Stressed cyclic substrates react more slowly via the SN2 mechanism than acyclic substrates. Thus, isopropyl bromide reacts faster with the acetate ion than does cyclopropyl bromide.

 

sustratos-ciclicos


In cyclic substrates, the SN2 is slower the more stressed the cycle. Three-membered cycles react slower than four-membered ones, and five-membered ones do so at a rate close to acyclical.

 

sustratos-ciclicos