Question

Show the structures of alkenes that give the following products on oxidative cleavage with in acidic solution

$d.CH{}_{3}C{H}_{2}C=OC{H}_{2}C{H}_{2}C{H}_{2}C{H}_{2}C{O}_{2}H$

Short answer

${\mathbf{KMnO}}_{\mathbf{4}}$is a strong oxidising agent. In oxidative cleavage,${\mathbf{KMnO}}_{\mathbf{4}}$leads to the formation of 1,2-diol which leads to formation of the carboxylic acid and${\mathbf{KMnO}}_{\mathbf{4}}$is converted to brown ${\mathbf{MnO}}_{\mathbf{2}}$.

The colour changes from purple to brown and diol lead to produce two adjacent alcoholic groups.

Step-by-step solution

Oxidation by KMnO4

${\mathbf{KMnO}}_{\mathbf{4}}$is a strong oxidising agent. In oxidative cleavage,${\mathbf{KMnO}}_{\mathbf{4}}$leads to the formation of 1,2-diol which leads to formation of the carboxylic acid and${\mathbf{KMnO}}_{\mathbf{4}}$is converted to brown ${\mathbf{MnO}}_{\mathbf{2}}$.

The colour changes from purple to brown and diol lead to produce two adjacent alcoholic groups.

Structure of alkene while undergoing oxidation

d. Formation of $CH{}_{3}C{H}_{2}C=OC{H}_{2}C{H}_{2}C{H}_{2}C{H}_{2}C{O}_{2}H$