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  4. Hyperconjugation is most useful for stabilising which of the following carbocations?

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Q. Hyperconjugation is most useful for stabilising which of the following carbocations?

KEAMKEAM 2010Organic Chemistry – Some Basic Principles and Techniques

Solution:

On the basis of hyperconjugation, stability order of different alkyl carbocations is
$ 3{}^\circ >2{}^\circ >1{}^\circ >methyl $
In t-butyl cation, the C-atom bearing the positive charge is attached to three methyl groups, thus it will have maximum hyperconjugative structures, which give it maximum stability.