76395-12-5Relevant articles and documents
Kinetics and mechanisms of the reactions of S-methyl chlorothioformate with pyridines and secondary alicyclic amines
Castro, Enrique A.,Aliaga, Margarita,Gazitúa, Marcela,Santos, José G.
, p. 4863 - 4869 (2006)
The pyridinolysis of S-methyl chlorothioformate shows a biphasic Br?nsted-type plot, in agreement with a stepwise mechanism and a change in the rate-limiting step, from formation of a zwitterionic tetrahedral intermediate (T±) at high pKa to its breakdown at low pKa. The reaction of the same substrate with secondary alicyclic amines shows a linear Br?nsted-type plot of slope 0.23, which is in accordance with a stepwise mechanism where formation of T± is the rate-determining step for the whole pKa range examined.