Objectives Chapter 22.
Aromatics II "Reactions of Benzene and its Derivatives" Brown, Foote &
Iverson 4th ed.
Read Chapter 22.1- 22.2. Omit 20.3 Study Key reactions 1, 2, 3, 4, 5, 6, 7 9 Pgs. 821-822
1. Be able to write equations showing how benzene and any aromatic compound can be: a) chlorinated, b) brominated, c) nitrated, d) sulfonated, e) alkylated (Friedel-Crafts Alkylation), f) acylated. In each case state the reactants and the catalyst
2. Be able to give the mechanism of each of the reactions above.
3. Explain why when benzene is alkylated, dialkylated benzene also occurs as a side reaction.
4. Given a series of monosubstituted benzenes determine which compounds would be more reactive than benzene (activated) and which ones would be less reactive (deactivated) than benzene in electrophylic aromatic substitution reactions.
5. Memorize the groups in table 20.1 pg 811. This table will be very important when you work problems involving the synthesis of disubstituted benzene derivatives.
6. Be able to draw the resonance structures of the intermediates involved when the nitronium ion attacks anisole in the meta position
7. Be able to draw all the resonance structures which occur when the nitronium ion attacks anisole in the para position. (see pg. 814)
8. Work the following problems in chapter 22: 22.1 (pg862), 22.2 (pg886) 22.3 (pg868), 22.4 (pg872), 22.5 (pg876). AT the end to chapter 22 please work the following problems : 7b,c,d.,14, 15, 16, 19, 20. 21, 20. 30, 31, 33 The bold type indicate typical questions used on quizzes and exams!!