Why, in the bromination of phenols, do you not need an acid catalyst like you do in the bromination of benzene?

Benzene's delocalised π electrons means that it is not very nucleophilic and so cannot polarise a neutral molecule and produce the required electrophile. As a result it require a catalyst to form the electrophile. In phenols, the lone pair from the oxygen delocalises into the π electrons, increasing the electron density in the ring and making it more nucleophilic. This means that it is more able to polarise a molecule and produce an electrophile meaning that a catalyst isn't required.

SA

Related Chemistry A Level answers

All answers ▸

Explain electrophilic aromatic substitution?


What is a buffer, and how does it respond to the addition of acid or alkali?


What would the ideal conditions for the Haber process (nitrogen + hydrogen to ammonia) be? Why are the ideal conditions not used in industry?


What happens upon the addition of NaOH solution (OH- ions) to a pink solution of cobalt chloride? Include equation(s) in your answer.