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)