Lesson Structure

1.0       Objectives

1.1       Introductions

1.2       Mechanism of free radical substitution

1.2.1    Free-radical substitution of alkanes

1.2.2    Free-radical halogenation is most commonly applied to allylic or benzylic halogenations      

1.3       Neighbouring group assistance in free radical reactions

1.4       Reactivity

1.4.1    Reactivity for aliphatic substrates:

1.4.2    Reactivity in aromatic substrate:

1.4.3    Reactivity in the attacking radicals:

1.4.4    The effect of solvent on reactivity:

1.4.5    Reactivity at a bridgehead:

1.5       Oxidation of aldehydes to carboxylic acids

1.6       Autooxidation

1.7       Coupling of alkynes

1.7.1    Modifications: Eglinton Reaction

1.8       Arylation of aromatic compounds by diazonium salts

1.8.1    Gomberg or Gomberg-Bachmann reaction

1.8.2    Sandmeyer reaction:

1.9       Hunsdiecker reaction

1.10     Sandmeyer reaction

1.11     Free radical rearrangement

1.12     Summary