81926-96-7

Basic information

• Product Name: 2,2'-diselenediylbis(1-phenylethanone)
• Synonyms: 2,2'-diselenediylbis(1-phenylethanone)
• CAS NO: 81926-96-7
• Molecular Weight: 396.206
• Mol File: 81926-96-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,2'-diselenediylbis(1-phenylethanone)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-diselenediylbis(1-phenylethanone)(81926-96-7)
• EPA Substance Registry System: 2,2'-diselenediylbis(1-phenylethanone)(81926-96-7)

Safety Data

• Hazardous Substances Data: 81926-96-7(Hazardous Substances Data)

Upstream product

• 532-27-4 1-chloroacetophenone 
• 60-29-7 diethyl ether 
• 28076-02-0 1,5-diphenyl-3,3-dichloro-3-selena-1,5-pentanedione 
• 7732-18-5 water 
• 67131-27-5 1-phenyl-2-(selenocyanato)acetaldehyde 
• 1612188-24-5 C₂₀H₂₂O₄Se₂ 
• 3418-21-1 2-(bromomethyl)-2-phenyl-1,3-dioxolane 
• 98-86-2 acetophenone 
• 163224-05-3 phenylsulfinylselenyl chloride 
• 2648-61-5 2,2-dichloroacetophenone 
• 163224-01-9 2-(selenophenylsulfonyl)acetophenone 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 532-27-4 1-chloroacetophenone 
• 39167-49-2 1,5-diphenyl-3-selena-1,5-pentanedione 

Relevant articles and documents

Breaking bonds with electrons: Stepwise and concerted reductive cleavage of C-S, C-Se and Se-CN bonds in phenacylthiocyanates and phenacylselenocyanates

The mechanistic aspects of the electrochemical reduction of phenacylthio- and selenocyanates have been studied. With phenacylthiocyanates (1), a change in the reductive cleavage mechanism is observed as a function of the substituent on the phenyl ring. While a stepwise mechanism involving the intermediacy of a radical anion is followed for substrates bearing a strong electron withdrawing group, such as cyano and nitro substituent (1d, 1e), and a concerted mechanism is favoured for compounds bearing an electron-donating or no substituent on the phenyl ring (1a-c). A regioselective bond cleavage leads to the fragmentation of the CH2-S bond with all compounds 1a-e, further yielding the corresponding 1,4-diketone (3) as products. Contrastingly, with phenacylselenocyanates (2), two different reductive cleavages occur involving the breaking of both the CH2-Se and Se-CN bonds. Several products are obtained, all coming from nucleophilic attack at the α (phenacyl) carbon or the selenium atom.

Di(phenylsulfonyl) diselenide (PhSO2Se)2 and phenylsulfonylselenyl chloride (PhSO2SeCl) as new selenium-transfer reagents in the synthesis of functionalised diselenides and selenides

The title electrophilic selenium reagents have been used to synthesise functionalised diselenides and selenides.

Convenient Syntheses of N,N-Dialkylselenoamides and N,N,N',N'-Tetraalkylselenoureas by Treating Terminal gem-Dihaloalkanes, Chloroform , or Sodium Trichloroacetate with a Base, Elemental Selenium, and Amines

Treatment of terminal gem-dihaloalkanes, chloroform or sodium trichloroacetate with elemental selenium in the presence of NaH and an excess amount of primary or secondary amines gave selenoamides and selenoureas in modest yields.