The reaction between benzene and excess methyl chloride (in presence of aluminum chloride) proves the existence of σ-complex in SE reaction.
The reaction C6H6+I2(Purple)⟶BrowncolouredcompoundΔ−→C6H6+I2
proves the existence of π-complex (charge transfer complex).
The reaction C6H6Sulphonation−−−−−−−−→C6H5SO3H<br><br>C6D6Sulphonation−−−−−−−−→C6D5SO3H shows 1o kinetic isotope effect. It also shows slightly 2o kinetic isotope effect
The reaction C6H6Nitration−−−−−−→C6H5NO2<br><br>C6H6Nitration−−−−−−→C6D5−NO2 does not show 1o kinetic effect. It shows slightly 2o kinetic isotope effect.