90158-88-6

Basic information

• Product Name: Benzene, 1-methoxy-4-[(4-methylphenyl)seleno]-
• CAS NO: 90158-88-6
• Molecular Formula: C14H14OSe
• Molecular Weight: 277.225
• Mol File: 90158-88-6.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1-methoxy-4-[(4-methylphenyl)seleno]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-methoxy-4-[(4-methylphenyl)seleno]-(90158-88-6)
• EPA Substance Registry System: Benzene, 1-methoxy-4-[(4-methylphenyl)seleno]-(90158-88-6)

Safety Data

• Hazardous Substances Data: 90158-88-6(Hazardous Substances Data)

Upstream product

• 32111-94-7 1-methoxy-4-selenocyanatobenzene 
• 2417-95-0 p-tolyllithium 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 21856-94-0 di-p-tolyl diselenide 
• 5720-07-0 4-methoxyphenylboronic acid 
• 38762-70-8 bis(4-methoxyphenyl)diselenide 
• 5720-05-8 4-methylphenylboronic acid 
• 60805-88-1 p-tolylselenyl bromide 
• 52178-47-9 4-methylphenylselenium chloride 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 37773-23-2 p-Selenocresol 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 624-31-7 4-tolyl iodide 
• 696-62-8 para-iodoanisole 

Downstream Products

• 124111-68-8 dichloro-(4-methoxy-phenyl)-p-tolyl-λ⁴-selane 

Relevant articles and documents

An electrochemical method for deborylative selenylation of arylboronic acids under metal- and oxidant-free conditions

An efficient protocol to synthesize aryl selenoethers through deborylative selenylation of widely available arylboronic acids has been established under electrochemical conditions in the absence of metal catalyst and external oxidant. The synthesis of bio

Nickel-Catalyzed Intramolecular Decarbonylative Coupling of Aryl Selenol Esters

This report describes a method for Ni-catalyzed intramolecular decarbonylative coupling, which enables the conversion of areneselenol esters to diaryl selenides. The inexpensive and readily available catalyst can be employed under mild reaction conditions for the construction of structurally diverse diaryl selenides, including heterocyclic and natural product derivatives. (Figure presented.).

Syntheses of Thioethers and Selenide Ethers from Anilines

In this study, a general procedure was proposed for synthesizing thioethers and selenide ethers from anilines under solvent-free and transition-metal-free conditions. Thioethers were formed when anilines reacted with thiols under blue light-emitting-diode (LED) irradiation at room temperature without a photocatalyst. When reactions were performed using anilines and diselenides, the corresponding selenide ethers were obtained with satisfactory to excellent yields. The reaction was performed under photocatalyst-free and solvent-free conditions without blue LEDs. The advantages of this system include convenient operations, mild reaction conditions, satisfactory functional group tolerance, and late-stage selenylation of drug molecules.

Alternative Metal-Free Synthesis of Diorganoyl Selenides and Tellurides Mediated by Oxone

We herein describe an alternative metal-free methodology for the synthesis of diorganyl selenides and tellurides mediated by Oxone . The products were obtained in moderate to excellent yields by reactions of diorganyl diselenides or ditellurides with aryl boronic acids mediated by Oxone with use of EtOH as the solvent. The methodology is applicable to a broad scope of diorganyl dichalcogenides and aryl boronic acids containing electron-rich, electron-poor, and sterically hindered substituents.

Efficient heterogeneous copper-catalysed C–Se coupling of aryl iodides with symmetrical diselenides towards unsymmetrical monoselenides

A highly efficient heterogeneous copper(I)-catalysed C–Se coupling of aryl iodides with diaryl diselenides was achieved in dimethylformamide at 110 °C under neutral conditions by using a 10 mol% of bipyridine-functionalised MCM-41-supported copper(I) complex [bpy-MCM-41-CuI] as the catalyst and magnesium as the reductive reagent, yielding a variety of unsymmetrical diaryl selenides in good to excellent yields. This heterogeneous copper catalyst can be easily recovered by a simple filtration of the reaction solution and recycled at least seven times without significant loss of activity.

Metal-free synthesis of unsymmetrical organoselenides and selenoglycosides

A one-pot, metal-free procedure has been developed to synthesize unsymmetrical organoselenides. In the first step of the reaction, arylation of potassium selenocyanate (KSeCN) with an iodonium reagent proceeds in the absence of a metal catalyst to produce

Atom-Economical Synthesis of Unsymmetrical Diaryl Selenides from Arylhydrazines and Diaryl Diselenides

An atom-economical method for the synthesis of unsymmetrical diaryl selenides from arylhydrazines and stoichiometric amounts of diselenides was developed under mild conditions. The new and facile selenide synthesis involved the use of an inexpensive base in air to form unsymmetrical diaryl selenides in good yields. This C–Se radical arylation of diaryl diselenides was performed by forming aryl radicals from arylhydrazines under oxidative conditions. The formation of a phenyl radical was supported by trapping with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) in air. Therefore, this synthesis might involve a homolytic aromatic substitution (HAS) mechanism. The synthesis is both low costing and environmentally friendly and, therefore, may be useful for the practical synthesis of unsymmetrical diaryl selenides.

Silver-Catalyzed Synthesis of Diaryl Selenides by Reaction of Diaryl Diselenides with Aryl Boronic Acids

We described herein our results on the silver-catalyzed synthesis of diaryl selenides via a cross-coupling reaction of diaryl diselenides with aryl boronic acids. The methodology is tolerant to electron-donor and electron-withdrawing groups at the substrates and the desired products were obtained in good to excellent yields.

Synthesis of Unsymmetrical Diaryl Selenides: Copper-Catalyzed Se-Arylation of Diaryl Diselenides with Triarylbismuthanes

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