30876-61-0

Basic information

• Product Name: Diselenide, bis[(4-nitrophenyl)methyl]
• CAS NO: 30876-61-0
• Molecular Formula: C14H12N2O4Se2
• Molecular Weight: 430.18
• Mol File: 30876-61-0.mol

Chemical Properties

• CAS DataBase Reference: Diselenide, bis[(4-nitrophenyl)methyl](CAS DataBase Reference)
• NIST Chemistry Reference: Diselenide, bis[(4-nitrophenyl)methyl](30876-61-0)
• EPA Substance Registry System: Diselenide, bis[(4-nitrophenyl)methyl](30876-61-0)

Safety Data

• Hazardous Substances Data: 30876-61-0(Hazardous Substances Data)

Upstream product

• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 619-73-8 4-nitrobenzyl chloride 
• 68-12-2 N,N-dimethyl-formamide 
• 30876-75-6 selenosulfuric acid Se-(4-nitro-benzyl ester); potassium salt 
• 555-16-8 4-nitrobenzaldehdye 
• 7732-18-5 water 
• 60-29-7 diethyl ether 
• 100-14-1 4-nitrobenzyl chloride 
• 83293-39-4 4-nitrobenzyl-selenocyanate 
• 619-78-3 1-dichloromethyl-4-nitrobenzene 
• 109-89-7 diethylamine 
• 98196-77-1 N-succinylcysteamine 

Downstream Products

• 1350431-55-8 5-nitro-2-((4-nitrobenzyl)selenyl)benzaldehyde 

Relevant articles and documents

Multistep Synthesis of Organic Selenides under Visible Light Irradiation: A Continuous-Flow Approach

The potential application of multistep continuous-flow systems has had a great impact on the syntheses of active pharmaceutical ingredients, natural products, and commodity chemicals. In this report, the highly efficient combination of a chemical reduction and a photochemical Csp2-H activation reaction for selenylation of biologically relevant electron-rich arenes was achieved by means of a continuous-flow process. First, the reduction of alkyl and aryl selenocyanates by Rongalite was achieved giving the corresponding diselenides; second, the photoactivation of the Se-Se bond resulted in the selenylation of electron-rich arenes, both steps from good to excellent yields. In all cases, the reaction time was shortened, and isolated yields were improved when compared to batch reaction conditions. Furthermore, connecting both reactions in a multistep continuous-flow sequence was possible even when reductive and photooxidative transformations were coupled.

Alternative Protocol for the Synthesis of Symmetrical Dibenzyl Diselenides and Disulfides

A one-pot protocol for the preparation of symmetrical dibenzyl diselenides and disulfides from the corresponding benzyl alcohols employing NaBH2Se3 and NaBH2S3 as selenium-transfer and sulfur-transfer reagent, respectively, is described. Structurally diverse substituted benzyl alcohols afforded the corresponding diselenides and disulfides in good to excellent yields. The protocol is simple and mild, and the products were obtained within a short reaction time.

Selenocyanates and diselenides: A new class of potent antileishmanial agents

Thirty five selenocyanate and diselenide compounds were subjected to in vitro screening against Leishmania infantum promastigotes and the most active ones were also tested in an axenic amastigote model. In order to establish the selectivity indexes (SI) t

Selenophilicity of copper in selenium-carbon bond formation from selenous acid using Cu(II)/Sn(II) reagent

A selenium transfer reaction from selenous acid to benzyl and alkyl halides is initiated in the presence of stannous chloride and a catalytic amount of cupric chloride resulting in the formation of the corresponding diorganoselenides and/or diorganodiselenides as the major products as indicated by 1H, 13C, 77Se NMR, and MS. The reaction is characterized by a dual-metal effect at the selenium activation and transfer step. Thus, initial reaction of stannous chloride, cupric chloride, and selenous acid gives rise to α-Cu2Se. Selenium transfer from the latter to the organic halide takes place with additional assistance of stannous chloride. Copyright Taylor & Francis Group, LLC.

Tetraethylammonium tetraselenotungstate: A new and efficient selenium transfer reagent for the chemoselective synthesis of functionalised diselenides

A variety of functionalised organodiselenides were prepared in excellent yields from the corresponding halides and activated alcohols on treatment with tetraethylammonium tetraselenotungstate 1 under very mild conditions.

A convenient one-pot synthesis of dibenzyl diselenides under microwave irradiation conditions

A simple, rapid and efficient method for the synthesis of dibenzyl diselenides under microwave irradiation is reported. The effect of microwave irradiation power, times and solvent on the reaction is investigated.

Highly chemoselective synthesis of functionalized diselenides from alkyl halides using benzyltriethylammonium tetrathiomolybdate

A variety of functionalized selenocyanates generated in situ from the corresponding alkyl halides undergo a facile reductive coupling on treatment with benzyltriethylammonium tetrathiomolybdate 1 under very mild conditions to give the corresponding disele

A Willgerodt-Kindler Type Selenation of Dihalomethane Derivatives, Chloroform, and Sodium Trichloroacetate by Treating with a Base, Elemental Selenium, and an Amine

Treatment of dihalomethane derivatives, chloroform, or sodium trichloroacetate with elemental selenium in the presence of NaH and an excess amount of an amine gave the corresponding selenoamides, selenoureas, and bis(selenocarbamoyl) triselenides in modest yields. These products were afforded from reactive intermediates related to "selenocarbonyl halides" and "selenophosgenoids" generated by the reaction of dichloromethanide ions and trichloromethanide ion with N-alkylated aminopolyselenide species (R2N-(Se)n-).

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.

Convenient Synthesis of Dibenzyl Diselenides under Phase Transfer Conditions

A convenient and simple method for the synthesis of dibenzyl diselenides under phase transfer conditions is described.The process involves the reaction of selenium with sodium hydroxide at 65-70 deg C and under phase transfer conditions to give sodium diselenides, which reacts with benzyl halides to afford the dibenzyl diselenides in good to excellent isolated yields.The reaction mechanism is briefly discussed.