Among the following compounds the one that is most reactive towards electrophilic nitration is
- benzoic acid
- nitrobenzene
- toluene
- benzene
Answer
(3) toluene
Solution
Electron-donating groups increase the electron density of the ring and activate it towards electrophilic substitution; electron-withdrawing groups deactivate it.
-CH3 (+I effect and hyperconjugation) activating
-COOH, -NO2 (−I and −R effects) deactivating
Reactivity: toluene > benzene > benzoic acid > nitrobenzene.
Answer: (3)