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Basics of Organic Chemistry question

2011 · Shift 2 · Q16
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Basics of Organic Chemistry question

2011 · Shift 2 · Q16

JEE AdvancedChemistryBasics of Organic ChemistryNumerical+3 / −1
The total number of contributing structure showing hyper-conjugation (involving C-H bonds) for the following carbocation is ‾\underline{\hspace{2cm}}​. IIT-JEE 2011 Paper 2 Offline Chemistry - Basics of Organic Chemistry Question 16 English
Numerical answer
View written solutionFree

Correct answer: 6

  1. Identify the carbocation and the condition for hyperconjugation

    Hyperconjugation in a carbocation occurs due to overlap of a neighboring σ(C−H)\sigma(C-H)σ(C−H) bond with the empty ppp-orbital on the positively charged carbon.

    Therefore, the number of contributing hyperconjugative structures is equal to the number of α\alphaα-hydrogen atoms present on the carbon(s) adjacent to the carbocation center.

  2. Count the α\alphaα-hydrogens

    From the given carbocation structure, the positively charged carbon has adjacent carbon atoms bearing a total of 6 hydrogens that can participate in hyperconjugation.

  3. Relate to contributing structures

    Each such α\alphaα-C−HC-HC−H bond can give one no-bond resonance form (hyperconjugative structure).

    Hence,

    Number of hyperconjugative contributing structures=6\text{Number of hyperconjugative contributing structures} = 6Number of hyperconjugative contributing structures=6

  4. Final answer

    6\boxed{6}6​

  5. Comparison with stored correct answer

    Stored correct answer = 666

    Our derived answer also = 666

    So, the answer agrees with the stored correct answer.

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