Given the compound C7H8, which is toluene, undergoes the following sequence of reactions:
Let's analyze each step in the reaction sequence:
The first step involves the reaction of toluene with 3 equivalents of Cl2 in the presence of heat (Δ). This is a free radical chlorination reaction that primarily occurs at the methyl group, resulting in a trichloromethyl group forming a compound of the structure C6H5-CCl3 (benzylic trichloride, compound A).
In the second step, compound A reacts with Br2 in the presence of Fe to substitute one hydrogen atom in the benzene ring. This results in bromination at the meta position with respect to the trichloromethyl group, leading to m-bromo benzyl trichloride (compound B).
For the third step, compound B is treated with Zn/HCl, which reduces the trichloromethyl group back to a methyl group, while the meta substitution of bromine is retained, forming m-bromotoluene (compound C).
Hence, the final product ‘C’ formed is m-bromotoluene.