What is the Difference Between Homolysis and Heterolysis?

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Homolysis and heterolysis are two different processes that involve the breaking of a covalent bond. The main differences between them are:

  1. Symmetrical vs. Unsymmetrical Breakdown: Homolysis is the symmetrical breaking of a covalent bond, where each departing atom takes one electron from the bonded pair, resulting in the formation of free radicals with unpaired electrons. Heterolysis, on the other hand, is the unsymmetrical breaking of a covalent bond, where one of the departing atoms retains the bonded pair, leading to the formation of charged species called ions.
  2. Bond Formation: Homolysis occurs in the breaking of a covalent bond between two atoms of the same element or two atoms having nearly the same electronegativity, resulting in the formation of two chemically equal parts. Heterolysis occurs in the breaking of a covalent bond between two atoms of different elements or two atoms having different electronegativity, leading to the formation of two chemically different parts.
  3. Solvent Requirements: Homolysis takes place favorably in nonpolar solvents, while heterolysis takes place favorably in polar solvents.
  4. Temperature and Energy Requirements: Homolysis generally takes place at high temperatures or in the presence of UV light or peroxides. Heterolysis typically occurs at lower temperatures.

In summary, the key difference between homolysis and heterolysis is the manner in which the covalent bond is broken and the resulting products. Homolysis involves a symmetrical breakdown, forming free radicals, and occurs in nonpolar solvents, while heterolysis involves an unsymmetrical breakdown, forming ions, and occurs in polar solvents.

Comparative Table: Homolysis vs Heterolysis

Here is a table comparing homolysis and heterolysis:

Feature Homolysis (Homolytic Fission) Heterolysis (Heterolytic Fission)
Definition The symmetrical breaking of a covalent bond in which each departing atom takes one electron from the bonding pair. The unsymmetrical breaking of a covalent bond in which one of the departing atoms retains both electrons from the bonding pair.
Bond Formation Formation of free radicals (uncharged species) bearing unpaired electrons takes place. Formation of charged species called ions, like carbocation or carbonium ion, takes place.
Covalent Bond Occurs between two atoms of the same element or two atoms having nearly the same electronegativity. Occurs between two atoms of different elements or two atoms having different electronegativity.
Solvent Takes place favourably in a nonpolar solvent. Takes place favourably in a polar solvent.
Temperature Generally, reaction takes place at high temperature or in the presence of UV light or peroxides. Heterolysis occurs at room temperature and does not require UV light or peroxides.

Homolysis is the breakdown of a chemical compound into two chemically equal parts, while heterolysis is the breakdown of a chemical compound into two chemically different parts.