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12 grade chemistry others

Toluene on reaction with N-bromosuccinimide gives:
A. p-bromomethyl benzene
B. o-bromomethyl benzene
C. Phenyl bromomethane
D. m-bromomethyl benzene

Aniket Singh

11 Months agoGrade

1 Answer

Askiitians Tutor Team

Approved Tutor Answer11 Months ago

Toluene reacts with N-bromosuccinimide (NBS) primarily through a free radical bromination mechanism. This reaction typically favors the formation of brominated products at the benzylic position due to the stability of the resulting radical.

Product Formation

In the case of toluene, the most likely product formed from this reaction is:

C. Phenyl bromomethane (also known as benzyl bromide)

Reasoning Behind the Answer

The benzylic position is more reactive compared to the aromatic ring, leading to the substitution of a hydrogen atom at that site with a bromine atom. This results in the formation of phenyl bromomethane, making it the major product of the reaction.

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