72474-75-0

Upstream product

• 111-83-1 1-bromo-octane 
• 1666-13-3 diphenyl diselenide 
• 629-27-6 1-Iodooctane 
• 23974-72-3 sodium phenylselenide 
• 51364-94-4 ethyl 2-(phenylselanyl)acetate 
• 111916-74-6 1-(1-oxononoxy)-2-(1H)-pyridinethione 
• 33695-47-5 (phenylselenenyl)acetonitrile 
• 76893-72-6 Ethyl 2-methyl-2-(phenylseleno)propionate 
• 33861-17-5 phenyl trimethylsilyl selenide 
• 645-96-5 Benzeneselenol 
• 463-11-6 1-Fluoro-octane 
• 85028-55-3 phenylselanyldiisobutylaluminum 
• 41924-21-4 phenyl tributylstannyl selenide 
• 1111071-92-1 phenylselenyl zinc chloride 

Downstream Products

• 112-12-9 methyl nonyl ketone 
• 1731-86-8 methyl undecanoate 
• 929-56-6 1-methoxyoctane 
• 1666-13-3 diphenyl diselenide 
• 6048-82-4 decanophenone 

Relevant academic research and scientific papers

Palladium-catalyzed cross-coupling of PhSeSnBu3 with aryl and alkyl halides in ionic liquids: A practical synthetic method of diorganyl selenides

Palladium-catalyzed cross-coupling reactions of phenyl tributylstannyl selenide with aryl and alkyl halides can proceed smoothly in room temperature ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF 6]), to give the corresponding diorganyl selenides in good to high yields. The coupling reaction run in [bmim][PF6] has the advantages of rate acceleration and increase of yield in contrast to the reaction run in toluene. Our system not only avoids the use of easily volatile toluene as a solvent but also solves the basic problem of palladium catalyst reuse.

On the reactivity of indium(III) benzenechalcogenolates (chalcogen = sulfur and selenium) towards organyl halides for the synthesis of organyl phenyl chalcogenides

The reactivity of indium(III) benzenechalcogenolates (chalcogen = sulfur, selenium) towards organyl halides (organyl = alkyl, allyl, benzyl, acyl) was examined. A practical one-pot method to prepare organyl phenyl chalcogenides indium metal and diphenyl dichalcogenide was found. The coupling is fairly broad in scope and generally works better organyl halides capable to produce stable carbocations.

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

Conversion of (sp3)C-F bonds of alkyl fluorides to (sp 3)C-heteroatom (heteroatom = I, SR, SeR, TeR) bonds by the use of magnesium reagents having heteroatom substituents

A convenient method for conversion of (sp3)C-F bonds to (sp 3)C-Z (Z = I, SR, SeR, TeR) bonds has been developed. The reaction proceeds at room temperature using magnesium salts (Z-MgX). SN2 mechanism for substitiution of primary alkyl fluorides with MgI2 in ether was supported by the inversion of the stereochemistry of the carbon connecting to F. Copyright

Conversion of a (sp3)C-F bond of alkyl fluorides to (sp 3)C-X (X = Cl, C, H, O, S, Se, Te, N) bonds using organoaluminium reagents

A simple method for the conversion of (sp3)C-F bonds of alkyl fluorides to (sp3)C-X (X = Cl, C, H, O, S, Se, Te, N) bonds has been achieved by the use of a hexane solution of organoaluminum reagents having Al-X bonds. The Royal Society of Chemistry.

A novel and highly efficient synthetic route to unsymmetrical organoselenides using cesium bases

A new and convenient one-pot method for the preparation of unsymmetrical selenides has been developed. In the presence of cesium hydroxide, molecular sieves, and DMF, benzeneselenol undergoes direct alkylation with various alkyl halides for the synthesis of alkyl phenyl selenides in moderate to excellent yields. Another method to prepare unsymmetrical organoselenides was also completed by coupling terminal alkynes with benzeneselenyl bromide. As an application, the synthesis of a selenopeptide was also accomplished. Furthermore, this methodology was extended to the synthesis of an organoselenide on solid support.

New synthetic method of diorganyl selenides: Palladium-catalyzed reaction of PhSeSnBu3 with aryl and alkyl halides

(formula presented) Palladium complexes such as Pd(PPh3)4 catalyzed the reaction of phenyl tributylstannyl selenide (PhSeSnBu3) with aryl and alkyl halides, giving the corresponding diaryl and alkylaryl selenides in moderate to good yields.

Reductive Cleavage of the Se-Se Bond by the Sm-Me3SiCl-H2O System: Preparation of Unsymmetrical Phenyl Selenides

The reduction of diphenyl diselenide by the Sm-Me3SiCl-H2O system led to a selenide anion. This 'living' species reacted with organic halides, epoxides, α,β-unsaturated esters and α,β-unsaturated nitrtles to afford unsymmetrical phenylselenides in good yields under mild and neutral conditions.

Reductive Cleavage of the Se-Si Bond in Aryiselenotrimethylsilanes: Novel Method for the Synthesis of Unsymmetrical Selenides

Arylseienotrimethylsilanes are reduced by samarium diiodide to yield samarium areneselenolates, which react with alkyl halidesto give unsymmetrical selenides.

Rate Constants for Chalcogen Group Transfers in Bimolecular Substitution Reactions with Primary Alkyl Radicals

Rate constants for group transfers of the MeS, PhS, PhSe, and PhTe groups from chalcogen-substituted acetate, acetonitrile, malonate, and malononitrile compounds, from N-(phenylthio)phthalimide and from Me2S2 and Ph2S2 to primary alkyl radicals, have been determined by competition kinetics using PTOC esters as the radical precursors and competing trapping agents.Thio group transfers from malononitrile derivatives are marginally faster than the corresponding group transfer from the symmetrical disulfide, and the rate constant for PhSe group transfer from PhSeSePh isgreater than those from the derivatives studied here.Substituent effects suggest that the chalcogen transfer reactions may be concerted.For three cases in which direct comparisons can be made, the rate constants for reactions of phenylchalcogenides are approximately equal to those for halogen atom transfer when the chalcogen and halide are in the same row of the periodic table and the radical resulting from displacement is the same.The rate constants reported in this work will be useful for the rational design of synthetic schemes based on homolytic group transfer chemistry.