Topic 10 - Organic chemistry: halogenoalkanes

Halogenoalkanes

1. Recall the chemistry of halogenoalkanes as exemplified by:
   1. combustion
   2. treatment with aqueous alkali
   3. treatment with alcoholic alkali
   4. treatment with silver nitrate
   5. formation of primary amines by reaction with ammonia
2. Describe the hydrolysis of bromoethane as a nucleophilic substitution reaction.
3. Describe the mechanism of elimination of hydrogen bromide from 2-bromopropane.
4. Describe the mechanism of nucleophilic substitution in primary and tertiary halogenoalkanes.
5. Interpret the different reactivities of primary, secondary and tertiary halogenoalkanes towards hydrolysis.
6. Interpret the different reactivities of secondary halogenoalkanes and chlorobenzene towards hydrolysis.
7. Explain the rates of hydrolysis of primary halogenoalkanes in terms of the relative strengths of the C-Hal bond (C-F, C-Cl, C-Br and C-I).

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