622-20-8

Basic information

• Product Name: 1,2-BIS(PHENYLTHIO)ETHANE
• Synonyms: ([2-(Phenylsulfanyl)ethyl]sulfanyl)benzene;1,2-Di(phenylthio) ethane;Benzene, 1,1'-[1,2-ethanediylbis(thio)]bis-;Bis(phenylthio)ethane;Ethane, 1,2-bis(phenylthio)-;1,2-BIS(PHENYLTHIO)ETHANE;AKOS BBS-00004432;1,2-Bis(phenylthio)ethane,98%
• CAS NO: 622-20-8
• Molecular Formula: C₁₄H₁₄S₂
• Molecular Weight: 246.39
• EINECS: 210-723-5
• Mol File: 622-20-8.mol
• Article Data: 24

Chemical Properties

• Melting Point: 68 °C
• Boiling Point: 65 °C / 3mmHg
• Flash Point: 184.6 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 1.48E-05mmHg at 25°C
• Refractive Index: 1.646
• Water Solubility: Insoluble in water.
• BRN: 1877719
• CAS DataBase Reference: 1,2-BIS(PHENYLTHIO)ETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BIS(PHENYLTHIO)ETHANE(622-20-8)
• EPA Substance Registry System: 1,2-BIS(PHENYLTHIO)ETHANE(622-20-8)

Safety Data

• Safety Statements: 22-24/25
• TSCA: Yes
• HazardClass: STENCH
• Hazardous Substances Data: 622-20-8(Hazardous Substances Data)

Usage

Uses

1,2-Bis(phenylthio)ethane, is used for the synthesis of the bismaleimide resin, APO-BMI, used in syntactic foams.

InChI:InChI=1/C14H14S2/c1-3-7-13(8-4-1)15-11-12-16-14-9-5-2-6-10-14/h1-10H,11-12H2

Upstream product

• 7205-91-6 phenylthiomethyl chloride 
• 108-98-5 thiophenol 
• 106-93-4 ethylene dibromide 
• 699-12-7 2-(phenylthio)ethanol 
• 20451-53-0 Phenyl vinyl sulfoxide 
• 5535-49-9 2-Chloroethyl phenyl sulfide 
• 108-88-3 toluene 
• 60-29-7 diethyl ether 
• 4837-01-8 1-bromo-2-phenylthioethane 
• 107-06-2 1,2-dichloro-ethane 
• 882-33-7 diphenyldisulfane 
• 100-68-5 methyl-phenyl-thioether 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 12107-04-9 dicarbonyl(cyclopentadienyl)iron(II) chloride 

Downstream Products

• 943-78-2 hexyl phenyl sulfide 
• 599-94-0 1,2-bis(phenylsulfonyl)ethane 
• 21461-71-2 1,2-Bis(phenylsulfinyl)ethane 
• 1822-73-7 phenylthioethylene 
• 21461-90-5 (meso)-1,2-bis(phenylsulfinyl)ethane 
• 64148-07-8 1,1,2,2-tetrakis(phenylthio)ethane 
• 56692-07-0 S-<2-(Phenylthio)aethyl>-S-phenyl-N-p-tosylsulfilimin 
• 74-85-1 ethene 
• 108-98-5 thiophenol 
• 28045-36-5 1,2-bis(phenylsulfinyl)ethane 
• 29723-57-7 N-(phenylthio)-4-toluenesulfonamide 
• 1062138-83-3 [Pd(pte)PhI] 
• 105597-80-6 cis[PtPh₂(1,2-bis(phenylthio)ethane)] 
• 75687-25-1 (Os(PhSCH₂CH₂SPh)Cl₄) 

Relevant articles and documents

Nucleophilic Cleavage of the Ether Bond of Chlorex in the Chalcogenation with Diphenyl Dichalcogenides in the System Hydrazine Hydrate–KOH

Abstract: The synthesis of unsymmetrical pincer ligands by reactions of diphenyl disulfide and diphenyl diselenide with bis(2-chloroethyl) ether in the system hydrazine hydrate–KOH was accompanied by the formation of 1,2-bis(phenylsulfanyl)ethane, 1,2-bis(phenylselanyl)ethane, and 1-(phenylselanyl)-2-(phenylsulfanyl)ethane as by-products with an overall yield of 23% as a result of nucleophilic cleavage of the C–O–C bond in the initial ether.

A Bulky Disulfoxide Ligand for Pd-Catalyzed Oxidative Allylic C-H Amination with 2,2,2-Trichloroethyl Tosyl Carbamate

Challenging substrates and conditions in homogeneous catalysis pose stringent demands on the ligands used. A novel, bulky, 1-adamantyl-substituted disulfoxide ligand designed after a systematic evaluation of the electronic and steric properties of disulfoxide substituents permits the allylic oxidative C-N coupling reaction to proceed at lower catalyst loading while requiring a smaller excess of reagents. Additionally, this ligand improves the yields when TsNHCOOCH2CCl3, a novel reagent that permits deprotection of the products under both acidic and basic conditions, is used.

A highly efficient heterogeneous rhodium(I)-catalyzed C-S coupling reaction of thiols with polychloroalkanes or alkyl halides under mild conditions

Heterogeneous C-S coupling reaction of thiols with polychloroalkanes or alkyl halides was achieved at 30 or 80 °C in the presence of 5 mol% of an MCM-41-immobilized bidentate phosphine rhodium complex (MCM-41-2P-RhCl(PPh3)) and triethylamine, yielding a variety of formaldehyde dithioacetals, ethylenedithioethers and unsymmetric thioethers in good to excellent yields. This heterogeneous rhodium catalyst can be easily recovered and recycled by simple filtration of the reaction solution and used for at least 10 consecutive trials without significant loss of activity.