6130-96-7Relevant academic research and scientific papers
Reductive alkylation of electronegatively-substituted alkenes by alkylmercury halides
Russell, Glen A.,Shi, Bing Zhi,Jiang, Wan,Hu, Shuiesheng,Kim, Byeong H.,Baik, Woonphil
, p. 3952 - 3962 (2007/10/02)
Photolysis of alkylmercury halides in the presence of electronegatively-substituted 1-alkenes yields adduct radicals [RCH2CH(EWG).] that in some cases react with RHgX to form RCH2CH(HgX)(EWG), e.g., EWG = (EtO)2PO or PhSO2. When the EWG is carbonyl or cyano, the resonance stabilized adduct radicals fail to react with the alkyl mercury halide. In these cases photolysis with RHgCl/KI in Me2SO leads to the adduct mercurial via reaction of the adduct radicals with RHgI2-. The reactions of tertiary-enolyl adduct radicals are inefficient with RHgX/KI, and disproportionation of the adduct radicals is the major reaction pathway. For secondary- or tertiary-adduct radicals the reductive alkylation products are formed in excellent yield by reaction with RHgCl and silyl hydrides in Me2SO solution in a process postulated to involve RHgH as an intermediate. The relative reactivities of a number of α,β-unsaturated systems toward t-Bu. have been measured by competitive techniques. The results demonstrate a high reactivity of s-cis enones relative to the s-trans conformers.
Convenient Procedures for t-Butylacetylene and Vinylacetylene
Verkruijsse, H.D.,Brandsma, L.
, p. 3355 - 3358 (2007/10/02)
Treatment of the dichlorides t-C4H9CH2CHCl2 and E-ClCH2CH=CHCH2Cl with a suspension of powdered potassium hydroxide in high-boiling petroleum at elevated temperatures in the presence of Aliquat-336 and pinacol gives t-butylacetylene and vinylacetylene in high yields.Vinylacetylene is also obtainable by treating E-ClCH2CH=CHCH2Cl with a concentrated aqueous solution of KOH in the presence of Aliquat-336.
Formation of Disubstituted Chloro-olefins by Treatment of Substituted 1,2-Dichloroethylenes with Hydrocarbons in the Vapour Phase
Milner, David J.
, p. 3241 - 3255 (2007/10/02)
Disubstituted chloro-olefins RCH=CR1Cl together with hydrogen chloride have been formed by treatment of substituted 1,2-dichloroethylenes with hydrocarbons in the gas phase in a flow system at 500 to 600 deg C.Some stereoselectivity towards formation of the Z isomers was observed.The results are interpreted in terms of a free-radical chain mechanism.
