Question 1

In the molecular orbital representation of benzene, how many π molecular orbitals are present?

Accepted Answer

A)  1 
B)  2 
C)  4 
D)  6 
E)  8 
A)  1 
B)  2 
C)  4 
D)  6 
E)  8

Question 2

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

Accepted Answer

The answer of Classify naphthalene as aromatic, antiaromatic, or nonaromatic....

Question 3

Aromatic molecules contain ________ π electrons.

Accepted Answer

A)  no 
B)  4n + 1 (with n an integer) 
C)  4n + 2 (with n an integer) 
D)  4n (with n an integer) 
E)  unpaired 
A)  no 
B)  4n + 1 (with n an integer) 
C)  4n + 2 (with n an integer) 
D)  4n (with n an integer) 
E)  unpaired

Question 4

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

Accepted Answer

antiaromat

Question 5

When cycloheptatriene is deprotonated, an anion with seven resonance forms of equal energy can be drawn. Given this fact, explain why cycloheptatriene is only slightly more acidic than propene.

Accepted Answer

Each resonance form

Question 6

________ is similar to furan, with a sulfur atom in place of the oxygen.

Accepted Answer

The answer of ________ is similar to furan, with a...

Question 7

How many peaks are in the proton spin decoupled 13C NMR spectrum of 1,3,5-trinitrobenzene?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
E)  6 
A)  1 
B)  2 
C)  3 
D)  4 
E)  6

Question 8

Provide the structure of 2,4,6-trichlorophenol.

Accepted Answer

The answer of Provide the structure of 2,4,6-trichlorophenol....

Question 9

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

Accepted Answer

Question 10

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

Accepted Answer

The answer of Classify cyclopentadienyl cation as aromatic, antiaromatic, or...

Question 11

The bond lengths in a substituted cyclobutadiene compounds were determined by computational methods to display very unequal bond lengths (1.354 and 1.608
A). What does this suggest about resonance structures in this compound? (J. Phys. Chem. A, 2000, 104, 1246-1255)

Accepted Answer

Because the bond lengths are d

Question 12

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

Accepted Answer

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

Question 13

Provide a diagram which depicts the relative energies of the π molecular orbitals of benzene. Show which molecular orbitals are filled in benzene's ground state.

Accepted Answer

The answer of Provide a diagram which depicts the relative...

Question 14

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

Accepted Answer

The answer of Classify the compound below as aromatic, antiaromatic,...

Question 15

Show how the p orbitals overlap to generate the π4* of cyclobutadiene.

Accepted Answer

Question 16

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

Accepted Answer

The answer of Classify the compound below as aromatic, antiaromatic,...

Question 17

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

Accepted Answer

The answer of Cyclic hydrocarbons which can be represented as...

Question 18

Use resonance structures to explain why the compound shown below is considered to be antiaromatic.

Accepted Answer

@#IMG-DLM& The cycli

Question 19

Provide the structure of m-xylene.

Accepted Answer

The answer of Provide the structure of m-xylene....

Question 20

Correctly name the following compound.

Accepted Answer

2-bromo-5-

Exam 16: Aromatic Compounds

In the molecular orbital representation of benzene, how many π molecular orbitals are present?

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

Aromatic molecules contain ________ π electrons.

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

When cycloheptatriene is deprotonated, an anion with seven resonance forms of equal energy can be drawn. Given this fact, explain why cycloheptatriene is only slightly more acidic than propene.

________ is similar to furan, with a sulfur atom in place of the oxygen.

How many peaks are in the proton spin decoupled 13C NMR spectrum of 1,3,5-trinitrobenzene?

Provide the structure of 2,4,6-trichlorophenol.

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

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

The bond lengths in a substituted cyclobutadiene compounds were determined by computational methods to display very unequal bond lengths (1.354 and 1.608 A). What does this suggest about resonance structures in this compound? (J. Phys. Chem. A, 2000, 104, 1246-1255)

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

Provide a diagram which depicts the relative energies of the π molecular orbitals of benzene. Show which molecular orbitals are filled in benzene's ground state.

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

Show how the p orbitals overlap to generate the π4* of cyclobutadiene.

Classify the compound below 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 ________.

Use resonance structures to explain why the compound shown below is considered to be antiaromatic.

Provide the structure of m-xylene.

Correctly name the following compound.

Structure and Bonding

Acids and Bases; Functional Groups

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides; Nucleophilic Substitution

Structure and Synthesis of Alkenes; Elimination

Reactions of Alkenes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

How many peaks are in the proton spin decoupled ¹³C NMR spectrum of 1,3,5-trinitrobenzene?

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

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

Show how the p orbitals overlap to generate the π₄* of cyclobutadiene.