Question

Alkyl Halides: Nucleophilic Substitution: Write the intermediate of solvolysis of 1-bromomethylcyclohexene in ethandl Part A Solvolysis of 1-bromomethylcyclohexene in ethanol yields, among other products, 1-ethoxy-2- methylidenecyclohexane. Write the carbocation intermediate that accounts for the product shown. 0 nteractive 3D display mode Br Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Template toolbars, including charges where needed. The single bond is active by default. including charges where rn

Answer 1

Solvolysis is defined as the reaction in which the nucleophilic substitution takes place where the solvent itself acts as the nucleophile. The mechanistic steps are outlined below: Step 1: The lone pair on the oxygen atom of ethanol attack the electron deficient carbon leading to the loss of bromide. H2 H3C CH2 +Bir Step 2: The resonance stabilisation of carbocation takes place leading to the formation of stable intermediate as shown below:

CH2 CH2 Intermediate Step 3: The intermediate carbocation is attacked by the ethanol leading to the formation of final product. H2 H3C CH2 CH2 H2 Intermediate CH3