Chapter 16: Review and Practice

We’ve continued the coverage of aromatic molecules in this c

Substituents on the benzene ring affect both the reactivity

Chemistry Matters — Combinatorial Chemistry

In split synthesis, the initial reactant is again linked to

Summary of Reactions

Additional Problems

Problem 16-28 Aromatic iodination can be carried out with a

Problem 16-32 The nitroso group, – N\text{=}O, is one of the

Problem 16-36 Addition of HBr to 1-phenylpropene yields only

Problem 16-40 Propose a mechanism to account for the followi

Problem 16-44 Propose a mechanism for the Smiles rearrangeme

Problem 16-48 (a) Chlorobenzene, o-dichlorobenzene, benzene

Problem 16-52 (a) Bromobenzene romobenzene (b) Toluene oluen

Problem 16-56 (a) p-Chloroacetophenone p-Chloroacetophenone

Problem 16-60 Electrophilic substitution on 3-phenylpropanen

Problem 16-64 (a) (b) (c) Problem 16-65 The compound MON-058

Problem 16-68 Propose a mechanism for the reaction of 1-chlo

Problem 16-72 You know the mechanism of HBr addition to alke

Problem 16-76 Would you expect p-methylphenol to be more aci

Key Terms

• combinatorial chemistry - electrophilic aromatic substitut

• nucleophilic aromatic substitution - resonance effect