Explain the difference in reactivity between benzene and phenol with bromine?

Phenol reacts with bromine at room temperature with no catalyst as the hydroxyl group activates the ring by donating a pi electron. This donated electron increases the electron density of the ring hence allowing it to polarise a Br2 molecule and create a partially positive Br which can undergo nucleophilic attack.Benzene does not react with bromine on its own and requires a halogen carrier (FeBr3). This is because the ring is not activated and can not polarise bromine on its own. The halogen carrier reacts with bromine to create a bromine cation which can more easily undergo nucleophilic attack and allows a reaction with benzene.

Answered by Reece L. Chemistry tutor

6217 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

What is Hess's law?


What is an optical isomer?


What is a disproportionation reaction?


Describe why phenol reacts more readily with bromine than benzene does.


We're here to help

contact us iconContact usWhatsapp logoMessage us on Whatsapptelephone icon+44 (0) 203 773 6020
Facebook logoInstagram logoLinkedIn logo
Cookie Preferences