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Q. Toluene reacts with bromine in the presence of the light to give benzyl bromide, while in presence of $FeBr_3$ it gives p-bromotoluene. Give explanation for the above observation.

IIT JEEIIT JEE 1996

Solution:

In presence of light, free radical reaction takes place at $-CH_3$ group while in presence of FeBr3, electrophilic substitution occur in the ring.

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