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

Related Chemistry A Level answers

All answers ▸

Predict the effect of an increase in pressure and temperature on the production of ammonia in the reaction: N2(g) + 3H2(g) <-> 2NH3 (g) , where the change in enthalpy is -92.4 kJ


Why does water have a higher boiling point than methane?


Calculate the pH change when water is added to 25.0 ml of 0.250M NaOH to form a 1.00l solution.


Explain the trend in ionisation energy down group 2? (3)