165278-87-5

Basic information

• Product Name: Benzene, [[(1E)-1-bromo-2-phenylethenyl]seleno]-
• CAS NO: 165278-87-5
• Molecular Formula: C14H11BrSe
• Molecular Weight: 338.105
• Mol File: 165278-87-5.mol

Chemical Properties

• CAS DataBase Reference: Benzene, [[(1E)-1-bromo-2-phenylethenyl]seleno]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [[(1E)-1-bromo-2-phenylethenyl]seleno]-(165278-87-5)
• EPA Substance Registry System: Benzene, [[(1E)-1-bromo-2-phenylethenyl]seleno]-(165278-87-5)

Safety Data

• Hazardous Substances Data: 165278-87-5(Hazardous Substances Data)

Upstream product

• 30665-96-4 2-phenylethynyl phenyl selenide 
• 100-52-7 benzaldehyde 
• 7436-90-0 2,2-dibromostyrene 
• 1666-13-3 diphenyl diselenide 
• 165278-83-1 (Z)-1-(phenylseleno)-2-phenylethenyl p-toluenesulfonate 

Downstream Products

• 60466-30-0 (Z)-β-(phenylseleno)styrene 
• 218965-47-0 (Z)-1,3-diphenyl-2-(phenylselenyl)prop-2-en-1-one 
• 195620-91-8 (Z)-1-phenyl-2-phenylseleno-4-phenyl-1-buten-3-yne 
• 62762-11-2 β,β-bis(phenylseleno)styrene 
• 13343-79-8 (E)-1,4-Diphenylbut-1-en-3-yne 
• 886-65-7 trans,trans-1,4-Diphenyl-1,3-butadiene 
• 91890-60-7 (1Z,3E)-1,4-diphenyl-2-phenylselanylbuta-1,3-diene 
• 218965-46-9 4-phenyl-3-phenylselanylbut-3-en-2-ol 
• 218965-44-7 C₁₅H₁₄SSe 

Relevant articles and documents

Synthesis of 2-(Arylselanyl)benzo[ b[chalcogenophenes via Intramolecular Cyclization of Vinyl Selenides

An efficient protocol to access 2-arylselanylbenzo[ b[chalcogenophene derivatives through the Cu(I)-catalyzed annulation of vinyl selenides is described. The key vinyl selenides were easily prepared from properly functionalized 1,1-dibromostyrenes and the

1,1-Dibromoalkenes as versatile reagents to a transition metal-free and stereoselective synthesis of (E)-1-bromo-1-selenoalkenes and ketene selenoacetals

We describe here a metal-free and selective method for the synthesis of (E)-1-bromo-1-seleno alkenes and ketene selenoacetals by a stoichiometric and temperature-controlled reaction. These protocols employ a diverse array of 1,1-dibromoalkenes and different diaryl diselenides to afford the corresponding products in good yields and in a short reaction time.

Addition of hydrogen halides to acetylenic selenides. Synthesis of 1- halo-1-selenoalkenes

Acetylenic selenides react with HX (X=Cl, Br, I) at room temperature to give 1-halo-1-selenoalkenes in good yields The 1-iodo-1-selenoalkenes were transformed into the corresponding vinylic organometallics (M=Zn, Cu, Cr).

Alkynyl Phenyl Selenides as Convenient Precursors for the Synthesis of Stereodefined Trisubstituted Alkenes

The addition of p-toluenesulfonic acid to alkynyl phenyl selenides is regio- and stereospecific and affords (Z)-α-(phenylseleno)vinyl p-toluenesulfonates in good yield. α-(Phenylseleno)vinyl halides are obtained from the reactions of these compounds with magnesium halides.The reactions of (Z)-α-(phenylseleno)vinyl p-toluenesulfonates with cyanocuprates afford the corresponding trisubstituted alkenes in which the tosyl group has been selectively substituted by an aryl or an alkyl group with retention of configuration.Finally, the cross coupling reaction of these vinyl selenides with methylmagnesium bromide, in the presence of a nickel catalyst, occurs with retention of configuration and affords the selenium free trisubstituted alkenes.