JEE Main Chemistry question

Arrange the following in order of decreasing rate of nitration: toluene, benzene, nitrobenzene, chlorobenzene.

(A)Toluene benzene chlorobenzene nitrobenzeneCorrect
(B)Nitrobenzene chlorobenzene benzene toluene
(C)Benzene toluene nitrobenzene chlorobenzene
(D)Chlorobenzene toluene benzene nitrobenzene

Answer: (A)

Solution

Electrophilic nitration is fastest on a ring bearing an activating group. The electron-donating CH (by hyperconjugation) in toluene activates the ring, making it fastest; unsubstituted benzene is next; chlorobenzene is slower than

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Question ID VK-142415