51238-46-1

Basic information

• Product Name: 4-(phenylsulfanyl)benzonitrile
• Synonyms: 4-(phenylsulfanyl)benzonitrile
• CAS NO: 51238-46-1
• Molecular Formula: C₁₃H₉NS
• Molecular Weight: 211.29
• Mol File: 51238-46-1.mol
• Article Data: 98

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(phenylsulfanyl)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(phenylsulfanyl)benzonitrile(51238-46-1)
• EPA Substance Registry System: 4-(phenylsulfanyl)benzonitrile(51238-46-1)

Safety Data

• Hazardous Substances Data: 51238-46-1(Hazardous Substances Data)

Usage

General Description

4-(phenylsulfanyl)benzonitrile, also known as phenylthio)benzonitrile, is a chemical compound consisting of a benzene ring with a sulfanyl (-S-) group and a nitrile (-CN) group attached to it. It is a yellow to brown crystalline solid with a molecular formula of C13H9NS and a molecular weight of 215.29 g/mol. 4-(phenylsulfanyl)benzonitrile is commonly used in organic synthesis and pharmaceutical research as a building block for the production of various organic compounds. It is also used as a precursor in the synthesis of biologically active molecules and is found in some commercial products. Additionally, 4-(phenylsulfanyl)benzonitrile has potential applications in the development of new materials and as a reagent in chemical reactions.

Upstream product

• 52599-10-7 (4-bromo-phenyl)-phenylsulfanyl-diazene 
• 10442-39-4 tetra-n-butylammonium cyanide 
• 13133-62-5 thiophenolate 
• 623-00-7 4-bromobenzenecarbonitrile 
• 3058-39-7 4-iodobenzonitrile 
• 111278-47-8 C₁₃H₉N₃S 
• 930-69-8 sodium thiophenolate 
• 2252-32-6 4-cyanophenyldiazonium tetrafluoroborate 
• 138373-10-1 4-cyanophenyl mesylate 
• 623-03-0 4-Cyanochlorobenzene 
• 108-98-5 thiophenol 
• 1194-02-1 4-fluorobenzonitrile 
• 36800-95-0 p-cyanophenyl p-toluenesulfonate 
• 619-72-7 4-nitrobenzonitrile 

Downstream Products

• 100723-92-0 N’-hydroxy-4-(phenylthio)benzimidamide 
• 646517-01-3 C₃₀H₂₀N₂O₂S₂ 
• 850566-84-6 C₄₂H₅₂N₂O₂S₂ 
• 84212-05-5 4-phenylthiobenzylamine 
• 618909-31-2 4-(phenylsulfinyl)benzonitrile 
• 2920-38-9 4-cyano-1,1'-biphenyl 
• 4779-37-7 2-bromo-1-(4-(phenylsulfonyl)phenyl)ethan-1-one 
• 65085-83-8 4'-(phenylsulfonyl)acetophenone 
• 28525-13-5 4-(phenylsulfonyl)benzonitrile 

Relevant articles and documents

Electrochemistry Enabled Nickel-Catalyzed Selective C?S Bond Coupling Reaction

This work describes an electrochemical enabled nickel-catalyzed chemoselective C?S bond coupling protocol for the production of aryl sulfides and sulfones. By simply switching the nickel catalysts and electrodes, this electrochemical C?S bond coupling has demonstrated excellent redox activity, scalability and sustainability. Furthermore, the mechanism for this electrochemical cross-coupling reaction has been investigated.

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.

Aryl thioether compound and preparation method thereof

The invention discloses an aryl thioether compound and a synthesis method thereof, wherein an aryl carboxylic acid and a mercaptan (phenol) are used as main raw materials, and a nickel catalyst is prepared. Under the action of the phosphine ligand and the additive, the aryl carboxylic acid and the thiol (phenol) react in an organic solvent, and after the reaction is finished, the corresponding aryl thioether is obtained. The method has the advantages of low cost, high yield, simple and convenient operation, no pollution and the like, and has potential industrial application prospects. The method provides a cheap and green way for preparation of aryl thioether compounds.