Benzene reacts with Chlorine gas in the presence of iron trichloride to yield hexachlorobenzene. However, when it reacts with fluorine gas, it forms a quinoid product (I would actually draw it for them - no need to know the name). Why the difference?

Fluorine is much more reactive than chlorine, even destroying the aromaticity. This is at the expense of the very strong C-F bonds (good orbital size and energy overlap) that are formed. C-Cl bonds are weaker so even when benzene is "burnt" in chlorine, the aromatic ring stays intact.

RB
Answered by Radu B. Chemistry tutor

2591 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

Which of Na+ and Mg2+ is the smaller ion. Explain your answer. (2 marks)


What is meant by the 'First Ionisation Energy' of an element?


How can one differentiate between the organic compounds propanal (CH3CH2CHO) and propanone (CH3COCH3)?


Which of the following shows the formation of the intermediate in the mechanism for the reaction between ethene and bromine?


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