Question 1

On the basis of molecular orbital theory and Hückel's rule,which molecules and/or ions should be non-aromatic?

Accepted Answer

A) I and V 
B) I and II 
C) III and VIII 
D) IV,VII and IX 
E) IV,VI,VII and IX 
A) I and V 
B) I and II 
C) III and VIII 
D) IV,VII and IX 
E) IV,VI,VII and IX

Question 2

How many dichloronaphthalenes are possible?

Accepted Answer

A) 7 
B) 8 
C) 9 
D) 10 
E) 12 
A) 7 
B) 8 
C) 9 
D) 10 
E) 12

Question 3

How many equivalent resonance structures can be written for the cyclopentadienyl anion?

Accepted Answer

A) 3 
B) 4 
C) 5 
D) 6 
E) 7 
A) 3 
B) 4 
C) 5 
D) 6 
E) 7

Question 4

Draw the structure corresponding to the following name: 2-hydroxy-4-(3-methylcyclopentyl)benzoic acid

Accepted Answer

The answer of Draw the structure corresponding to the following...

Question 5

Which cyclization(s)should occur with a decrease in pi-electron energy?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) All of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) All of these choices.

Question 6

How many resonances would be expected in the broadband proton-decoupled 13C spectrum of:

Accepted Answer

A) 4 
B) 5 
C) 6 
D) 7 
E) 8 
A) 4 
B) 5 
C) 6 
D) 7 
E) 8

Question 7

Which dibromobenzene can,in theory,yield three mononitro derivatives?

Accepted Answer

A) o-Dibromobenzene 
B) m-Dibromobenzene 
C) p-Dibromobenzene 
D) All of these choices. 
E) None of these choices. 
A) o-Dibromobenzene 
B) m-Dibromobenzene 
C) p-Dibromobenzene 
D) All of these choices. 
E) None of these choices.

Question 8

Which of the following would you expect to be aromatic?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) All of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) All of these choices.

Question 9

In the molecular orbital model of cycloheptadienyl cation,how many pi electrons are in bonding molecular orbitals?

Accepted Answer

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

Question 10

In the molecular orbital model of benzene,how many pairs of degenerate $\pi$-bonding molecular orbitals are there?

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
E) 5 
A) 1 
B) 2 
C) 3 
D) 4 
E) 5

Question 11

Which of these is the single best representation for naphthalene?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 12

Which of these is an aromatic molecule?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 13

Which of the following would you expect to be aromatic?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 14

Use the "polygon-in-circle" method to draw an MO diagram showing the pi-electron distribution pattern in the cyclopentadienyl anion.How is this diagram useful in explaining the aromatic properties of this anion?

Accepted Answer

The following MO diagram can be generate

Question 15

In the molecular orbital model of 1,3-cyclobutadiene,how many electrons are in non-bonding molecular orbitals?

Accepted Answer

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

Question 16

How many equivalent resonance structures can be written for the cycloheptatrienyl cation?

Accepted Answer

A) 3 
B) 4 
C) 5 
D) 6 
E) 7 
A) 3 
B) 4 
C) 5 
D) 6 
E) 7

Question 17

On the basis of molecular orbital theory and Hückel's rule,which of these compounds should be aromatic?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 18

Which of these is an aromatic molecule?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 19

In the molecular orbital model of benzene,the six p orbitals combine to form how many molecular orbitals?

Accepted Answer

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

Question 20

In the molecular orbital model of the cyclopentadienyl cation,how many pairs of degenerate $\pi$-antibonding molecular orbitals are there?

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
E) 5 
A) 1 
B) 2 
C) 3 
D) 4 
E) 5

Exam 14: Aromatic Compounds

On the basis of molecular orbital theory and Hückel's rule,which molecules and/or ions should be non-aromatic?

How many dichloronaphthalenes are possible?

How many equivalent resonance structures can be written for the cyclopentadienyl anion?

Draw the structure corresponding to the following name: 2-hydroxy-4-(3-methylcyclopentyl)benzoic acid

Which cyclization(s)should occur with a decrease in pi-electron energy?

How many resonances would be expected in the broadband proton-decoupled 13C spectrum of:

Which dibromobenzene can,in theory,yield three mononitro derivatives?

Which of the following would you expect to be aromatic?

In the molecular orbital model of cycloheptadienyl cation,how many pi electrons are in bonding molecular orbitals?

In the molecular orbital model of benzene,how many pairs of degenerate π\piπ -bonding molecular orbitals are there?

Which of these is the single best representation for naphthalene?

Which of these is an aromatic molecule?

Which of the following would you expect to be aromatic?

Use the "polygon-in-circle" method to draw an MO diagram showing the pi-electron distribution pattern in the cyclopentadienyl anion.How is this diagram useful in explaining the aromatic properties of this anion?

In the molecular orbital model of 1,3-cyclobutadiene,how many electrons are in non-bonding molecular orbitals?

How many equivalent resonance structures can be written for the cycloheptatrienyl cation?

On the basis of molecular orbital theory and Hückel's rule,which of these compounds should be aromatic?

Which of these is an aromatic molecule?

In the molecular orbital model of benzene,the six p orbitals combine to form how many molecular orbitals?

In the molecular orbital model of the cyclopentadienyl cation,how many pairs of degenerate π\piπ -antibonding molecular orbitals are there?

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

How many resonances would be expected in the broadband proton-decoupled ¹³C spectrum of:

In the molecular orbital model of benzene,how many pairs of degenerate $\pi$ -bonding molecular orbitals are there?

In the molecular orbital model of the cyclopentadienyl cation,how many pairs of degenerate $\pi$ -antibonding molecular orbitals are there?