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Question

(A) $N$-Bromosuccinimide $(NBS)$ is a reagent used for allylic or benzylic bromination via a free radical mechanism.In the given substrate,$1$-methyl$

Vedclass · Accepted Answer

$1-$bromo$-1-$methyl$-1,2,3,4-$tetrahydronaphthalene

Vedclass · Answer

(A) $N$-Bromosuccinimide $(NBS)$ is a reagent used for allylic or benzylic bromination via a free radical mechanism.In the given substrate,$1$-methyl$-1,2,3,4-$tetrahydronaphthalene,the hydrogen atom at the $C-1$ position is benzylic as well as tertiary.Abstraction of this hydrogen leads to the formation of a stable tertiary benzylic radical,which is further stabilized by resonance with the benzene ring and hyperconjugation.Subsequent reaction with $Br_2$ (generated in situ by $NBS$) results in the formation of $1-$bromo$-1-$methyl$-1,2,3,4-$tetrahydronaphthalene as the major product.

The major product $(A)$ is:

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