Exam 17: Reactions of Aromatic Compounds

Predict the major product from the following reaction:

Provide the structure of the major mononitration product(s) of the compound below.

Which of the following compounds is least reactive in the nucleophilic aromatic substitution reaction with NaOH?

In electrophilic aromatic substitution reactions, a -CO₂H substituent on the aromatic ring is ________.

Provide a detailed, stepwise mechanism for the following reactions.

In electrophilic aromatic substitution reactions, a -NHCOCH₃ substituent on the aromatic ring is ________.

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

Use resonance structures to explain why the substituent shown below is an activating group.

In the bromination of benzene using Br₂ and FeBr₃, is the intermediate carbocation aromatic? Explain.

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

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

Draw the two major resonance structures of the acylium ion which results when butanoyl chloride is treated with AlCl₃.

Provide the structure of the major mononitration product of the compound below.

Provide a series of synthetic steps by which p-methylanisole can be prepared from p-cresol.

Provide the major organic product(s) when benzene is treated with the following sequence of reagents: 1. Br₂, FeBr₃ 2. HNO₃, H₂SO₄.

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

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

When o-fluorotoluene is treated with sodium amide, the product is ________.

Which of the following compounds will undergo Friedel-Crafts alkylation with (CH₃)₃CCl, AlCl₃ most rapidly?

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