Why is phenol more easily nitrated than Benzene?

This is due to the -OH phenol functional group, which makes nitrating the molecule easier. Benzene has a delocalised pi-system above and below the plane of the molecule. The result of this is that: it is attacked by electrophiles in an electrophilic substitution reaction. Phenol also has this, but the -OH group has an oxygen atom with 2 lone pairs. One of these lone pairs are partially donated/delocalised into Benzene's pi-system, which increases the electron density across the molecule. This makes Phenol more susceptible to attack from electrophiles than Benzene and hence is more easily nitrated!

GW
Answered by George W. Chemistry tutor

14295 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

A solution of ethanoic acid is made by dissolving 3g of pure liquid propanoic acid in 500cm^3 water. Given the pH of the solution is 2.98, calculate Ka.


An amino acid contains 52.2% carbon, 9.3% hydrogen, 8.7% nitrogen and 29.8% oxygen by mass and has a relative molecular mass of 161 g/mol. What is its molecular formula? What functional groups must it have?


PharmaPlus, a drug developer, is required by law to carry out clinical trials on the novel drug ‘AccuPreasure’. AccuPreasure is to be marketed for control of high blood pressure. Give three questions that clinical trials are designed to answer.


Explain how nucleophilic substitution for a haloalkane actually occurs?


We're here to help

contact us iconContact ustelephone icon+44 (0) 203 773 6020
Facebook logoInstagram logoLinkedIn logo

MyTutor is part of the IXL family of brands:

© 2025 by IXL Learning