Q.11-50f - Organic Chemistry (Mcmurry)

Question

Question: What products would you expect from the reaction of 1-bromopropane with each of the following? 

(f) Mg, then H₂O

Step-by-Step Solution

Answer

Answer

$$\begin{gathered} {\text{CH}}_3{\text{CH}}_2{\text{CH}}_2{\text{Br+MgBr→CH}}_3{\text{CH}}_2{\text{CH}}_2{\text{MgBr+H}}_2{\text{O→CH}}_3{\text{CH}}_2{\text{CH}}_3 \\ \text{ Substitution reaction} \end{gathered}$$

' Step1: S N 2 reaction

It is a nucleophilic substitution reaction in which an old bond is broken, and a new bond is formed. Both processes occur simultaneously. Hence, it is a single step reaction.

Two reacting species are involved in the rate-determining steps. 

 

Step2: Reaction of CH 3 CH 2 CH 2 Br+MgBr/H 2 O

$$\begin{gathered} {\text{CH}}_3{\text{CH}}_2{\text{CH}}_2{\text{Br+MgBr→CH}}_3{\text{CH}}_2{\text{CH}}_2{\text{MgBr+H}}_2{\text{O→CH}}_3{\text{CH}}_2{\text{CH}}_3 \\ \text{ Substitution reaction} \end{gathered}$$