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Question

In which of the following pairs of carbocations, the first carbocation is more stable than the second?

(i) CH2=CH−+CH2 and CH2=CH−CH2−+CH2
(ii) CH3−NH−+CH2 and +CH2−OH
(iii) CH3−O−CH2−+CH2 and CH2−O−+CH2
(iv) CH3−+CH−CH2CH2CH3 and CH3CH2−+CH−CH2CH3

A
(i), (ii) and (iii)
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B
(i), (ii) and (iv)
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C
(ii) and (iii)
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D
(iii) and (iv)
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Solution

The correct option is B (i), (ii) and (iv)
(i). Allylic carbocation is more stable than a non-allylic carbocation

(ii). CH3NHCH+2 is more stable than CH+2OH because of negative inductive effect.

(iii). More αH more hyperconjugation. CH3CH+C3H7 have 5αH whereas C2H5CH+C2H5 have only 4αH

Hence, the correct option is B

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