Question 24 of 39intermediate💡 UnderstandShort Answer2 marks

Explain how does the –OH group attached to a carbon of benzene ring activate it towards electrophilic substitution?

Correct Answer

The –OH group attached to a benzene ring activates it towards electrophilic substitution through the resonance effect. The lone pair of electrons on the oxygen atom of the –OH group gets delocalized into the benzene ring through resonance.

This resonance effect makes the ortho and para positions of the benzene ring electron-rich. As a result, these positions become more susceptible to attack by electrophiles. The activation is so strong that reactions like halogenation of phenol can occur even in the absence of a Lewis acid catalyst (such as FeBr₃), unlike benzene which requires such catalysts for electrophilic substitution.

Exercise: EXERCISES | Q: 7.16 | (Page Page 31)
For More Understanding

Explanation

The textbook explains that the –OH group activates the benzene ring towards electrophilic substitution due to the resonance effect. The lone pair on oxygen participates in resonance with the benzene ring, making ortho and para positions electron-rich. This is why phenols undergo halogenation even without Lewis acid catalysts, demonstrating the highly activating nature of the –OH group.