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Question

Write correct order of stability of following carbocations:

A
(I) > (II) > (III) < (IV)
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B
(III) > (II) > (I) > (IV)
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C
(III) > (I) > (II) > (IV)
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D
(III) > (II) > (IV) > (I)
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Solution

The correct option is B (III) > (II) > (I) > (IV)
Stability of carbocation Number of α Hydrogens

Compound (I) has 1 α H .
α Hydrogens at bridge head carbon are not involved in hyperconjugation because it leads to a strained carbocation.
Thus, zero α H involved in hyperconjugation.

Compound (II) has 4 α H
But, 3 α H involved in hyperconjugation.



Compound (III) has 6 α H


In compound (IV), carbocation is at bridge head position, it is the least stable because presence of carbocation creates a strain at the already strained position.
Thus, the order of stability of carbocation is
(III) > (II) > (I) > (IV)

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