JEE MAIN - Chemistry (2023 - 8th April Evening Shift - No. 8)
The correct order of reactivity of following haloarenes towards nucleophilic substitution with aqueous $$\mathrm{NaOH}$$ is :
Choose the correct answer from the options given below:
$$\mathrm{C}>\mathrm{A}>\mathrm{D}>\mathrm{B}$$
$$\mathrm{D}>\mathrm{B}>\mathrm{A}>\mathrm{C}$$
$$\mathrm{A}>\mathrm{B}>\mathrm{D}>\mathrm{C}$$
$$\mathrm{D}>\mathrm{C}>\mathrm{B}>\mathrm{A}$$
Explanation
Aryl halides are less reactive towards nucleophilic aromatic substitution with aqueous $\mathrm{NaOH}$.
Introduction of electron releasing group like $\mathrm{OCH}_3$ group further decreases its reactivity towards nucleophilic substitution. But the introduction of electron-withdrawing groups like $\mathrm{NO}_2$ group particularly at the ortho and para position increases its reactivity towards nucleophilic substitution. Higher the number of electron withdrawing groups, higher the reactivity.
$\therefore$ The correct reactivity order is $$\mathrm{D}>\mathrm{B}>\mathrm{A}>\mathrm{C}$$
Introduction of electron releasing group like $\mathrm{OCH}_3$ group further decreases its reactivity towards nucleophilic substitution. But the introduction of electron-withdrawing groups like $\mathrm{NO}_2$ group particularly at the ortho and para position increases its reactivity towards nucleophilic substitution. Higher the number of electron withdrawing groups, higher the reactivity.
$\therefore$ The correct reactivity order is $$\mathrm{D}>\mathrm{B}>\mathrm{A}>\mathrm{C}$$
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