Nitration of acetophenone with nitric acid and sulfuric acid occurs a. faster th

Question

Nitration of acetophenone with nitric acid and sulfuric acid occurs

a. faster than nitration of benzene and gives mostly m-nitroacetophenone.

b. faster than nitration of benzene and gives a mixture containing mostly o- and p-nitroacetophenone.

c. slower than nitration of benzene and gives a mixture containing mostly o- and p-nitroacetophenone.

d. slower than nitration of benzene and gives mostly m-nitroacetophenone.

Looking for a logical, systematic approach to solving this (and similar types of problems). Full points will go to just that. Thanks!!

Explanation / Answer

C(=O)-CH3 group is benzene ring deactivating group towards electrophilic substitution.

Hence nitration of acetophenone is lower than nitration of benzene.

Such deactivating groups are meta directors ( actually they decrease elctron density at ortho and para positions hence meta is preferred for elctrophilic attack)

hence answer is D

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