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Question

Which of the following options is the correct order of relative stabilities of cations I,II and III as written below (most stable first)?

A
I>II>III
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B
III>II>I
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C
III>I>II
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D
I>III>II
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Solution

The correct option is A I>II>III
Structure I is resonance stabilized as shown:


In structure II, there are five α-hydrogens, and this this structure is stabilized by hyperconjugation.
In structure III, there are no α-hydrogens, so hyperconjugation effect is not there. This carbocation is stabilized by inductive effect of alkyl groups.
Since ,
Resonance>Hyperconjugation>Insuctive effect.
The correct order is
I>II>III

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