Question 1

When cyclohexene is treated with KMnO₄, H₂O, the syn-1,2-diol is produced. What reaction occurs when benzene is similarly treated?

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Question 2

How many distinct trichlorobenzene isomers are possible?

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A)  2 
B)  3 
C)  4 
D)  5 
E)  6

Question 3

Provide the structure of o-chlorotoluene.

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Question 4

Is the [10]annulene shown below aromatic? Explain.

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Question 5

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

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Question 6

The IR spectrum of m-xylene contains stretches which are characteristic of most aromatic hydrocarbons. List the peaks (in cm^-1) associated with the aromatic C-C stretch and the aromatic CH stretch.

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Question 7

Provide the name of the compound shown below.

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Question 8

Which of the following structures is aromatic?

Accepted Answer

A) 
 
B) 
 
C) 
 
D) 
 
E)

Question 9

Provide the structure of the major organic product which results when phenanthrene is treated with Br₂ in carbon tetrachloride.

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Question 10

In the UV-visible spectra of the following compounds, in which does lambda max appear at the highest wavelength?

Accepted Answer

A)  3-phenylpropene 
B)  1-phenylpropene 
C)  benzene 
D)  n-octylbenzene 
E)  isopropylbenzene

Question 11

Why would the reaction below proceed at an extremely slow rate if at all?

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Question 12

Is the molecule below aromatic, antiaromatic, or nonaromatic?

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Question 13

Provide an acceptable name for the compound below.

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Question 14

Classify 1,3,5-heptatriene as aromatic, antiaromatic, or nonaromatic. Assume planarity of the π network.

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Question 15

Correctly name the following compound.

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Question 16

Is the molecule below aromatic, antiaromatic, or nonaromatic?

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Question 17

Describe the benzenoid band which appears in the UV-visible spectrum of most aromatic hydrocarbons.

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Question 18

Provide the structure of m-iodobenzoic acid.

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Question 19

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

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Question 20

Is the molecule below aromatic, antiaromatic, or nonaromatic?

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Exam 16: Aromatic Compounds

When cyclohexene is treated with KMnO4, H2O, the syn-1,2-diol is produced. What reaction occurs when benzene is similarly treated?

How many distinct trichlorobenzene isomers are possible?

Provide the structure of o-chlorotoluene.

Is the [10]annulene shown below aromatic? Explain.

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

The IR spectrum of m-xylene contains stretches which are characteristic of most aromatic hydrocarbons. List the peaks (in cm-1) associated with the aromatic C-C stretch and the aromatic C­H stretch.

Provide the name of the compound shown below.

Which of the following structures is aromatic?

Provide the structure of the major organic product which results when phenanthrene is treated with Br2 in carbon tetrachloride.

In the UV-visible spectra of the following compounds, in which does lambda max appear at the highest wavelength?

Why would the reaction below proceed at an extremely slow rate if at all?

Is the molecule below aromatic, antiaromatic, or nonaromatic?

Provide an acceptable name for the compound below.

Classify 1,3,5-heptatriene as aromatic, antiaromatic, or nonaromatic. Assume planarity of the π network.

Correctly name the following compound.

Is the molecule below aromatic, antiaromatic, or nonaromatic?

Describe the benzenoid band which appears in the UV-visible spectrum of most aromatic hydrocarbons.

Provide the structure of m-iodobenzoic acid.

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

Is the molecule below aromatic, antiaromatic, or nonaromatic?

When cyclohexene is treated with KMnO₄, H₂O, the syn-1,2-diol is produced. What reaction occurs when benzene is similarly treated?

The IR spectrum of m-xylene contains stretches which are characteristic of most aromatic hydrocarbons. List the peaks (in cm^-1) associated with the aromatic C-C stretch and the aromatic CH stretch.

Provide the structure of the major organic product which results when phenanthrene is treated with Br₂ in carbon tetrachloride.

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