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Question

Chemistry Question on reaction mechanism

Among the following compounds the one that is most reactive towards electrophilic nitration is :

A

Nitrobenzene

B

Toluene

C

Benzene

D

Benzoic acid

Answer

Toluene

Explanation

Solution

Presence of electron releasing group like, -R, -OH etc., increases the electron density at ortho/para position and hence makes the benzene ring more reactive at ortho/para position towards electrophile. On the other hand, electron with drawing group such as -COOH, -N 02 etc., if present, reduces electron density and thus reduces the reactivity of benzene nucleus towards electrophile. Thus, the order of the given compounds towards electrophilic nitration is ; \therefore . toluene is most reactive towards electrophilic nitrations.