Hydrocarbons Ques 20
20.

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Answer:
Correct Answer: 20.(b)
Solution:
- (b) The formed $2^{\circ}$ carbocation will rearrange to a more stable $3^{\circ}$ carbocation as:


Of the two possibilities, $2^{\circ}$ carbocation is more stable so the product of the reaction is expected to be predominantly formed by $2^{\circ}$ carbocation
i.e.

i.e. $2$- Bromo-$3$-Methylbutane
Some electrophilic addition reaction form products that are clearly not the result of the addition of electrophile to the $s p^{2}$ carbon bonded with the most hydrogen and the addition of a nucleophile to the other $s p^{2}$ carbon.
The unexpected product results from a rearrangement of carbocation intermediate. Please note that all carbocation do not rearrange.