78089-39-1Relevant articles and documents
Kinetics of the reaction of sodium thiophenoxide with methyl 3-arylpropynoates in DMF
Hamed, Ezzat A.
, p. 102 - 104 (2007/10/03)
Methyl 3-arylpropynoates react with thiophenoxide ion in DMF containing 0.5% MeOH to give an isomeric mixture of Z- and E-methyl 3-aryl-3-phenylthiopropenoates. It has been found that the rate constant depends on the methanol concentration indicating a third order reaction. The plot of log k3 values versus Hammett σ constants varies between 0.42 to 0.77 depending on temperature. The activation parameters and ρ values indicate that the reaction proceeds via a concerted mechanism.