Chapter 12, Problem 12.65P

Interpretation Introduction

Interpretation: Synthesis of $\left(E\right)\text{-hex-2-ene}$ from $\text{pent-1-ene}$ and other required reagents is to be devised.

Concept introduction: Dehydrohalogenation reaction is a class of reaction in which the removal of hydrogen halide takes place in presence of strong base.

In the presence of sodium metal in ammonia, alkyne is reduced to $trans\text{-alkene}$. The addition of ${\text{H}}_{\text{2}}$ takes place in anti fashion to the triple bond. The mechanism involves the addition of electron followed by protonation.