IB ChemistryStructure 22.22.2.2
2.2.2

Multiple Bonds

Relationship between bond number, length, and strength.

Bond Relationships

As the number of shared electron pairs increases, the electrostatic attraction between the nuclei and the shared electrons increases.

Single Bond 1 shared pair
Longest
Weakest
Double Bond 2 shared pairs
Intermediate
Triple Bond 3 shared pairs
Shortest
Strongest

Key Trend

As bond order increases: bond length decreases and bond strength (enthalpy) increases. This is because more shared electron pairs pull the nuclei closer together.

C–C: 154 pm, 346 kJ mol⁻¹  |  C=C: 134 pm, 614 kJ mol⁻¹  |  C≡C: 120 pm, 839 kJ mol⁻¹

Think About It

A C=C double bond (614 kJ mol⁻¹) is not twice as strong as a C–C single bond (346 kJ mol⁻¹). Why?

The first bond (σ bond) is a strong head-on overlap. The second bond (π bond) involves sideways overlap of p-orbitals, which is less effective. So the π bond adds only ~268 kJ mol⁻¹, not another 346.

← 2.2.1 Lewis Formulas 2.2.3 Coordination Bonds →