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Basics of Organic Chemistry question

2008 · Shift 1 · Q2
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Basics of Organic Chemistry question

2008 · Shift 1 · Q2

JEE AdvancedChemistryBasics of Organic ChemistryMCQ+3 / −1
Hyperconjugation involves overlapping of the following orbitals:
  1. A
    σ−σ\sigma-\sigmaσ−σ
  2. B
    σ−p\sigma-pσ−p
  3. C
    p−pp-pp−p
  4. D
    π−π\pi-\piπ−π
View written solutionFree

Correct answer: B

  1. Recall the concept of hyperconjugation

    Hyperconjugation is the delocalization of electrons from a σ\sigmaσ-bond (usually a C–H or C–C bond) into an adjacent empty or partially filled ppp-orbital or a π\piπ-system.

  2. Orbital overlap involved

    In the most common description, hyperconjugation involves overlap of:

    σ orbital  with  p orbital\sigma \text{ orbital} \; \text{with} \; p \text{ orbital}σ orbitalwithp orbital

    This is why it is often called σ\sigmaσ-ppp conjugation or no-bond resonance.

  3. Evaluate the options

    • A: σ−σ\sigma-\sigmaσ−σ → Incorrect. This is just overlap forming a normal sigma bond, not hyperconjugation.
    • B: σ−p\sigma-pσ−p → Correct. This is the characteristic overlap in hyperconjugation.
    • C: p−pp-pp−p → Incorrect. This is typical of π\piπ-bond formation or conjugation, not hyperconjugation.
    • D: π−π\pi-\piπ−π → Incorrect. This refers to conjugation between pi systems, not hyperconjugation.
  4. Final answer

    Therefore, the correct option is:

    B: σ−p\boxed{\text{B: } \sigma-p}B: σ−p​

  5. Comparison with stored correct answer

    The stored correct answer is B, which matches the derived answer.

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