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 ▸

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


Describe why phenol reacts more readily with bromine than benzene does.


Flask Q (volume = 1.00 x 103 cm3 ) is filled with ammonia (NH3) at 102 kPa and 300 K. Calculate the mass of ammonia in flask Q. (Gas constant R = 8.31 J K−1 mol−1 )


Explain why adding small amounts of acid or base hardly changes the pH of an acidic buffer solution.