1. Chemsheets AS006 (Electron arrangement)
08/04/2019
REACTIONS OF HALOGENOALKANES
© AS Feb-2016

2. Nucleophilic substitution
© AS Feb-2016

3. e.g. bromoethane + aqueous NaOH
Nucleophilic
substitution
© AS Feb-2016

4. e.g. 2-chloropropane + aqueous NaOH
Nucleophilic
substitution
© AS Feb-2016

5. e.g. 1-bromopropane + aqueous NaOH
Nucleophilic
substitution
© AS Feb-2016

6. e.g. 2-iodo-3-methylbutane + aqueous NaOH
Nucleophilic
substitution
© AS Feb-2016

7. Nucleophilic substitution
© AS Feb-2016

8. e.g. 2-chloropropane + ethanolic KCN
Nucleophilic
substitution
© AS Feb-2016

9. e.g. 1-bromobutane + ethanolic KCN
Nucleophilic
substitution
© AS Feb-2016

10. Nucleophilic substitution
© AS Feb-2016

11. e.g. 2-chloropropane + excess hot conc NH3
Nucleophilic
substitution
© AS Feb-2016

12. e.g. 2-bromo-3-methylbutane + excess hot conc NH3
Nucleophilic
substitution
© AS Feb-2016

13. Hot, ethaanolic KOH (not warm, aq NaOH)
Lose X and H from adjacent C (if there is one)
Forms alkene(s)
Can get different alkenes depending which adjacent C the H comes from
OH- acts as base (not nucleophile)
Elimination
© AS Feb-2016

14. e.g. 2-chloropropane + hot ethanolic KOH
Elimination
© AS Feb-2016

15. e.g. 2-bromobutane + hot ethanolic KOH
Elimination
© AS Feb-2016