Identify $\mathrm{Z}$ in the sequence: \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}=\mathrm{CH}_{2}…

Identify $\mathrm{Z}$ in the sequence:
\(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}=\mathrm{CH}_{2} \stackrel{\mathrm{HBr} / \mathrm{H}_{2} \mathrm{O}_{2}}{\longrightarrow}\mathrm{Y} \stackrel{\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{ONa}}{\longrightarrow} \mathrm{Z}\)
  1. $\left(\mathrm{CH}_{3}ight)_{2} \mathrm{COHCH}_{2} \mathrm{CH}_{3}$
  2. $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}\left(\mathrm{CH}_{3}ight)-\mathrm{O}-\mathrm{CH}_{2} \mathrm{CH}_{3}$
  3. $\mathrm{CH}_{3}\left(\mathrm{CH}_{2}ight)_{3}-\mathrm{O}-\mathrm{CH}_{2} \mathrm{CH}_{3}$
  4. $\mathrm{CH}_{3}\left(\mathrm{CH}_{2}ight)_{4}-\mathrm{O}-\mathrm{CH}_{3}$

Solution

$\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}=\mathrm{CH}_{2} \stackrel{\mathrm{HBr} / \mathrm{H}_{2} \mathrm{O}_{2}}{\longrightarrow} \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Br} \stackrel{\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{ONa}}{\longrightarrow} \mathrm{CH}_{3}\left(\mathrm{CH}_{2}ight)_{3} \mathrm{OC}_{2} \mathrm{H}_{5}$
$\text { In presence of } \mathrm{H}_{2} \mathrm{O}_{2}, \text { HBr adds in } \text { anti-Markovnikov's way (peroxide effect). }$

Asked in: JEE-TOPICTESTS-CHEMISTRY

Practice more ALCOHOLS, PHENOLS AND ETHERS questions on Aicharya