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 ▸

State an explain the result of an increase in temperature on the following equilibria: N2 (g) + 02 (g) <-> 2 NO (g) (delta H = +180kJmol-1)


There are three test tubes. One containing HCl, one containing HBr and containing HI. How could you identify which is in each test tube?


3-methyl pent 2 ene reacts with HBr to form two products. Which of these products is the minor and major product and why?


What is a redox reaction?