DP Chemistry · HL / SL · Reactivity 3. What are the mechanisms of chemical change?

R3.3 Electron sharing reactions

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Notes Quiz

What Are Radicals?

Radical: A radical is an atom, molecule, or polyatomic species that contains an unpaired electron. Radicals are electrically neutral but highly reactive because they seek to pair their unpaired electron to achieve a more stable configuration.

Radicals are represented by placing a dot (•) next to the atom carrying the unpaired electron. They can be:

  • Atomic radicals , e.g., Cl• or H•
  • Polyatomic radicals , e.g., •CH3​ (methyl radical) or •OH (hydroxyl radical)
Example

Common examples of radicals:

  • Cl• , a chlorine atom with one unpaired electron
  • •CH3​ , carbon has formed only three bonds, leaving one unpaired electron
  • •OH , the unpaired electron sits on the oxygen atom

In each case, the dot indicates where the unpaired electron is located.

Warning

Do not confuse radicals with ions. Ions are charged species formed by gaining or losing electrons. Radicals are neutral species with an unpaired electron. A chlorine radical Cl• is very different from a chloride ion Cl−.

Homolytic Fission , How Radicals Are Formed

Homolytic fission: Homolytic fission is the breaking of a covalent bond in which each atom retains one of the two shared electrons, producing two radicals.

This is in contrast to heterolytic fission, where both electrons go to one atom, producing ions. In homolytic fission, bond breaking is symmetrical.

Steps in homolytic fission:

  1. A covalent bond absorbs energy (from UV light or heat).
  2. The bond breaks symmetrically , one electron goes to each atom.
  3. Two radicals are produced.

Cl2​UV light​Cl•+Cl•

The movement of single electrons in homolytic fission is shown using fish hook arrows , these are single-barbed (half-headed) arrows, one for each electron moving to its respective atom.

Note

Fish hook arrows are unique to radical mechanisms. In contrast, the curly double-headed arrows used in ionic/polar mechanisms represent the movement of an electron pair. Make sure you use the correct arrow type in exam answers.

Exam Tip

A helpful way to remember homolytic vs. heterolytic fission:

  • Homo = same → each atom gets the same number of electrons (one each) → radicals
  • Hetero = different → one atom gets both electrons → ions
Homolytic Fission , How Radicals Are Formed
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11 more sections in this topic

← Previous topicR3.2 Electron transfer reactionsNext topic →R3.4 Electron-pair sharing reactions
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