JEE Main 2024 · 30 January · evening · Single correct · +4 / −1

The correct stability order of carbocations is

  1. (a) (CH₃)₃C⁺>CH₃-C(+)H₂>(CH₃)₂C(+)H>C(+)H₃
  2. (b) (CH₃)₃C(+)>(CH₃)₂C(+)H>CH₃-C(+)H₂>C(+)H₃
  3. (c) C(+)H₃ > CH₃-C(+)H₂ > CH₃-C(+)H > (CH₃)₃ C⁺
  4. (d) C(+)H₃>(CH₃)₂C(+)H>CH₃-C(+)H₂>(CH₃)₃C(+)
Answer and solution

Answer (b) (CH₃)₃C(+)>(CH₃)₂C(+)H>CH₃-C(+)H₂>C(+)H₃

Solution

Chemistry ma’am · 3 steps

Count the methyl groups on the positive carbon: each one feeds it electrons and makes it steadier.

  1. Why alkyl groups help. A carbocation has a carbon with only six electrons and a positive charge. Each alkyl group attached to it donates electron density by the +I effect and by hyperconjugation. This spreads the charge out and stabilises the ion.
  2. Hyperconjugation count. Hyperconjugation uses the C–H bonds on carbons next to the positive carbon (the α-hydrogens). More α-hydrogens give more resonance-like structures, so the carbocation is more stable.
    CarbocationTypeAlkyl groups on C⁺α-hydrogens
    (CH₃)₃C⁺tertiary (3°)39
    (CH₃)₂CH⁺secondary (2°)26
    CH₃CH₂⁺primary (1°)13
    CH₃⁺methyl00
  3. So. The stability order is 3° > 2° > 1° > methyl, that is (CH₃)₃C⁺ > (CH₃)₂CH⁺ > CH₃CH₂⁺ > CH₃⁺, which is option (b).

The idea to keep. For simple alkyl carbocations, stability follows 3° > 2° > 1° > methyl. Count the α-hydrogens: more hyperconjugation and more +I donation mean a more stable cation.

Answer from the NTA final answer key. Solution by PrepWiser.

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Asked about 180 times in JEE Main since 2020. This question is from 2024.