READING AND PROBLEMS ASSIGNMENT
Chapters 15 & 16
Reading Assignment:
Chapter 16 - Chemistry of Benzene - Electrophilic Aromatic Substitution
Study Guide:
Chapter 15 (p 256)
Chapter 16 (p 288)
Learning Objectives
Chap. 15 - be able to write resonance structures for aromatic rings and fused aromatic rings; be able to determine if a compound is non-aromatic or aromatic.
Chap. 16 - be able to predict the product of a reaction given the reagents in this chapter; be able to select the correct reagent to complete a reaction; be able to use the reactions in this chapter for single-step and multi-step synthesis problems; be able to write a mechanism (curved arrows) for each mechanism presented in this chapter (note that most examples are simple variations of one key mechanism).
Problems Assignment:
Chapter 15:
Recognize aromatic compounds, name aromatic compounds, draw substituted benzenes: 15.1 - 15.5, 15.17 - 15.22,
Draw resonance structures, orbital pictures, and molecular orbital diagrams for cyclic conjugated structures: 15.8, 15.10, 15.12, 15.13, 15.14
Use Huckels rule to predict aromaticity: 1.59 - 15.11, 15.29, 15.34
Definitions: 15.27
Chapter 16:
Predict the product: 16.1, 16.3, 16.4, 16.6, 16.7, 16.28, 16.30 - 16.32
Mechanisms: 16.2, 16.5, 16.35 - 16.37
Directing effect of substituents: 16.9, 16. 10, 16.12, 16.13, 16.15, 16.17, 16.18
Inductive and Resonance effects: 1.68, 16.11, 16.14, 16.29, 16.33, 16.34, 16.38
Predict the product of polysubstituted aromatics: 16.19, 16.39, 16.45
Reaction types and products:
Nucleophilic substitution: 16.20
Benzyne 16.21, 16.54, 16.58
Oxidations 16.22, 16.43
Brominations 16.23, 16.24
Reductions 16.25
Birch reduction 16.27
Synthesis Problems: 16.29, 16.30, 16.43, 16.47 - 16.51