JEE Challenger
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Orbital Overlap Involved in Hyperconjugation Effect

Hyperconjugation involves overlap of the following orbitals

Options

A

σ−σ\sigma - \sigma

B

σ−p\sigma - p

Correct
C

p−pp - p

D

π−π\pi - \pi

Step-by-Step Solution

Hyperconjugation (often referred to as the Baker–Nathan effect or "no-bond resonance") is a stabilizing interaction that involves the delocalization of electrons from a σ\sigma bond (most commonly a C−H\text{C}-\text{H} or C−C\text{C}-\text{C} σ\sigma bond) into an adjacent empty, partially filled, or antibonding orbital.

In the case of a carbocation or a free radical:

  • The adjacent sp3\text{sp}^3 hybridized carbon has a bonding σ\sigma orbital (such as the C−H\text{C}-\text{H} σ\sigma orbital).
  • The electron-deficient carbon possesses an empty or singly occupied unhybridized pp-orbital.
  • The stabilizing interaction occurs through the lateral overlap of the filled σ\sigma orbital of the C−H\text{C}-\text{H} bond with this adjacent empty or half-filled pp-orbital.

Thus, hyperconjugation fundamentally involves the overlap of a σ\sigma orbital and a pp orbital (σ−p\sigma - p overlap).

Therefore, the correct option is B.