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Exam 17: Aromatic Compounds

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Question 51

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Identify the aromatic hydrocarbon with the highest stabilization energy per ring.

A) phenanthrene
B) benzene
C) naphthalene
D) anthracene

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Question 52

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Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain your choice.

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aromatic
It is cycli...

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Question 53

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Which one of the following statements is not true for a compound to be considered as aromatic?

Provide the structures of the intermediates and final product in the following reaction sequence.

Provide the reagents necessary to carry out the following conversion.

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

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

Classify the following compound as aromatic, antiaromatic, or nonaromatic. Explain your choice.

Provide a stepwise synthesis for the following.

Predict the product for the following reaction.

Give the common name for phenol.

Provide the reagents necessary to carry out the following conversion.

Using a Frost circle, draw the molecular orbital energy diagram for the cyclononatetraenyl cation and predict if it is aromatic.

Provide a structure for the compound with molecular formula C₁₀H₁₂O₂ and with the following spectroscopic data. IR: 1680 cm⁻¹, 2750 cm⁻¹, 2850 cm^{−1 1}H NMR: 1.1 $\delta$ (triplet, 3H), 3.5 $\delta$ (quartet, 2H), 4.5 $\delta$ (singlet, 2H), 7.3 $\delta$ (doublet, 2H), 7.7 $\delta$ (doublet, 2H), 9.9 $\delta$ (singlet, 1H)

Which one of the following compounds is nonaromatic?

Which one of the following compounds would exhibit seven signals in its ¹³C NMR spectrum?

Which one of the following compounds is antiaromatic?

What is the IUPAC name for the following compound?

What is the IUPAC name for the following compound?

What is the correct structure for 4-amino-2-chlorophenol?