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 ▸

Describe, with the aid of diagrams, what hydrogen bonding is in water.


Can you help me with the question: "State and explain the trend in boiling temperature of hydrogen halides down the group"?


Draw the mechanism for the reaction between ethanoyl chloride and a nucleophile


Calcium nitride contains 81.1% by mass of the metal. Calculate the empirical formula of calcium nitride. Show your working.