2974-06-3

Basic information

• Product Name: Benzene, 1-phenoxy-4-(phenylthio)-
• CAS NO: 2974-06-3
• Molecular Formula: C18H14OS
• Molecular Weight: 278.375
• Mol File: 2974-06-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzene, 1-phenoxy-4-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-phenoxy-4-(phenylthio)-(2974-06-3)
• EPA Substance Registry System: Benzene, 1-phenoxy-4-(phenylthio)-(2974-06-3)

Safety Data

• Hazardous Substances Data: 2974-06-3(Hazardous Substances Data)

Upstream product

• 65662-88-6 phenyl(4-bromophenyl)sulfide 
• 100-67-4 potassium phenolate 
• 101-55-3 4-Bromodiphenyl ether 
• 108-98-5 thiophenol 
• 2974-94-9 4-phenoxyiodobenzene 
• 101-84-8 diphenylether 
• 14204-27-4 N-phenylthiophthalimide 
• 269410-26-6 phenyl 4-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)]phenyl ether 
• 873-55-2 sodium benzenesulfonate 
• 51067-38-0 4-phenoxyphenylboronic acid 
• 144150-76-5 4-phenoxyphenyl 4-methylbenzenesulfonate 
• 2215-77-2 4-Phenoxybenzoic acid 

Downstream Products

• 47189-05-9 1-phenoxy-4-(phenylsulfonyl)benzene 

Relevant articles and documents

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.

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.

AlCl3-mediated aromatic phenylthiation with N-phenylthiophthalimide

N-Phenylthiophthalimide reacts with AlCl3 or TiCl4 in arenes to give phenylthiated arenes alone via a phenylsulfenium ion intermediate, modified neglect of diatomic overlap (MNDO) molecular orbital calculations of which revealed that the positive charge preferentially populates the sulfur atom rather than the phenyl group in the phenylsulfenium ion.