Definition

From Bond cleavage. In a heterolytic bond cleavage, the bonding pair of electrons is split unevenly between the products. The cleaving generates two charged product species or ions.

Explanation

Generalization

Structural reaction scheme for Heterolytic Bond Cleavage, diagram 1 of 2
Figure 1. Heterolytic Bond Cleavage

Notice: The bond is cleaved such that one of the bonding species takes both original bonding electrons from the other species.

Example – Heterolysis of a carbon-leaving group bond that gives a carbocation and a negatively charged ion as products. This is also the rate-limiting step in the SN1 and E1 mechanisms.

Structural reaction scheme for Heterolytic Bond Cleavage, diagram 2 of 2
Figure 2. Heterolytic Bond Cleavage