p-CH3-C6H4-OCH3 (4-methylanisole) is nitrated under mild conditions with dilute HNO3. The major mononitration product is

4-methyl-2-nitroanisole (1-methoxy-4-methyl-2-nitrobenzene)

4-methyl-3-nitroanisole (1-methoxy-4-methyl-3-nitrobenzene)

1-methoxy-4-(nitromethyl)benzene

4-methyl-2-nitroanisole (1-methoxy-4-methyl-2-nitrobenzene)

4-nitroanisole formed by replacing the methyl group

JEE Main levelSingle correct optionDifficulty 2 of 3o2134

$p - CH X_{3} - C X_{6} H X_{4} - OCH X_{3}$ (4-methylanisole) is nitrated under mild conditions with dilute $HNO X_{3}$ . The major mononitration product is

The two groups are para to each other, so the only free ring positions are ortho to

- OCH X_{3}

or ortho to

- CH X_{3}

. The methoxy group is the far stronger activator and controls the orientation, so the nitro group goes ortho to

- OCH X_{3}