Exam 16: Aromatic Compounds

Classify the following compound as aromatic, antiaromatic, or nonaromatic.

Which of the following compounds may correctly be classified as being aromatic? (More than one answer is possible.)

Classify the compound below as aromatic, antiaromatic, or nonaromatic. Assume planarity of the π network.

Which of the following is also an acceptable name for 1,3,5-trimethylbenzene?

Provide the structure of 4-isopropylbenzaldehyde.

Provide an acceptable name for the compound below.

Circle and name the aromatic heterocycles in the following structure, which has been found to be effective against inflammatory diseases including Alzheimer's disease and rheumatoid arthritis (J. Med. Chem. 2007, 4728).

How many peaks are in the proton spin decoupled ¹³C NMR spectrum of p-dichlorobenzene?

Provide the structure of anisole.

Show how the participating p orbitals interact to form the highest energy π molecular orbital of benzene.

In the proton NMR, in what region of the spectrum does one typically observe hydrogens bound to the aromatic ring?

Provide an acceptable name for the compound below.

Classify the compound below as aromatic, antiaromatic, or nonaromatic. Assume planarity of the π network.

Provide the structure of o-toluic acid.

Classify cycloheptatriene as aromatic, antiaromatic, or nonaromatic. Assume planarity of the π network.

Cyclic hydrocarbons which can be represented as structures containing alternating single and double bonds are called ________.

Which sequence correctly ranks the following substrates in order of increasing reactivity in an S_N1 reaction?

How many peaks are in the proton spin decoupled ¹³C NMR spectrum of the compound shown?

Classify the compound below as aromatic, antiaromatic, or nonaromatic. Assume planarity of the π network.

Provide the major resonance structures of the ion which results when the most acidic hydrogen of cyclopentadiene is lost.