Electron Sharing Reactions
R3.3.1—A radical is a molecular entity that has an unpaired electron. Radicals are highly reactive.
Identify and represent radicals
R3.3.2—Radicals are produced by homolytic fission, e.g. of halogens, in the presence of ultraviolet (UV) light or heat.
Explain, including with equations, the homolytic fission of halogens, known as the initiation step in a chain reaction.
R3.3.3—Radicals take part in substitution reactions with alkanes, producing a mixture of products.
Explain, using equations, the propagation and termination steps in the reactions between alkanes and halogens.
Electron-Pair Sharing Reactions
R3.4.1—A nucleophile is a reactant that forms a bond to its reaction partner (the
electrophile) by donating both bonding electrons.
Recognize nucleophiles in chemical reactions.
R3.4.2—In a nucleophilic substitution reaction, a nucleophile donates an electron pair to form a new bond, as another bond breaks producing a leaving group.
Deduce equations with descriptions and explanations of the movement of electron pairs in nucleophilic substitution reactions.
R3.4.3—Heterolytic fission is the breakage of a covalent bond when both bonding electrons remain with one of the two fragments formed.
Explain, with equations, the formation of ions by heterolytic fission.
R3.4.4—An electrophile is a reactant that forms a bond to its reaction partner (the nucleophile) by accepting both bonding electrons from that reaction partner.
Recognize electrophiles in chemical reactions.
R3.4.5—Alkenes are susceptible to electrophilic attack because of the high electron density of the carbon–carbon double bond. These reactions lead to electrophilic addition.
Deduce equations for the reactions of alkenes with water, halogens, and hydrogen halides.
Structure 2.1—How is it possible for a radical to bean atom, a molecule, a cation or an anion? Consider examples of each type.
Reactivity 1.2—Why do chlorofluorocarbons (CFCs) in the atmosphere break down to release chlorine radicals but typically not fluorine radicals?
Structure 2.2—What is the reverse process of homolytic fission?
Structure 2.2—Chlorine radicals released from CFCs are able to break down ozone, O3, but not oxygen, O2, in the stratosphere. What does this suggest about the relative strengths of bonds in the two allotropes?
Reactivity 2.2—Why are alkanes described as kinetically stable but thermodynamically unstable?