Final Exam Reivew 2 Arenes,AreneRxns,AldsKets

For the following molecules classify them as aromatic, antiaromatic, or nonaromatic.

• I = aromatic; II = antiaromatic

• I = nonaromatic; II = aromatic

• I = antiaromatic; II = nonaromatic

• I = nonaromatic; II = antiaromatic

• I = aromatic; II = nonaromatic

Identify which of the following compounds is most acidic.

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Identify the expected major product of the following reaction.

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Identify the correct structure for 4-amino-2-chlorophenol.

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Identify the molecular orbital energy diagram for the cyclopentadienyl anion, shown in the box below, and predict if it is aromatic, antiaromatic, or nonaromatic.

• molecular orbital energy diagram (I); aromatic

• molecular orbital energy diagram (II); aromatic

• molecular orbital energy diagram (I); antiaromatic

• molecular orbital energy diagram (II); antiaromatic

• molecular orbital energy diagram (I); nonaromatic

Identify the expected major product of the following reaction.

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Identify the common name for anisole.

• hydroxybenzene

• aminobenzene

• methylbenzene

• ethylbenzene

• methoxybenzene

Identify the expected major product of the following reaction.

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The pKa of cyclopentadiene (I) and cycloheptatriene (II) are around 16 and 36 respectively. Which of the following is not a valid explanation for the large difference in the two pKa values?

• If the conjugate base of cycloheptatriene (II) was flat it would be antiaromatic.

• The conjugate base of cycloheptatriene (II) is less stable due to aromaticity.

• The conjugate base of cyclopentadiene (I) is an aromatic anion.

• The conjugate base of cyclopentadiene (I) is more stable due to aromaticity.

• The conjugate base of cycloheptatriene (I) is a nonaromatic anion.

Identify the number of π electrons present in an aromatic compound.

• 3n

• 2n 

• 2n + 2

• 4n 

• 4n + 2