Exam 17: Reactions of Aromatic Compounds

Provide a series of synthetic steps by which 4-phenylheptan-4-ol can be prepared from benzene.

Provide the structures of the major organic products of the following reaction.

Provide the major organic product(s) when benzene is treated with the following sequence of reagents: 1. Br₂, FeBr₃ 2. CH₃COCl, AlCl₃.

Provide the major organic product that results when benzene is treated with the following sequence of reagents: 1. CH₃COCl, AlCl₃ 2. Br₂, FeBr₃.

Which step in an electrophilic aromatic substitution reaction is typically rate determining, formation of the sigma complex or loss of H⁺ by the sigma complex to form the product? Explain.

Identify all products that may result from the following reaction. (More than one answer is possible.)

Which of the following compounds undergoes reaction with HNO₃/H₂SO₄ at the fastest rate?

Predict the two major products from the following reaction. (Mark all correct responses.)

Provide the major organic product of the following reaction sequence.

In electrophilic aromatic substitution reactions, a cyano substituent on the aromatic ring is:

Provide the necessary reagents to accomplish the following transformation.

Provide the structure of the major organic product in the following reaction.

Complete the following reaction by filling in the necessary reagents.

Provide the major organic product of the following reaction.

Complete the following reaction by filling in the necessary reagents.

Provide the major organic product of the following reaction.

Draw the major organic structure that results from the following sequence of reactions.

Predict the major product from the following reaction:

In electrophilic aromatic substitution reactions, a phenyl substituent on the aromatic ring is:

Provide the major organic product(s) of the reaction shown below.