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Question
Rank the following intermediates according to the stability (most stable first) : CH3CH2CH2⊕CH2,CH3⊕CHCH2CH3,(CH3)2⊕CCH2CH3,(CH3)3⊕C
CH3CH2CH2⊕CH2,CH3⊕CHCH2CH3,(CH3)2⊕CCH2CH3,(CH3)3⊕C
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Solution
The correct option is B (CH3)3⊕C>(CH3)2⊕CCH2CH3>CH3⊕CHCH2CH3>CH3CH2CH2⊕CH2
Hyperconjugation or no bond resonance stabilize the carbocation. Higher the number of conjugated hydrogen atoms, higher will be the stability. Tertiary carbocation has 3 methyl groups with 9 hyperconjugative hydrogens which makes it most stable. The order of stability is (CH3)3−C+>(CH3)2C+CH2CH3>CH3C+HCH2CH3>CH3CH2CH2C+H2
Hyperconjugation or no bond resonance stabilize the carbocation. Higher the number of conjugated hydrogen atoms, higher will be the stability. Tertiary carbocation has 3 methyl groups with 9 hyperconjugative hydrogens which makes it most stable.
The order of stability is (CH3)3−C+>(CH3)2C+CH2CH3>CH3C+HCH2CH3>CH3CH2CH2C+H2
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2
(b)
(c)
