Question

Which of the following substitution of benzene is ortho-para in electrophilic substitution and ortho-para in nucleophilic substitution?

• A. $-N{O}_2$
• B. $-NO$
• C. $-S{O}_{3}H$
• D. $-S{O}_{2}Me$

Answer 1

Answer: (A)

$-N{O}_2$

n case of electrophiic substitution of benzene $(-N{O}_2)$ nitro group is ortho para directing while in case of nucleophilic substitution it is also ortho para.Strong electron withdrawing groups such as $-N{O}_2$ on ortho & para positions reacts with necleophile to afford substitution products. Also being a strong electron withdrawing groups such as $N{O}_2$ is attracted toward the position of high electron density which is at ortho and para positions in both electrophilic & nucleophilic substitutions.