Exam 17: Reactions of Aromatic Compounds

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

When 2,4-dinitrochlorobenzene is treated with sodium hydroxide at 100°C followed by protonation:

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

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

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

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

Provide the major organic product of the following reaction.

Provide the major organic product of the following reaction.

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

Provide the structure of the major organic product(s) in the following reaction.

Draw a correct structure for the reaction below.

In electrophilic aromatic substitution reactions the hydroxyl group is an o,p-director because:

Provide the resonance form of the intermediate in the reaction shown below that highlights the directing effect of the nitro group.

Provide the major organic product of the following reaction.

Which toluidine isomers are possible products when m-bromotoluene is treated with NaNH₂?

Rank the following groups in order of increasing activating power in electrophilic aromatic substitution reactions: -OCH₃, -OCOCH₂CH₃, -CH₂CH₃, -Br.

Provide a series of synthetic steps by which the compound below can be prepared from benzene.

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

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

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