In chemistry, bond dissociation energy, D₀ or BDE, is one measure of the bond strength in a chemical bond. It is defined as the standard enthalpy change when a bond is cleaved by homolysis, with reactants and products of the homolysis reaction at 0K (absolute zero). For instance, the bond dissociation energy for one of the C-H bonds in ethane (C₂H₆) is defined by the process:

CH₃CH₂-H → CH₃CH₂ + H

D₀ = ΔH = 101.1 kcal/mol (423.0 kJ/mol)

The bond dissociation energy is sometimes also called the bond dissociation enthalpy (or bond enthalpy), but these terms are not strictly correct, as they refer to the above reaction enthalpy at standard conditions, and may differ from D₀ by more than 3 kcal/mol (12 kJ/mol).

The bond dissociation energy is usually different from the bond energy, which is calculated from the sum of the bond dissociation energies of all bonds in a molecule. ^[1]

For example, an O-H bond of a water molecule (H-O-H) has 493.4 kJ/mol of bond dissociation energy, and 424.4 kJ/mol is needed to cleave the remaining O-H bond. The bond energy of the O-H bonds in water is 458.9 kJ/mol, which is the average of the values.

In the same way for removing successive hydrogen atoms from methane the bond dissociating energies are 104 kcal/mol (435 kJ/mol) for D(CH₃-H), 106 kcal/mol (444 kJ/mol) for D(CH₂-H), 106 kcal/mol (444 kJ/mol) for D(CH-H) and finally 81 kcal/mol (339 kJ/mol) for D(C-H). The bond energy is thus 99 kcal/mol or 414 kJ/mol (the average of the bond dissociation energies).

Note that following dissociation, if new bonds are formed at lower enthalpy, then there is a net loss of energy, and thus an overall exothermic process.

Heterolytic bond dissociation energy is involved in chemical bond breaking by heterolysis rather than homolysis.

See also

• Bond strength
• Bond energy
• Binding energy
• Chemical bond

References

1. ^ Morrison & Boyd Organic Chemistry 4th Ed. ISBN 0-205-05838-8