Alkyl Halides - Result Question 4

####4. The major product of the following reaction is

(2019 Main, 10 April I)

(a)

(c)

(b)

(d)

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Solution:

  1. In the given question, the substrate is a $2^{\circ}$-halide (bromide) and the medium, $CH _3 OH$ (as well as a poor nucleophile) is protic in nature, So, the reaction will follow mainly $S _N 1$ pathways via the formation of a carbocation intermediate (I).

The intermediate, I can be rearranged into the more stable form I’ $\left(3^{\circ}\right)$ by $\alpha$-hydride shift. I ’ will give the major product.



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