56950-05-1

Upstream product

• 108-85-0 1-bromocyclohexane 
• 32294-60-3 diphenyl ditelluride 
• 1088-01-3 tricyclohexylborane 
• 55482-88-7 cyclohexyldihexylborane 
• 52251-52-2 (dicyclohexyl)hexylborane 
• 931-50-0 cyclohexylmagnesium bromide 
• 180588-36-7 cyclohexyl (phenyltelluro)formate 
• 73296-31-8 phenyltellurotrimethylsilane 
• 626-62-0 Cyclohexyl iodide 
• 41422-67-7 sodium phenyltelluride 
• 24371-94-6 cyclohexylmercury chloride 
• 6713-82-2 Pb₂(cyclohexyl)6 

Downstream Products

• 84988-17-0 cyclohexylphenyltellurium dibromide 
• 622-45-7 cyclohexyl acetate 
• 108-93-0 cyclohexanol 
• 97567-75-4 C₁₉H₂₁ClO₃Te 
• 197724-17-7 phenyl tris(trimethylsilyl)silyl telluride 
• 110-83-8 cyclohexene 
• 180587-55-7 phenyltellurotributylstannane 
• 206431-84-7 phenyltellurotributylgermane 
• 84988-04-5 cyclohexyl phenyl telluroxide hydrate 
• 180588-36-7 cyclohexyl (phenyltelluro)formate 
• 180588-31-2 2-methyl-1-propyl (phenyltelluro)formate 
• 28231-37-0 Te-phenyl telluroacetate 

Relevant academic research and scientific papers

Clarification on the reactivity of diaryl diselenides toward hexacyclohexyldilead under light

In this study, the reactivity of organochalcogen compounds toward a representative alkyl-lead bond compound under light was investigated in detail. Under light irradiation, the Cy-Pb bond of Cy6 Pb2 (Cy = cyclohexyl) undergoes homolytic cleavage to generate a cyclohexyl radical (Cy?). This radical can be successfully captured by diphenyl diselenide, which exhibits excellent carbon-radical-capturing ability. In the case of (PhS)2 and (PhTe)2, the yields of the corresponding cyclohexyl sulfides and tellurides were lower than that of (PhSe)2. This probably occurred due to the low carbon-radical-capturing ability of (PhS)2 and the high photosensitivity of the cyclohexyl-tellurium bond.

Experimental and theoretical studies on formal σ-bond metathesis of silyl tellurides with alkyl halides

Silyl tellurides reacted with alkyl halides under mild thermal conditions to give the corresponding alkyl tellurides and silylhalides in good to excellent yields. Substitution took place much faster in polar solvents, such as acetonitrile, than that in no

Aqueous phase one-electron reduction of sulfonium, selenonium and telluronium salts

Triorganylsulfonium, -selenonium and -telluronium salts were reduced by carbon dioxide radical anions/solvated electrons produced in aqueous solution by radiolysis. The radical expulsion accompanying reduction occurred with the expected leaving group propensities (benzyl > secondary alkyl > primary alkyl > methyl > phenyl), although greater than expected loss of the phenyl group was often observed. Diorganyl chalcogenides formed in the reductions were conveniently isolated by extraction with an organic solvent. Product yields based on the amount of reducing radicals obtained from the γ-source were often higher than stoichiometric (up to 1800 %) in the reduction of selenonium and telluronium compounds; it is likely that this result can be accounted for in terms of a chain reaction with carbon-centred radicals/formate serving as the chain transfer agent. The product distribution was essentially independent of the reducing species for diphenyl alkyl telluronium salts, whereas significant variations were seen for some of the corresponding selenonium salts. This would suggest the intermediacy of telluranyl radicals in the one-electron reduction of telluronium salts. However, pulse radiolysis experiments indicated that the lifetimes of such a species (the triphenyltelluranyl radical) would have to be less than 1 μs. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

A new method for the synthesis of organotellurium compounds by the use of reductive cleavage of the tellurium-tellurium bond with lanthanum metal

It was confirmed that lanthanum metal is an efficient reagent for the reductive cleavage of the tellurium-tellurium bond of ditelluride. Alkyl phenyl tellurides were prepared by the reaction of diphenyl ditelluride with primary and secondary alkyl halides

A new, practical synthesis of organotellurium compounds from organic halides and silyl tellurides. Remarkable effects of polar solvents and leaving groups

Silyl tellurides react with organic halides to give the corresponding organotellurium compounds and silyl halides in good to excellent yields. Substitution proceeds in polar solvents, such as acetonitrile, but not in nonpolar solvents under identical conditions. The leaving group also plays a significant role, with alkyl bromides being the most reactive, alkyl chlorides less so and alkyl iodides the least reactive. After removal of the volatile silyl halides and solvent under vacuum, the essentially pure organotellurium compounds, which can be used directly as precursors for carbocations, carbanions, and carbon-centered radicals, were obtained.

