Question 1

Which is the only one of these reagents which will react with benzene under the specified conditions?

Accepted Answer

A) Cl2,FeCl3,heat 
B) H2,25 °C 
C) Br2/CCl4,25 °C,dark 
D) KMnO4/H2O,25 °C 
E) H3O+,heat 
A) Cl2,FeCl3,heat 
B) H2,25 °C 
C) Br2/CCl4,25 °C,dark 
D) KMnO4/H2O,25 °C 
E) H3O+,heat

Question 2

The carbon-carbon bonds in benzene are:

Accepted Answer

A) of equal length and are shorter than the double bond of ethene. 
B) of equal length and are intermediate between a double bond and a single bond. 
C) of unequal length and are alternately short and long around the ring. 
D) due only to p orbital overlap. 
E) of equal length and intermediate between the carbon-carbon bond lengths in ethene and ethyne. 
A) of equal length and are shorter than the double bond of ethene. 
B) of equal length and are intermediate between a double bond and a single bond. 
C) of unequal length and are alternately short and long around the ring. 
D) due only to p orbital overlap. 
E) of equal length and intermediate between the carbon-carbon bond lengths in ethene and ethyne.

Question 3

4-Chloro-3-nitro-benzaldehyde is:

Accepted Answer

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

Question 4

In the molecular orbital model of benzene,how many non-bonding molecular orbitals are there?

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
E) 0 
A) 1 
B) 2 
C) 3 
D) 4 
E) 0

Question 5

Which of the following substances,formula C8H9Br,might exhibit the following 1H NMR spectrum? 
triplet,$\delta$ 2.8
Triplet,$\delta$ 4.65
Multiplet,$\delta$ 7.2

Accepted Answer

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

Question 6

In the molecular orbital model of cyclopentadienyl anion,how many pi electrons are delocalized about the ring?

Accepted Answer

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

Question 7

In which of the following compounds would the longest carbon-carbon bond(s)be found?

Accepted Answer

A) 2-Bromobenzaldehyde 
B) Vinylbenzene 
C) 1,3,5-Heptatriene 
D) 2,4,6-Octatriene 
E) 2-Ethylbenzoic acid 
A) 2-Bromobenzaldehyde 
B) Vinylbenzene 
C) 1,3,5-Heptatriene 
D) 2,4,6-Octatriene 
E) 2-Ethylbenzoic acid

Question 8

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

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
E) 0 
A) 1 
B) 2 
C) 3 
D) 4 
E) 0

Question 9

Which of the following substances,formula C8H9Br,might exhibit the following 1H NMR spectrum?
 triplet,$\delta$ 1.2
Quartet,$\delta$ 2.45
Multiplet,$\delta$ 7.4

Accepted Answer

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

Question 10

Which of the following statements regarding the cyclopropenyl anion is correct?

Accepted Answer

A) It is aromatic. 
B) It is not aromatic. 
C) It obeys Hückel's rule. 
D) It undergoes reactions characteristic of benzene. 
E) It has a closed shell of 6 pi electrons. 
A) It is aromatic. 
B) It is not aromatic. 
C) It obeys Hückel's rule. 
D) It undergoes reactions characteristic of benzene. 
E) It has a closed shell of 6 pi electrons.

Question 11

Consider the molecular orbital model of benzene.In the ground state how many molecular orbitals are filled with electrons?

Accepted Answer

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

Question 12

Which of the following is NOT 2-bromo-5-nitrobenzoic acid?

Accepted Answer

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

Question 13

2-Bromo-5-nitroaniline is:

Accepted Answer

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

Question 14

The correct name for the compound shown below is:

Accepted Answer

A) m-chlorophenol 
B) o-chlorophenol 
C) p-chlorophenol 
D) o-chlorobenzyl alcohol 
E) 2-chlorophenyl alcohol 
A) m-chlorophenol 
B) o-chlorophenol 
C) p-chlorophenol 
D) o-chlorobenzyl alcohol 
E) 2-chlorophenyl alcohol

Question 15

2-Bromo-4-nitroaniline is:

Accepted Answer

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

Question 16

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

Accepted Answer

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

Question 17

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

Accepted Answer

A) 0 
B) 1 
C) 2 
D) 3 
E) 4 
A) 0 
B) 1 
C) 2 
D) 3 
E) 4

Question 18

When a benzene ring is used as a substituent,it is called a ___ group.

Accepted Answer

The answer of When a benzene ring is used as...

Question 19

The correct name for the compound shown below is:

Accepted Answer

A) 3,4-Dibromoaniline 
B) 2,4-Dibromoaniline 
C) 2,5-Dibromoaniline 
D) 3,6-Dibromoaniline 
E) 2,6-Dibromoaniline 
A) 3,4-Dibromoaniline 
B) 2,4-Dibromoaniline 
C) 2,5-Dibromoaniline 
D) 3,6-Dibromoaniline 
E) 2,6-Dibromoaniline

Question 20

In the molecular orbital model of cyclobutadiene,how many $\pi$-antibonding molecular orbitals are there?

Accepted Answer

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

Exam 14: Aromatic Compounds

Which is the only one of these reagents which will react with benzene under the specified conditions?

The carbon-carbon bonds in benzene are:

4-Chloro-3-nitro-benzaldehyde is:

In the molecular orbital model of benzene,how many non-bonding molecular orbitals are there?

Which of the following substances,formula C8H9Br,might exhibit the following 1H NMR spectrum? triplet, δ\deltaδ 2.8 Triplet, δ\deltaδ 4.65 Multiplet, δ\deltaδ 7.2

In the molecular orbital model of cyclopentadienyl anion,how many pi electrons are delocalized about the ring?

In which of the following compounds would the longest carbon-carbon bond(s)be found?

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

Which of the following substances,formula C8H9Br,might exhibit the following 1H NMR spectrum? triplet, δ\deltaδ 1.2 Quartet, δ\deltaδ 2.45 Multiplet, δ\deltaδ 7.4

Which of the following statements regarding the cyclopropenyl anion is correct?

Consider the molecular orbital model of benzene.In the ground state how many molecular orbitals are filled with electrons?

Which of the following is NOT 2-bromo-5-nitrobenzoic acid?

2-Bromo-5-nitroaniline is:

The correct name for the compound shown below is:

2-Bromo-4-nitroaniline is:

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

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

When a benzene ring is used as a substituent,it is called a ___ group.

The correct name for the compound shown below is:

In the molecular orbital model of cyclobutadiene,how many 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

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

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

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

In the molecular orbital model of cyclobutadiene,how many $\pi$ -antibonding molecular orbitals are there?