Question 1

What is the chemical name of the following compound? ​

Accepted Answer

A)  2,3-dichloro-5,6-dicyano-1,4-benzoquinone 
B)  2,3-dichloro-5,6-dicyano-1,4-benzodione 
C)  5,6-dicyano-2,3-dichloro-1,4-benzodione 
D)  2,3-dicyano-5,6-dichloro-1,4-benzoquinone 
A)  2,3-dichloro-5,6-dicyano-1,4-benzoquinone 
B)  2,3-dichloro-5,6-dicyano-1,4-benzodione 
C)  5,6-dicyano-2,3-dichloro-1,4-benzodione 
D)  2,3-dicyano-5,6-dichloro-1,4-benzoquinone

Question 2

Which of the following is not one of Hückel's criteria for aromaticity?

Accepted Answer

A)  The compound must be cyclic 
B)  The compound must have one p-orbital on each atom of a ring 
C)  The compound must be planar or nearly planar so that there is a continuous overlap of p orbitals 
D)  The compound must have a closed loop of six pi electrons 
A)  The compound must be cyclic 
B)  The compound must have one p-orbital on each atom of a ring 
C)  The compound must be planar or nearly planar so that there is a continuous overlap of p orbitals 
D)  The compound must have a closed loop of six pi electrons

Question 3

Which of the following is true about [10]annulene?

Accepted Answer

A)  [10]annulene is planar 
B)  [10]annulene is nonaromatic 
C)  [10]annulene undergoes addition reactions similar to simple alkenes 
D)  [10]annulene has 10 pi electrons 
A)  [10]annulene is planar 
B)  [10]annulene is nonaromatic 
C)  [10]annulene undergoes addition reactions similar to simple alkenes 
D)  [10]annulene has 10 pi electrons

Question 4

Aspirin, also known as acetylsalicylic acid, is used to treat fever and inflammation. It is prepared from an unknown compound "A" by the process of esterification, using acetic anhydride. Identify compound "A".

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
A) 
  
B) 
  
C) 
  
D)

Question 5

The ______ substituent is affected during the oxidation of 2-bromo-4-nitrotoulene using chromic acid.

Accepted Answer

A)  methyl 
B)  nitro 
C)  bromo 
D)  hydroxy 
A)  methyl 
B)  nitro 
C)  bromo 
D)  hydroxy

Question 6

Identify the major product of the following reaction. ​

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
A) 
  
B) 
  
C) 
  
D)

Question 7

Furan has the structure shown below.   The π orbitals in furan are shown below.

Accepted Answer

A) True 
 B)False

Question 8

Consider the following general structure.   Positions 1,4 and 2,6 and 3,5 are termed para, ortho, and meta, respectively.

Accepted Answer

A) True 
 B)False

Question 9

Which of the following molecules is the most acidic?

Accepted Answer

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

Question 10

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

Accepted Answer

A)  1 > 2 > 3 
B)  2 > 3 > 1 
C)  3 > 2 > 1 
D)  1 > 3 > 2 
A)  1 > 2 > 3 
B)  2 > 3 > 1 
C)  3 > 2 > 1 
D)  1 > 3 > 2

Question 11

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 12

Which of the following heterocycles is not aromatic?

Accepted Answer

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

Question 13

What are the relative positions of the substituents in the following structure?

Accepted Answer

A)  anti 
B)  meta 
C)  ortho 
D)  para 
A)  anti 
B)  meta 
C)  ortho 
D)  para

Question 14

Which of the following represents the energy levels of the molecular orbitals of benzene?

Accepted Answer

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

Question 15

Consider the following structures,   A B
Structure A is more acidic than B.

Accepted Answer

A) True 
 B)False

Question 16

Which of the following compounds undergoes heterolytic carbon-halogen bond cleavage to form a stable organic cation?

Accepted Answer

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

Question 17

Which of the following statements is not true about the structure of benzene?

Accepted Answer

A)  the carbon-carbon bonds are all the same length 
B)  the structure rapidly transforms between two resonance contributors 
C)  the structure is an average of two resonance contributors 
D)  the ring of six carbon atoms is planar 
A)  the carbon-carbon bonds are all the same length 
B)  the structure rapidly transforms between two resonance contributors 
C)  the structure is an average of two resonance contributors 
D)  the ring of six carbon atoms is planar

Exam 21: Benzene and the Concept of Aromaticity

What is the chemical name of the following compound? ​

Which of the following is not one of Hückel's criteria for aromaticity?

Which of the following is true about [10]annulene?

Aspirin, also known as acetylsalicylic acid, is used to treat fever and inflammation. It is prepared from an unknown compound "A" by the process of esterification, using acetic anhydride. Identify compound "A".

The ______ substituent is affected during the oxidation of 2-bromo-4-nitrotoulene using chromic acid.

Identify the major product of the following reaction. ​

Furan has the structure shown below. The π orbitals in furan are shown below.

Consider the following general structure. Positions 1,4 and 2,6 and 3,5 are termed para, ortho, and meta, respectively.

Which of the following molecules is the most acidic?

Which of the following has the compounds shown in the correct order of decreasing acidity (i.e., more acidic > less acidic)?

What is the major organic product obtained from the following reaction?

Which of the following heterocycles is not aromatic?

What are the relative positions of the substituents in the following structure?

Which of the following represents the energy levels of the molecular orbitals of benzene?

Consider the following structures, A B Structure A is more acidic than B.

Which of the following compounds undergoes heterolytic carbon-halogen bond cleavage to form a stable organic cation?

Which of the following statements is not true about the structure of benzene?

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Reactions of Benzene and Its Derivatives

Amines

Catalytic Carbon-Carbon Bond Formation

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids

Organic Polymer Chemistry

Filters

What is the chemical name of the following compound?

Identify the major product of the following reaction.