Cyclohexene's structure is 6 carbons bonded in a ring, with a single double bond existing between carbons 1 and 6Benzene is also a 6 carbon ring, however it has a delocalised electron ring around the structure instead of any localised double bonds.The 1,6 double bond in Cyclohexene has a very high electron density, and hence has a strong ability to polarise molecules such as Br2, whereas the delocalised ring in Benzene has a lower electron density (still more dense than cyclohexane's single bonds) which means it has much less polarising power than the double bond in cyclohexene.This means that Cyclohexene is able to induce a tempoary dipole in Br-Br molecules and this allows one Br to attract an electron pair from the double bond, leading to bromination of the cyclohexene into 1,2-bromocyclohexane.Benzene is unable to induce dipoles in Br-Br molecules so does not react in their presence without catalysts.