95062-76-3Relevant articles and documents
The E1cB Mechanism for Thiocarbamate Ester Hydrolysis: Equilibrium and Kinetic Studies
Bourne, Nicholas,Williams, Andrew,Douglas, Kenneth T.,Penkava, Thomas R.
, p. 1827 - 1832 (2007/10/02)
The alkaline hydrolyses of a series of S-aryl thiocarbamate esters have been measured and the mechanism confirmed to be dissociative.Equilibrium constant for the synthesis of thiocarbamates from thiol and isocyanic acid have been obtained for aqueous media using both kinetic and analytical techniques.Hammett and Broensted parameters for the equilibrium reaction indicate that there is less positive effective charge on the sulphur in the thiocarbamate compared with that on the oxygen in the oxygen analogue.Theoretical arguments are advanced to show that the dissociative reactions of simple carbamate anions involve a planar geometry of the paticipating atoms.
