Question

5. Toluene undergoes nitration at the Ortho position to produce a nonaromatic, resonance-stabilized, carbocation intermediate, which loses a proton to form a neutral substituted product. Complete the reaction mechanism below showing movement of electrons and all possible resonance structures for the carbocation intermediate. (4 points)

5. Toluene undergoes nitration at the Ortho position to produce a nonaromatic, resonance- stabilized, carbocation intermediate, which loses a proton to form a neutral substituted product. Complete the reaction mechanism below showing movement of electrons and all possible resonance structures for the carbocation intermediate. (4 points) HNO3 H2SO4V ON OZN H30*

Answer 1

Answego Nitration of toluense cHz HNO3 Hasou EHO -NO2 + H₂O o- Nido toluene Mechanism Formoon of elechophile.' HNO3 + H2SO4 8 + H2O + H504 electrophile Formason of 6-complex CH3 CH3 NO2 + NO2 Gocomplex craobocasons) CH3 CH3 -NO2 -NO toluene react with electrophile not to Form 6- complex which is stabilised by gesonance erfect Aromalisco;oo. CH3 -CH3 وداع He Toison -No, HO2 aromasis non armas