18893-63-5

Basic information

• Product Name: Benzene, 1,1'-[1,2-ethenediylbis(thio)]bis-, (E)-
• CAS NO: 18893-63-5
• Molecular Formula: C14H12S2
• Molecular Weight: 244.381
• Mol File: 18893-63-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-[1,2-ethenediylbis(thio)]bis-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-[1,2-ethenediylbis(thio)]bis-, (E)-(18893-63-5)
• EPA Substance Registry System: Benzene, 1,1'-[1,2-ethenediylbis(thio)]bis-, (E)-(18893-63-5)

Safety Data

• Hazardous Substances Data: 18893-63-5(Hazardous Substances Data)

Upstream product

• 540-49-8 cis+trans-dibromoethylene 
• 930-69-8 sodium thiophenolate 
• 35572-08-8 bromomethyl phenyl thioether 
• 156-59-2 cis-1,2-Dichloroethylene 
• 108-98-5 thiophenol 
• 26620-11-1 (E)-2-chlorovinylthiobenzene 
• 7205-91-6 phenylthiomethyl chloride 
• 51849-22-0 iodomethyl phenyl sulfide 
• 2372-45-4 sodium butanolate 
• 3111-52-2 potassium thiophenolate 

Downstream Products

• 6212-77-7 1-phenylthio-1-propyne 
• 2525-41-9 1-(phenylsulfonyl)propyne 
• 108668-79-7 (Ξ)-1-benzenesulfonyl-2-(2-methyl-propane-2-sulfonyl)-ethylene 
• 108668-81-1 (Ξ)-1-benzenesulfonyl-2-(butane-1-sulfonyl)-ethylene 
• 108479-93-2 (Ξ)-1-tert-butylsulfanyl-2-phenylsulfanyl-ethylene 
• 99186-04-6 2-ethoxyvinyl phenyl sulfide 
• 108479-92-1 (Ξ)-1-butylsulfanyl-2-phenylsulfanyl-ethylene 
• 102059-01-8 1,2-bis(benzenesulfonyl)-1,4-cyclohexadiene 
• 102059-00-7 1,2-bis(benzenethio)-1,4-cyclohexadiene 
• 102059-03-0 ortho-phenylsulfonyl phenyl sulfoxide 
• 102059-02-9 1,2-bis(phenylsulphonyl)benzene 
• 80571-24-0 meso-trans-1,2-bis-benzenesulfinyl-ethylene 
• 80571-24-0 racem.-trans-1,2-bis-benzenesulfinyl-ethylene 
• 963-16-6 (E)-1,2-bis(phenylsulfonyl)ethylene 

Relevant articles and documents

DTBB-catalysed lithiation of 1,2-bis(phenylsulfanyl)ethene: Does 1-lithio-2-phenylsulfanylethene really exist?

The reaction of (Z)- or (E)-1,2-bis(phenylsulfanyl)ethene (1) with an excess of lithium and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 2.5 mol%) in the presence of a carbonyl compound as electrophile (Barbier conditions) in THF at -78°C leads, after hydrolysis with water at temperatures ranging between -78°C and rt, to a mixture of the corresponding (Z/E)-unsaturated 1,4-diols 2, the diastereomers ratio being independent of the stereochemistry of the starting materials. Allylic alcohols 3 are the main by-products, resulting from a lithium-hydrogen exchange on some of the lithiated intermediates along the whole process. A mechanistic explanation for the observed behaviour is given.

Synthesis of Vinyl Selenides or Sulfides and Ketene Selenoacetals or Thioacetals by Nickel(II) Vinylation of Sodium Benzeneselenolate or Benzenethiolate

The substitution of bromine atom on a double bond by benzeneselenolate or benzenethiolate anions is catalyzed by the bis(pyridine)nickel bromide complex.Various alkenyl selenides or sulfides and seleno- or thio acetals are prepared in good to excellent yi