IB ChemistryStructure 22.22.2.15
2.2.15HL

Sigma & Pi Bonds

Head-on vs lateral orbital overlap, and why double bonds restrict rotation.

🟣 This is Higher Level (HL) content.

Definitions and Orbital Overlap

Covalent bonds result from the overlap of atomic orbitals. The way these orbitals overlap determines whether a sigma or pi bond is formed.

σ Sigma Bonds

Formed by the direct, head-on (axial) combination of atomic orbitals. The electron density is concentrated directly between the nuclei, along the internuclear bond axis.

Can form from the overlap of two s orbitals, two p orbitals, an s and a p orbital, or hybrid orbitals.

π Pi Bonds

Formed by the lateral (side-on) combination of adjacent, unhybridised p orbitals. The electron density is concentrated in two regions above and below the plane of the bond axis.

Only unhybridised p orbitals can form pi bonds.

Sigma vs Pi: Key Differences

Sigma (σ) Bond Pi (π) Bond
Overlap type Head-on (axial, end-to-end) Lateral (side-to-side)
Orbitals involved s–s, s–p, p–p, or hybrid–hybrid Unhybridised p–p only
Electron density Along the bond axis Above & below the axis
Bond strength Stronger (greater degree of overlap) Weaker (less orbital overlap)
Rotation Free rotation ✅ Prevents rotation ❌

Key Properties

💪 Bond Strength

Sigma bonds are stronger than pi bonds because the direct, head-on overlap of the orbitals allows for a greater degree of orbital overlap. Pi bonds are generally weaker due to a significantly lower degree of lateral overlap.

🔄 Rotation

Molecules with only sigma bonds allow for free rotation around the bond axis. Pi bonds restrict rotation because rotating the atoms would break the parallel overlap of the p orbitals, disrupting the electron cloud. This restricted rotation gives rise to geometric (cis-trans) isomers.

Bond Composition

The first bond that forms between two atoms is always a sigma bond. Any additional bonds within a double or triple bond are pi bonds.

  • Single bond = 1σ
  • Double bond = 1σ + 1π
  • Triple bond = 1σ + 2π

Worked Examples: Organic Molecules

📐 Ethane (C₂H₆)

1 C–C single bond + 6 C–H single bonds

Total: 7σ bonds, 0π bonds

📐 Ethene (C₂H₄)

1 C=C double bond + 4 C–H single bonds

Total: 5σ bonds, 1π bond

📐 Ethyne (C₂H₂)

1 C≡C triple bond + 2 C–H single bonds

Total: 3σ bonds (1 from C–C + 2 from C–H) and 2π bonds (both in the C≡C)

Worked Examples: Inorganic Molecules

Molecule Structure σ bonds π bonds
H₂ H–H single bond (s–s overlap) 1 0
O₂ O=O double bond 1 1
N₂ N≡N triple bond 1 2
CO₂ O=C=O (two double bonds) 2 2

⚠️ Examiner Trap

Every bond has exactly one σ component: the first bond formed is always σ. Pi bonds are additional bonds only. A "triple bond" is NOT "3 bonds of equal strength."

← 2.2.14 Formal Charge2.2.16 Hybridization →