1534-08-3Relevant articles and documents
Acid-Catalyzed Hydrolysis of 1,1-Bis(methylthio)ethene. Buffer- and Thiol-Dependent Changes in the Rate-Determining Step
Okuyama, Tadashi,Kawao, Shoji,Fueno, Takayuki
, p. 3220 - 3226 (1983)
Acid-catalyzed hydrolysis of 1,1-bis(methylthio)ethene has been studied kinetically in 10percent aqueous acetonitrile at 30 deg C.The rate increased with buffer concentration, showing saturation at higher concentrations.Addition of 2-mercaptoethanol had little influence on the rate at the limiting zero buffer concentration, but it greatly accelerated the reaction in buffer solutions and followed a saturation curve.It was concluded that the rate-determining step is largely the protonation of the double bond at zero buffer concentration (k2/k-1 = 3.13) but it changes to the attack of water on the intermediate carbenium ion as the buffer concentration increases.The 1H NMR spectral analysis of the reaction products in 80percent CH3CN-D2O showed that the H-D isotope exchange at the 2-position of the substrate occurred extensively in a formate buffer but only moderatly in a DCl solution during the hydrolysis.
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Dunbar,Bolstad
, p. 4672 (1955)
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Convenient synthesis of alkyl thioacetate from alkyl halide using a polymer-supported sodium thioacetate
Zarchi, Mohammad Ali Karimi,Nejabat, Mojgan
, p. 767 - 774 (2013/02/23)
Alkyl halides are efficiently converted to their corresponding S-alkyl thioacetates under mild and nonaqueous conditions, using polymer-supported sodium thioacetate as a new polymeric reagent at room temperature in high yields and purity. The spent polymeric reagent can be removed quantitatively by filtration and pure products can be obtained by evaporation of the solvent. The spent polymeric reagent can be regenerated and reused several times without its activity changing appreciably. Iranian Chemical Society 2012.
Unexpected microwave reaction of 1,3-disubstituted imidazolium salts: A novel synthesis of 1,3-disubstituted imidazole-2-thiones
Tao, Xiao-Le,Lei, Ming,Wang, Yan-Guang
, p. 399 - 408 (2007/10/03)
Microwave-promoted reaction of 1,3-disubstituted imidazolium salts with potassium thioacetate or potassium thiocyanate under solvent-free conditions provided a rapid and efficient synthesis of 1,3-disubstituted imidazole-2-thiones. Copyright Taylor & Francis Group, LLC.
Heteroatom functionalized α-methyl ketones
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, (2008/06/13)
The present invention relates to functionalized ketones and novel processes for synthesizing those ketones. The processes of this invention are especially well suited for synthesizing α-methyl leaving group functionalized ketones. This invention also relates to processes for using α-methyl leaving group functionalized ketones to produce other compounds and intermediates useful in those processes.