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The pyridinolysis of S-methyl chlorothioformate shows a biphasic Brønsted-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 pK a to its breakdown at low pK a . The reaction of the same substrate with secondary alicyclic amines shows a linear Brønsted-type plot of...
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