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Q. Which is the least stable carbocation?
I. $ CH_{3}CH_{2} \overset{+}{C}H_{2} $
II. $ CH_{3}\overset{+}{C}HCH_{3} $
III. $(CH_{3})_{4} \overset{+}{C} $
VI. $ (CH_{3})_{3} C \overset{+}{C}H_{2} $

AMUAMU 2014Organic Chemistry – Some Basic Principles and Techniques

Solution:

Stability of carbocation depends upon the number of hyperconjugative structures. More the hyperconjugative structure (i.e., more the number of hydrogen atoms attached directly to a-carbon atom), more is the stability of carbocation
Thus, the order of stability of given carbocation is
image
Thus, $(CH_{3})_{3}CC \overset{+}{H_{2}} (IV)$ is least stable carbocation among the given