The compound C7H8 undergoes the following reactions : C7H83Cl2/hv−−−−−→ABr2/Fe−−−−→BZn/HCl−−−−−→
The product 'C' is
A
o-bromotoluene
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B
3-bromo-2,4,6-trichlorotoluene
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C
m-bromotoluene
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D
p-bromotoluene
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Solution
The correct option is C m-bromotoluene The compound C7H8 is toluene.
Toluene in presence of light with 3 mole of Cl2 gives benzotrichloride. It is a free radical reaction.
Benzotrichloride undergoes bromination (nucleophilic aromatic substitution) in presence of FeBr3 at meta position since CCl3 is a meta directing group. In last step CCl3 get reduced to CH3 in presence of Zn/HCl.