17417-76-4

Basic information

• Product Name: Benzene, [(3-phenyl-2-propenyl)seleno]-
• CAS NO: 17417-76-4
• Molecular Formula: C15H14Se
• Molecular Weight: 273.236
• Mol File: 17417-76-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, [(3-phenyl-2-propenyl)seleno]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(3-phenyl-2-propenyl)seleno]-(17417-76-4)
• EPA Substance Registry System: Benzene, [(3-phenyl-2-propenyl)seleno]-(17417-76-4)

Safety Data

• Hazardous Substances Data: 17417-76-4(Hazardous Substances Data)

Upstream product

• 1666-13-3 diphenyl diselenide 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 2687-12-9 cinnamyl chloride 
• 77134-01-1 (Z)-cinnamyl acetate 
• 591-50-4 iodobenzene 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 

Downstream Products

• 56539-58-3 4-methyl-1-phenyl-pent-2-ene-1,4-diol 
• 86428-22-0 2-phenylseleno-1,3-dihydroxy-1-phenylpropane 
• 58567-43-4 4-methyl-N-(1-phenyl-allyl)-benzenesulfonamide 

Relevant articles and documents

Rhodium-Catalyzed Carbene Transfer Reactions for Sigmatropic Rearrangement Reactions of Selenium Ylides

The rearrangement of selenium ylides is even today almost unexplored, although it would provide access to important organoselenium compounds with broad downstream applications. In this report, the first systematic study of sigmatropic rearrangement reactions of selenium ylides using a simple rhodium catalyst with catalyst loadings as low as 0.01 mol % is described. Selenium oxide pyrolysis of the rearrangement products gives access to important 1,1-disubstituted butadienes.

Ruthenium(iii)-catalysed phenylselenylation of allyl acetates by diphenyl diselenide and indium(i) bromide in neat: Isolation and identification of intermediate

A fast and efficient phenylselenylation of allyl acetates by diphenyl diselenide and indium(i) bromide has been achieved in neat under the catalysis of Ru(acac)3. The intermediate complex of diphenyl diselenide and indium has been isolated and identified as a polymeric pentacoordinated In(iii) selenolate complex, [In(SePh)3]n.

General synthesis of alkyl phenyl selenides from organic halides mediated by zinc in aqueous medium

Organic halides of different structural types react with diphenyl diselenide and zinc dust in aqueous medium to give alkyl phenyl selenides. Benzylic and allylic bromides, α-bromoesters, acids and ketones and some primary alkyl iodides produce high yields even under acidic conditions. Less reactive halides need basic medium. The reaction proceeds equally well in the presence of various unprotected functional groups. Control experiments support a SH2 mechanism via alkyl radicals.