Exam 17: Reactions of Aromatic Compounds

p-Methoxybenzaldehyde can be prepared from anisole using the Gatterman-Koch formylation. What mixture of reagents is necessary for this process?

Which of the following is an intermediate in the bromination of toluene?

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

Provide the major organic product of the following reaction.

Which of the following compounds will not undergo Friedel-Crafts acylation when treated with

Complete the following reaction by filling in the necessary reagents.

Show how the following product can be made from benzene.

Provide the major organic product of the following reaction.

Draw a mechanism for the reaction shown below.

Provide the major organic product of the following reaction.

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

Which sequence correctly ranks the following aromatic rings in order of increasing rate of reactivity in an electrophilic aromatic substitution reaction?

Provide the major organic product of the following reaction.

Explain why -OCH₃ is a stronger activator than -OCOCH₃.

Starting from benzene, how would you make the following compound?

Which of the following compounds will undergo bromination least rapidly when treated with Br₂ and FeBr₃?

Draw a correct structure for the reaction below.

Which series of reagents would be required to perform the following synthesis?

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

Predict the products from the following reaction.