67516-66-9

Basic information

• Product Name: Benzene, 2,4-dinitro-1-(phenylseleno)-
• CAS NO: 67516-66-9
• Molecular Formula: C12H8N2O4Se
• Molecular Weight: 323.167
• Mol File: 67516-66-9.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzene, 2,4-dinitro-1-(phenylseleno)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 2,4-dinitro-1-(phenylseleno)-(67516-66-9)
• EPA Substance Registry System: Benzene, 2,4-dinitro-1-(phenylseleno)-(67516-66-9)

Safety Data

• Hazardous Substances Data: 67516-66-9(Hazardous Substances Data)

Upstream product

• 645-96-5 Benzeneselenol 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 1666-13-3 diphenyl diselenide 
• 97-02-9 2,4-Dinitroanilin 
• 584-48-5 2,4-dinitrobromobenzene 
• 99-65-0 meta-dinitrobenzene 
• 1111071-92-1 phenylselenyl zinc chloride 
• 6996-92-5 benzeneseleninic acid 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 14971-39-2 benzeneselenolate ion 

Downstream Products

• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 1236252-95-1 C₁₂H₁₂N₂Se 

Relevant articles and documents

Iron(0) nanoparticles mediated direct conversion of aryl/heteroaryl amines to chalcogenides via in situ diazotization

A simple procedure for the synthesis of organo-chalcogenides has been developed by the reaction of aryl/heteroaryl amines with di-aryl/heteroaryl dichalcogenides in the presence of tBuONO and Fe(0) nanoparticles. The reaction proceeds via in situ diazotization followed by chalcogenation. A series of functionalized diaryl/aryl heteroaryl/diheteroaryl/aryl-alkyl selenides, sulfides and tellurides have been obtained by this procedure. Significantly, using this procedure 2,4-dinitroaniline is converted to (2,4-dinitrophenyl)(phenyl)selane which is known as thioredoxin reductase (TR) and glutathione reductase (GR) inhibitor. The reaction goes by a radical pathway and a plausible mechanism has been suggested.

Solvent-controlled halo-selective selenylation of aryl halides catalyzed by Cu(II) supported on Al2O3. A general protocol for the synthesis of unsymmetrical organo mono- and bis-selenides

Alumina-supported Cu(II) efficiently catalyzes selenylation of aryl iodides and aryl bromides by diaryl, dialkyl, and diheteroaryl diselenides in water and PEG-600, respectively, leading to a general route toward synthesis of unsymmetrical diaryl, aryl-alkyl, aryl-heteroaryl, and diheteroaryl selenides. A sequential reaction of bromoiodobenzene with one diaryl/diheteroaryl/dialkyl diselenide in water and another diaryl/diheteroaryl/dialkyl diselenide in PEG-600 in the second step produces unsymmetrical diaryl, diheteroaryl, or aryl-alkyl bis-selanyl benzene. A library of functionalized organo mono- and bis-selenides, including a potent biologically active molecule and a couple of analogues of bioactive selenides, were obtained in high yields by this protocol. The reactions are chemoselective and high yielding. The Cu-Al2O 3 catalyst is recycled for seven runs without any appreciable loss of activity.

Preparation of the first bench-stable phenyl selenolate: An interesting "on water" nucleophilic reagent

In this communication we report the synthesis and the characterization of the first solid and air-stable selenolates, starting from commercially available phenylselenenyl halides and elemental zinc. These reagents were efficiently employed in the ring ope