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

2858 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

Name the three steps in free radical substitution and give an example equation for each


Define enthalpy of neutralisation and state standard conditions:


Explain why: a) Fluorine is more electronegative than chlorine b)∆H hydration fluoride is more negative than ∆H hydration chloride


Calculate the pH of a 0.0131 mol dm^-3 solution of calcium hydroxide at 10 degrees centigrade.


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:

© 2026 by IXL Learning