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 ▸

How do you work out an electron configuration?


What is the pH of a 25 ml sample of 0.2 M sulfuric acid? What is the pH after 5 ml of 0.25 M sodium hydroxide is added?


What is the pressure of one mole of an ideal gas at 273 K and in a volume of 1m3


Why do branch chained isomers have lower boiling point than straight chain equivalents?