Organic Chemistry Valence Bond Theory

Chemical Bond

  • Transfer or sharing of electrons between 2 atoms to achieve a stable (low Energy) arrangement

Theories of Bonding

  • Thomson Theory: Plumb pudding model (19th Century)

  • Lewis Theory: Bonds form by transferring or sharing electrons: Octet Rule (1916)

  • Valence Bond Theory (VB): approaches chemical bonding based on an extension of the quantum-mechanical model (1970s)

Valence Bond Theory

  • Chemical bonding based on combining atomic orbitals.

  • Explains how atomic orbitals (s, p, d) of one atom combine with another to produce a bond.

Carbon Hybridization

  • Carbon has 4 valence electrons and forms 4 bonds.

  • Types: sp3, sp2, and sp.

sp3 Hybridized Carbon

  • Tetrahedral geometry with 109.5° angles.

  • Forms four sigma bonds, e.g., in methane (CH4).

sp2 Hybridized Carbon

  • Forms one sigma (σ\sigma) bond and one pi (π\pi) bond.

  • Ethene is a flat planar molecule with 120° bond angles.

sp Hybridized Carbon

  • Forms one sigma (σ\sigma) bond and two pi (π\pi) bonds.

  • Example: Acetylene.

Sigma (σ\sigma) and Pi (π\pi) Bonds

  • Sigma (σ\sigma) bond: Bonding electrons directly between 2 nuclei.

  • Pi (π\pi) bond: Bonding electrons NOT between the 2 nuclei.

  • σ\sigma bonds are stronger than π\pi bonds.

Consequences of Pi Bonds

  • Restricted rotation around C=C bond.

  • Can lead to different molecules with different spatial orientations.