112933-66-1Relevant academic research and scientific papers
Kinetics and mechanism of the aminolysis of aryl propanedithioates in acetonitrile
Hyuck Keun Oh,Sun Kyung Kim,Hai Whang Lee,Lee
, p. 313 - 317 (2001)
The kinetics and mechanism of the aminolysis of aryl proanedithioates with benzylamines are investigated in acetonitrile at - 35.0 °C. A large magnitude of the Hammett (ρx and ρz) and Broensted (βx and βz) coefficients and exceptionally large cross-interaction constant ρxz(= 3.5) are consistent with a stepwise mechanism in which leaving group expulsion from an intermediate, T±, is the rate-determining step. The faster rates observed for dithio esters (I1) than for thio esters (I), and the validity of the reactivity-selectivity principle (RSP) are also in line with the mechanism proposed. The kH/kD values (= 1.0-1.8) determined with deuterated benzylamines (XC6H4CH2ND2) and the activation parameters, ΔH≠(?8 kcal mol-1) and ΔS≠(= -16 to -23 e.u.), suggest that proton transfer occurs concurrently with leaving group departure in the transition state.
A New Rapid Synthesis of Phenyl Dithiocarboxylates
Beslin, Pierre,Dlubala, Alain,Levesque, Guy
, p. 835 - 837 (2007/10/02)
The otherwise difficultly accessible phenyl dithiocarboxylates are prepared in good yields by the reaction of S-phenyl carbonochloridothioate with halomagnesium or sodium dithiocarboxylates.
