Question

Predict whether toluene or chlorobenzene would undergo electrophilic aromatic substitution more quickly when treated with Cl2/AlCl3. Explain your prediction. Draw the major product for each of the two reactions.

Answer 1

d Toluene Chlorobenzene In toluene, both tI and tM effect is present which activate the benzene ring towards electrophilie aromatic substitution reaction. But in case of chlorobenzene -1 effect is present which can deactivate the ring thoogb although th effect activate the ring. Thurs to were has more reactivity towards eleetrophilic aromatic substitution reaction when treated with ca/Alllz.

CH .cz/All ū T + T=1 di (minor) a malon2 , Aicha 1 ta - 11 (motor) minor)

Coth toluene and chlorobenzene are on the and para directing. The major and minor prodect depends on their intotine respective Shootto inductive effects. The driving force is inductive effect which plays a key role for the mapor & minor product. obtained in the reaction.