(Aryltelluro)formates as precursors of alkyl radicals: Thermolysis and photolysis of primary and secondary alkyl (aryltelluro)formates

Alkyl (aryltelluro)formates are effective precursors of oxyacyl, methyl, and primary and secondary alkyl radicals. At room temperature, irradiation of a benzene solution of methyl (aryltelluro)-formates 10-12, 2-methylpropyl (aryltelluro)formates 14 and 15, octyl (phenyltelluro)formate (17), cyclohexyl (aryltelluro)formates 19 and 20, 3β-cholestanyl (aryltelluro)formates 22 and 23, cholesteryl (phenyltelluro)formate (24) and benzyl (phenyltelluro)formate (27) with a 250-W low-pressure mercury lamp leads to the formation of oxyacyl radicals (34), which can be trapped by diphenyl diselenide to give the corresponding alkyl (phenylseleno)formates 13, 16, 18, 21, 24, 26, and 28 with excellent overall conversions. Thermolysis of these telluroformates at 160 °C in the dark leads to the formation of methyl and primary and secondary alkyl aryl tellurides 36-43 in excellent yields. Presumably, these transformations involve oxyacyl radicals, which undergo subsequent decarboxylation at the elevated temperature to afford alkyl radicals, which become involved in further radical chemistry. When 1-(benzylseleno)-5-hexyl (phenyltelluro)formate (44) was thermolysed under these conditions, 2-methylselenane (45) was observed as the sole selenium-containing product, demonstrating the synthetic utility of (aryltelluro)formates as alkyl radical precursors.

Substituent Effects and Stereochemistry in 125Te NMR Spectroscopy. Diorganyltellurium Dihalides and Some Tellurides and Ditellurides

125Te, 19F and 13C NMR data for 33 compounds containing tellurium substituents are presented.The 125Te chemical shifts in (PhTeCl2)R compounds are between δ=878 and 1023; in corresponding (PhTeF2)R compounds they are 220 to 360 ppm larger.Effects of subst

Oxygen-Induced Transmetallation of Organoboranes with Diphenyl Ditelluride

Diphenyl ditelluride rapidly reacted with trialkylboranes in the presence of oxygen to give alkyl phenyl tellurides in high yields.The facile rection proceeds via a free-radical mechanism induced by a stoichiometric amount of oxygen.A combination of this transmetallation with hydroboration provides an alternative method for hydrotelluration of olefins.

Reactions of Alkylmercurials with Heteroatom-Centered Acceptor Radicals

The relative reactivities of alkylmercury halides toward PhS., PhSe., or I. decrease drastically from R = tert-butyl to R = sec-alkyl to R = n-butyl, indicative that R. is formed in the rate-determining step in the attack of these radicals upon RHgCl.The alkyl radicals thus formed will enter into chain reactions in which a heteroatom-centered radical (A.) is regenerated from substrates such as RS-SR, ArSe-SeAr, ArTe-TeAr, PhSe-SO2Ar, Cl-SO2Ph; ZCH=CHA (A = Cl, I, SPh, SO2Ph); or PhCCHA (A = I, SPh, SO2Ph). β-Styrenyl (PhCH=CHA, Ph2C=CHA) and β-phenethynyl (PhCCA) systems with A = I, Br, SO2Ph also enter into chain reactions with mercury(II) salts with the ligands PhS, PhSe, PhSO2, or (EtO)2PO.The relative reactivities of a series of reagents toward t-Bu. and of PhCH=CHA, Ph2C=CHA, and PhCCA toward c-C6H11. are reported as well as the regioselectivity of t-Bu. attack observed for 1,2-disubstituted ethylenes (ZCH=CHA) with Z and A from the group Ph, Cl, Br, I, SO2Ph, SPh, Bu3Sn.Reactions of (E)- and (Z)-PhCH=CHI or MeO2CCH=CHI with t-Bu. or c-C6H11. occurred in a regioselective and stereospecific (retention) manner.Reactions of (E)- and (Z)-ClCH=CHCl occurred in a nonstereospecific manner in which the E/Z product ratio increased with the bulk of the attacking radical.A similar effect on the E/Z product ratios was observed for (Z)-MeO2CCH=CHCl.

New Aspects of the Telluroxide Elimination. A Facile Elimination of sec-Alkyl Phenyl Telluroxide Leading to Olefins, Allylic Alcohols, and Allylic Ethers

The utility of the telluroxide for olefin synthesis, a reaction which previously appeared to be of little value, is described.Treatment of sec-alkylphenyltellurium dibromides, except for the cyclohexyl system, with aqueous NaOH at room temperature affords olefins, allylic alcohols, and/or allylic ethers in high yields presumably via the formation of sec-alkyl phenyl telluroxides and their facile telluroxide elimination.As to the formation of linear olefins, more preference for elimination toward the less substituted carbon was observed than the selenoxide and sulfoxide eliminations.In the cyclododecyl case only trans-cyclododecene was formed as an olefin component in a sharp contrast to the selenoxide elimination that affords a 1:1 mixture of cis and trans isomers.On the contrary, in the n-alkyl and cyclohexyl cases the corresponding telluroxides are stable compounds that afford similar elimination products including vinylic ethers only by neat pyrolysis at temperatures above 200 deg C.