57204-86-1

Basic information

• Product Name: Diselenide, bis[4-(trifluoromethyl)phenyl]
• CAS NO: 57204-86-1
• Molecular Formula: C14H8F6Se2
• Molecular Weight: 448.128
• Mol File: 57204-86-1.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: Diselenide, bis[4-(trifluoromethyl)phenyl](CAS DataBase Reference)
• NIST Chemistry Reference: Diselenide, bis[4-(trifluoromethyl)phenyl](57204-86-1)
• EPA Substance Registry System: Diselenide, bis[4-(trifluoromethyl)phenyl](57204-86-1)

Safety Data

• Hazardous Substances Data: 57204-86-1(Hazardous Substances Data)

Upstream product

• 402-51-7 4-(trifluoromethyl)phenylmagnesium bromide 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 455-13-0 4-Iodobenzotrifluoride 
• 109541-76-6 tris(4-(trifluoromethyl)phenyl)bismuthane 
• 402-43-7 p-trifluoromethylphenyl bromide 

Downstream Products

• 137540-74-0 (Z)-1,2-bis<<(p-trifluoromethyl)phenyl>seleno>-1-octene 
• 137540-80-8 (Z)-1,3-bis<<(p-trifluoromethyl)phenyl>seleno>-2-nonen-1-one 
• 137540-80-8 (E)-1,3-bis<<(p-trifluoromethyl)phenyl>seleno>-2-nonen-1-one 
• 196092-20-3 (1S,3R,5R,7R)-3-Chloro-10,10-dimethyl-3-(4-trifluoromethyl-phenyl)-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane 

Relevant articles and documents

Visible Light-Mediated C(sp2)–H Selenylation of Amino Pyrazole and Amino Uracils in the Presence of Rose Bengal as an Organophotocatalyst

Herein, we report an efficient methodology for the synthesis of alkyl, benzyl, and phenyl selenoethers of aminopyrazoles and aminouracils by C(sp2)–H functionalization in the presence of visible light and Rose Bengal as an organophotocatalyst. The reaction of amino pyrazole/iosothiazole/isoxazole or amino uracils with 0.5 equivalent of diphenyl/dibenzyl/diethyl diselenides in the presence of visible light in acetonitrile medium and a catalytic amount of Rose Bengal provided the corresponding phenyl, benzyl, or ethyl selenoethers in good to very good yields. We have also utilized some of the selenylated aminopyrazoles for the preparation of pyrazole-fused dihydropyrimidines tethered with arylselenoethers by a catalyst-free one-pot three-component reaction. The notable features of this methodology are metal-free reaction conditions, good to very good yields, use of an organic photocatalyst, and wide substrate scope; it is also applicable to gram-scale synthesis and provides selenoethers of medicinally important heterocycles such amio-pyrazole, isoxazole, isothiazole, and uracils.

Enhancing the Potential of Miniature-Scale DNA-Compatible Radical Reactions via an Electron Donor-Acceptor Complex and a Reversible Adsorption to Solid Support Strategy

DNA-encoded library (DEL) technology is a powerful tool in the discovery of bioactive probe molecules and drug leads. Mostly, the success in DEL technology stems from the molecular diversity of the chemical libraries. However, the construction of DELs has been restricted by the idiosyncratic needs and the required low concentration (～1 mM or less) of the library intermediate. Here, we report visible-light-promoted on-DNA radical coupling reactions via an electron donor-acceptor (EDA) complex and a reversible adsorption to solid support (RASS) strategy. This protocol provides a unique solution to the challenges of increasing the reactivity of highly diluted DNA substrates and reducing the residues of heavy metals from photocatalysts. A series of on-DNA indole sulfone and selenide derivatives were obtained with good to quantitative conversions. It is anticipated that these mild-condition on-DNA radical reactions will significantly improve the chemical diversity of DELs and find widespread utility to DEL construction.

Metal-free synthesis of unsymmetrical selenides from pyridinium salts and diselenides catalysed by visible light

We report the first metal-free selenolations of pyridinium salts with diselenides to prepare unsymmetrical organoselenides catalysed by visible light. This protocol is an efficient and green method for the preparation of unsymmetrical organoselenides because metal-free conditions and readily accessible diselenides are used.