Density: 1.250
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 4-PHENYLTHIOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYLTHIOPHENOL(5633-55-6)
• EPA Substance Registry System: 4-PHENYLTHIOPHENOL(5633-55-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 5633-55-6(Hazardous Substances Data)

Usage

Description

4-Phenylthiophenol, with the molecular formula C12H10S, is a thiophenol derivative featuring a phenyl group attached to a thiophenol ring. This chemical compound is recognized for its strong antioxidant and antibacterial properties, as well as its versatility in undergoing chemical reactions such as oxidation, reduction, and substitution. These characteristics make 4-phenylthiophenol a valuable building block in the synthesis of a wide array of organic compounds, including those used in pharmaceuticals, agrochemicals, and materials.

Uses

Used in Pharmaceutical Industry:
4-Phenylthiophenol is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its ability to facilitate the creation of diverse organic molecules. Its antioxidant and antibacterial properties also contribute to its potential use in developing new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Phenylthiophenol serves as a precursor for the development of new agrochemicals, leveraging its chemical reactivity to produce compounds with pesticidal or herbicidal properties.
Used in Materials Science:
4-Phenylthiophenol is utilized as a building block in the synthesis of advanced materials, taking advantage of its chemical properties to engineer materials with specific characteristics for various applications.
Used in Industrial Applications:
4-Phenylthiophenol's strong antioxidant properties make it suitable for use in industrial applications where protection against oxidation is necessary, such as in the manufacturing of plastics and other synthetic materials.
Used in Medical Applications:
4-PHENYLTHIOPHENOL's antibacterial properties suggest potential uses in medical applications, possibly in the development of new antibiotics or as a component in disinfectants and sanitizers.

Upstream product

• 5633-57-8 1-methoxy-4-(phenylsulfanyl)benzene 
• 1192-40-1 copper(I) thiophenolate 
• 106-48-9 4-chloro-phenol 
• 540-38-5 p-Iodophenol 
• 108-98-5 thiophenol 
• 10035-10-6 hydrogen bromide 
• 108-24-7 acetic anhydride 
• 106-41-2 4-bromo-phenol 
• 931-59-9 benzenesulfenyl chloride 
• 108-95-2 phenol 
• 60-29-7 diethyl ether 
• 618-41-7 Benzenesulfinic acid 
• 1135-14-4 4-aminophenyl phenyl sulfide 
• 637-89-8 4-sulfanylphenol 

Downstream Products

• 65962-17-6 4-(phenylthio)phenoxyethanol 
• 60677-93-2 propargyloxy-[4-(phenylmercapto)-phenoxy]-methane 
• 931-59-9 benzenesulfenyl chloride 
• 882-33-7 diphenyldisulfane 
• 3112-84-3 4-methoxyphenyl phenyl sulfone 
• 7402-69-9 p-hydroxyphenyl p-tolyl sulfone 
• 445283-60-3 4-phenylsulfinylphenoxyethyl 4-toluenesulfonate 
• 445283-58-9 2-[2-(4-benzenesulfinyl-phenoxy)-ethoxy]-tetrahydro-pyran 
• 445283-59-0 4-phenylsulfinylphenoxyethanol 
• 445283-57-8 4-phenylsulfanylphenoxyethyl tetrahydro-2H-pyran-2-yl ether 
• 5633-57-8 1-methoxy-4-(phenylsulfanyl)benzene 
• 111501-42-9 (2-dimethylcarbamoyloxy-5-phenylsulfanyl-benzyl)-trimethyl-ammonium; bromide 
• 14763-63-4 4-benzenesulfinyl-phenol 

Relevant articles and documents

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.

Microwave-Assisted Copper Slag-Catalyzed Green S-Arylation of Arenethiols with Arylboronic Acids

Abstract: Diaryl sulfides have been synthesized in moderate to excellent yield by S-arylation of arenethiols with arylboronic acids using copper slag as a catalyst. Copper slag is a by-product obtained from smelting and refining of copper. Conventional heating method has been compared with the microwave-assisted technique. The proposed microwave-assisted synthesis provides excellent yields of diaryl sulfides in a short time (10 min) and is ligand-free, green, and cost-effective.

Achieving Nickel Catalyzed C-S Cross-Coupling under Mild Conditions Using Metal-Ligand Cooperativity

A simple and efficient approach of C-S cross-coupling of a wide variety of (hetero)aryl thiols and (hetero)aryl halides under mild conditions, mostly at room temperature, catalyzed by well-defined singlet diradical Ni(II) catalysts bearing redox noninnocent ligands is reported. Taking advantage of ligand centered redox events, the high-energetic Ni(0)/Ni(II) or Ni(I)/Ni(III) redox steps were avoided in the catalytic cycle. The cooperative participation of both nickel and the coordinated ligands during oxidative addition/reductive elimination steps allowed us to perform the catalytic reactions under mild conditions.