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Question

Which is the stable form of the given carbocation after rearrangement?

A
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B
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C
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D
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Solution

The correct option is C
Carbocation undergoes various rearrangements and shifts to give a stable carbocation.
Only if it forms a stable carbocation, it undergoes rearrangement.
Carbocation (a) is formed by 1, 2 H-shift to give the same secondary carbocation. Hence, it will not form.
Carbocation (b) is formed by 1, 2 methyl shift to give primary carbocation which is less stable than secondary. Hence, it will not form.
Carbocation (d) is formed by ring expansion from less stable five member to more stable six member ring. Thus, it gives a six member secondary carbocation.

The formed six membered carbocation can undergo further 1, 2 H-shift to give six membered tertiary carbocation (c) which is the most stable one.


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