JEE MAIN - Chemistry (2018 - 15th April Morning Slot - No. 6)
The increasing order of nitration of the following compounds is :
_15th_April_Morning_Slot_en_6_1.png)
_15th_April_Morning_Slot_en_6_1.png)
(b) < (a) < (c) < (d)
(a) < (b) < (c) < (d)
(b) < (a) < (d) < (c)
(a) < (b) < (d) < (c)
Explanation
Nitration is an electrophilic substitution reaction. So, the group which increase the electron density on benzene ring will increase the electrophilic substitution reaction.
Here $$-$$ OCH3 group shows + R effect, but $$-$$ CH3 group shows + I effect. As + R effect is more effective than + I effect so $$-$$ OCH3 will increase more electron density on benzene ring.
$$-$$ Cl has strong electron withdrawing effect ($$-$$ I). So it decrease electron density on the benzene ring.
In acidic medium, aniline form anilinium ion.
_15th_April_Morning_Slot_en_6_2.png)
This anilinium ion is least reactive as in benzene ring electron density is least.
$$ \therefore $$ The increasing order is (a) < (b) < (d) < (c)
Here $$-$$ OCH3 group shows + R effect, but $$-$$ CH3 group shows + I effect. As + R effect is more effective than + I effect so $$-$$ OCH3 will increase more electron density on benzene ring.
$$-$$ Cl has strong electron withdrawing effect ($$-$$ I). So it decrease electron density on the benzene ring.
In acidic medium, aniline form anilinium ion.
_15th_April_Morning_Slot_en_6_2.png)
This anilinium ion is least reactive as in benzene ring electron density is least.
$$ \therefore $$ The increasing order is (a) < (b) < (d) < (c)
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