2974-10-9

Basic information

• Product Name: 1,3-Bis(phenylthio)benzene
• Synonyms: 1,3-Bis(phenylthio)benzene
• CAS NO: 2974-10-9
• Molecular Formula: C₁₈H₁₄S₂
• Molecular Weight: 294.4338
• Mol File: 2974-10-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 461.5°Cat760mmHg
• Flash Point: 240.9°C
• Appearance: /
• Density: 1.23g/cm³
• Vapor Pressure: 2.94E-08mmHg at 25°C
• Refractive Index: 1.702
• CAS DataBase Reference: 1,3-Bis(phenylthio)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Bis(phenylthio)benzene(2974-10-9)
• EPA Substance Registry System: 1,3-Bis(phenylthio)benzene(2974-10-9)

Safety Data

• Hazardous Substances Data: 2974-10-9(Hazardous Substances Data)

Usage

Appearance

White to pale yellow solid

Solubility

Insoluble in water, soluble in organic solvents

Uses

Building block in the synthesis of various organic compounds and materials
Production of polymers and liquid crystals
Crosslinking agent in polymers for electronic devices
Stabilizer in the manufacturing of plastics

Applications

Potential use in organic electronics and optoelectronic devices due to unique molecular structure and electronic properties

Hazard

Considered hazardous if not properly managed

InChI:InChI=1/C18H14S2/c1-3-8-15(9-4-1)19-17-12-7-13-18(14-17)20-16-10-5-2-6-11-16/h1-14H

Upstream product

• 13133-62-5 thiophenolate 
• 625-99-0 3-iodochlorobenzene 
• 114650-60-1 C₁₂H₉BrN₂S 
• 108-98-5 thiophenol 
• 541-73-1 1,3-Dichlorobenzene 
• 108-36-1 1,3-dibromobenzene 
• 882-33-7 diphenyldisulfane 
• 873-55-2 sodium benzenesulfonate 
• 4612-28-6 1,3-phenylenediboronic acid 
• 930-69-8 sodium thiophenolate 
• 626-00-6 1,3-Diiodobenzene 
• 591-18-4 1-Bromo-3-iodobenzene 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 135489-36-0 4-phenylthiothianthrene-5-oxide 

Relevant articles and documents

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.

Generation of Aryl Radicals from Aryl Halides: Rongalite-Promoted Transition-Metal-Free Arylation

A new and practical method for the generation of aryl radicals from aryl halides is reported. Rongalite as a novel precursor of super electron donors was used to initiate a series of electron-catalyzed reactions under mild conditions. These transition-metal-free radical chain reactions enable the efficient formation of C-C, C-S, and C-P bonds through homolytic aromatic substitution or SRN1 reactions. Moreover, the synthesis of antipsychotic drug Quetiapine was performed on gram scale through the described method. This protocol demonstrated its potential as a promising arylation method in organic synthesis.

Disulfides as efficient thiolating reagents enabling selective bis-sulfenylation of aryl dihalides under mild copper-catalyzed conditions

Selective bis-sulfenylation reactions of aryl dihalides have been achieved by copper-catalyzed C-S coupling reactions under mild conditions of refluxing EtOH (80 °C). Employment of disulfides as thiolating reagents enables the production of various bis(phenylthio)benzenes with excellent selectivity, and no products from mono C-S coupling are isolated. the Partner Organisations 2014.