What will be the product in the following reaction 
A
B
C
D
Answer & Solution
Correct answer: C. 
The substrate is $1$-methylcyclohexene, and $\mathrm{NBS}$ gives allylic bromination. The allylic positions are the ring carbons adjacent to the double bond and the methyl group attached to the vinylic carbon. Bromination occurs at the most stable allylic radical position, which is the ring allylic carbon that gives a resonance-stabilized secondary allylic radical while preserving the more substituted alkene in the resonance form. Hence the product is the allylic bromide with bromine on the ring carbon adjacent to the double bond and the double bond shifted, which matches option $\mathrm{C}$ after checking all the given structures.
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