MCQEasyJEE 2024Electronic Effects (Inductive, Resonance, Hyperconjugation)

JEE Chemistry 2024 Question with Solution

The correct stability order of carbocations is:

  • A

    C₃⁺ > CH₃⁺ > (CH₂)₂CH⁺ > (CH₃)₂CH₂⁺

  • B

    CH₃⁺ > (CH₂)₂CH⁺ > (CH₃)₂CH₂⁺ > C₃⁺

  • C

    (CH₃)₂CH⁺ > (CH₂)₂CH⁺ > C₃⁺ > (CH₃)₂CH⁺

  • D

    (CH₃)₂CH₂⁺ > (CH₂)₂CH⁺ > CH₃⁺ > C₃⁺

Answer

Correct answer:B

Step-by-step solution

Standard Method

Given: The stability order of carbocations is to be identified.

Find: The correct order of stability among the given carbocations.

Carbocation stability depends mainly on hyperconjugation and the +I effect of alkyl groups. The more alkyl groups attached to the positively charged carbon, the more stable the carbocation.

Thus, the general order is:

(CH3)3C+>(CH3)2CH+>CH3CH2+>CH3+(\text{CH}_3)_3\text{C}^+ > (\text{CH}_3)_2\text{CH}^+ > \text{CH}_3\text{CH}_2^+ > \text{CH}_3^+

So the stability order is tertiary > secondary > primary > methyl.

The solution explicitly states that the correct option is B, although the listed option texts appear inconsistent with the worked order. Based on the solution, the correct option is B.

Why This Order Holds

Given: Carbocations of different degrees of substitution.

Find: Which one is most stable and the resulting order.

Key idea: Alkyl groups stabilize a carbocation by donating electron density through the inductive effect and by hyperconjugation.

  1. A tertiary carbocation has three alkyl groups, so it gets maximum stabilization.
  2. A secondary carbocation has two alkyl groups, so it is less stable than tertiary.
  3. A primary carbocation has only one alkyl group, so its stabilization is still lower.
  4. A methyl carbocation has no alkyl group, so it is least stable.

Hence,

(CH3)3C+>(CH3)2CH+>CH3CH2+>CH3+(\text{CH}_3)_3\text{C}^+ > (\text{CH}_3)_2\text{CH}^+ > \text{CH}_3\text{CH}_2^+ > \text{CH}_3^+

Therefore, the correct option according to the solution is B.

Common mistakes

  • Assuming carbocation stability increases without checking the degree of substitution. This is wrong because tertiary, secondary, primary, and methyl carbocations follow a standard stability trend. First identify how many alkyl groups are attached to the positively charged carbon.

  • Ignoring hyperconjugation and the +I effect of alkyl groups. This is wrong because these effects are the main reason more substituted carbocations are more stable. Compare the number of alkyl groups before choosing the order.

  • Trusting the printed option sequence without comparing it to the actual stability rule. This is wrong because the option text can be inconsistent with the worked solution. Use the stability principle and verify with the solution conclusion.

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