Question

An aqueous solution of n-butyl bromide when heated with AgNO3 give a percipitate of AgBr but phenyl bromide does not. Explain.​

Answer 1

$\textcolor{red}{<strong>Answer :-</strong>}$

In $n -$ butyl bromide, the lone pair of electrons on bromine cannot enter into a resonance so C — Br bond is a pure single bond and it can cleave on heating with $\[AgNO_{3}\]$ and $n -$ butyl bromide gives yellow precipitation.

On the other hand, in phenyl bromide the lone pair of electrons on bromine enters into resonance so that C bond acquires a partial double bond character and is more stronger and hence, is not cleaved to give ppt with $\[AgNO_3.\]$