Question 1

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

Accepted Answer

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

Question 2

Draw the major product of the following reaction:

Accepted Answer

The answer of Draw the major product of the following...

Question 3

Which of the following undergoes the most rapid acylation upon treatment with acetyl chloride and AlCl3?

Accepted Answer

A)  benzene 
B)  toluene 
C)  chlorobenzene 
D)  1,4-dichlorobenzene 
A)  benzene 
B)  toluene 
C)  chlorobenzene 
D)  1,4-dichlorobenzene

Question 4

Which of the following statements correctly characterizes the following compound?

Accepted Answer

A)  contains 6 π electrons and is aromatic 
B)  contains 6 π electrons and is nonaromatic 
C)  contains 8 π electrons and is antiaromatic 
D)  contains 8 π electrons and is aromatic 
E)  contains 8 π electrons and is nonaromatic 
A)  contains 6 π electrons and is aromatic 
B)  contains 6 π electrons and is nonaromatic 
C)  contains 8 π electrons and is antiaromatic 
D)  contains 8 π electrons and is aromatic 
E)  contains 8 π electrons and is nonaromatic

Question 5

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

Accepted Answer

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

Question 6

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

Accepted Answer

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

Question 7

Which of the following compounds is aromatic?

Accepted Answer

A)  ethane 
B)  cyclobuta-1,3-diene 
C)  benzene 
D)  cycloocta-1,3,5,7-tetraene 
A)  ethane 
B)  cyclobuta-1,3-diene 
C)  benzene 
D)  cycloocta-1,3,5,7-tetraene

Question 8

Predict the major product of the following reaction:

Accepted Answer

The answer of Predict the major product of the following...

Question 9

Which of the following is a correct statement regarding electrophilic aromatic substitution?

Accepted Answer

A)  The carbocation intermediate will lose a proton to regain aromaticity, usually from a position other than the site of electrophilic attack. 
B)  Formation of the carbocation intermediate has a high activation barrier due to loss of aromaticity. 
C)  The carbocation intermediate has several resonance structures and is negatively charged. 
D)  Re-formation of the aromatic ring has a low activation barrier and therefore occurs slowly. 
E)  Many suitable electrophiles are unreactive and can be stored for long periods of time prior to use. 
A)  The carbocation intermediate will lose a proton to regain aromaticity, usually from a position other than the site of electrophilic attack. 
B)  Formation of the carbocation intermediate has a high activation barrier due to loss of aromaticity. 
C)  The carbocation intermediate has several resonance structures and is negatively charged. 
D)  Re-formation of the aromatic ring has a low activation barrier and therefore occurs slowly. 
E)  Many suitable electrophiles are unreactive and can be stored for long periods of time prior to use.

Question 10

Consider the following sequence of reactions:   ​
a) What is the major organic product obtained from the sequence of reactions? 
a.
   
b.
   
c.
   
d.
   
b) If KMnO4 had been replaced by Na2Cr2O7, what would be the final product of the reaction?

Accepted Answer

a)
c
b)No change, th

Question 11

Which of the following would be an o/p-director in a nucleophilic aromatic substitution reaction?

Accepted Answer

A)  −CH3 
B)  −OH 
C)  −F 
D)  −CN 
E)  all of these 
A)  −CH3 
B)  −OH 
C)  −F 
D)  −CN 
E)  all of these

Question 12

Draw the structure of 4-bromo-2-fluorotoluene.

Accepted Answer

The answer of Draw the structure of 4-bromo-2-fluorotoluene....

Question 13

Which of the following sets of substituents are all o/p-directing in electrophilic aromatic substitution reactions?

Accepted Answer

A)  Cl, CH3, CN 
B)  Br, OH, COCH3 
C)  Cl, OH, CH3 
D)  CN, NO2, COCH3 
A)  Cl, CH3, CN 
B)  Br, OH, COCH3 
C)  Cl, OH, CH3 
D)  CN, NO2, COCH3

Question 14

Consider the following reaction:   a)Predict the major product of the reaction.
b)If steps 2 and 3 were reversed, what effect would this have on the major product?

Accepted Answer

a) @#IMG-DLM& b)Rather than meta disubst

Question 15

Which of the following does not correctly characterize a nucleophilic aromatic substitution reaction?

Accepted Answer

A)  favored by electron-withdrawing groups 
B)  carbanion intermediates 
C)  −NO2 and −CHO activate the ring 
D)  −NO2 and −CHO are o/p-directors 
E)  an H atom is replaced on the ring 
A)  favored by electron-withdrawing groups 
B)  carbanion intermediates 
C)  −NO2 and −CHO activate the ring 
D)  −NO2 and −CHO are o/p-directors 
E)  an H atom is replaced on the ring

Question 16

Draw the resonance structures for acenaphthene.

Accepted Answer

The answer of Draw the resonance structures for acenaphthene. ...

Question 17

Consider the reaction below to answer the following question(s).  
-Refer to instructions. Draw the structure of product D.

Accepted Answer

The answer of Consider the reaction below to answer the...

Exam 9: Aromatic Compounds

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

Draw the major product of the following reaction:

Which of the following undergoes the most rapid acylation upon treatment with acetyl chloride and AlCl3?

Which of the following statements correctly characterizes the following compound?

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

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

Which of the following compounds is aromatic?

Predict the major product of the following reaction:

Which of the following is a correct statement regarding electrophilic aromatic substitution?

Consider the following sequence of reactions: ​ a) What is the major organic product obtained from the sequence of reactions? a. b. c. d. b) If KMnO4 had been replaced by Na2Cr2O7, what would be the final product of the reaction?

Which of the following would be an o/p-director in a nucleophilic aromatic substitution reaction?

Draw the structure of 4-bromo-2-fluorotoluene.

Which of the following sets of substituents are all o/p-directing in electrophilic aromatic substitution reactions?

Consider the following reaction: a)Predict the major product of the reaction. b)If steps 2 and 3 were reversed, what effect would this have on the major product?

Which of the following does not correctly characterize a nucleophilic aromatic substitution reaction?

Draw the resonance structures for acenaphthene.

Consider the reaction below to answer the following question(s). -Refer to instructions. Draw the structure of product D.

Structure and Bonding

Polar Covalent Bonds; Acids and Bases

Organic Compounds: Alkanes and Their Stereochemistry

Organic Compounds: Cycloalkanes and Their Stereochemistry

Stereochemistry at Tetrahedral Centers

An Overview of Organic Reactions

Alkenes and Alkynes

Reactions of Alkenes and Alkynes

Structure Determination: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet Spectroscopy

Structure Determination: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet Spectroscopy

Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Organohalides: Nucleophilic Substitutions and Eliminations

Alcohols, Phenols, and Thiols; Ethers and Sulfides

Aldehydes and Ketones: Nucleophilic Addition Reactions

Carboxylic Acids and Nitriles

Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Carbonyl Alpha-Substitution and Condensation Reactions

Amines and Heterocycles

Biomolecules: Amino Acids, Peptides, and Proteins

Amino Acid Metabolism

Biomolecules: Carbohydrates

Carbohydrate Metabolism

Biomolecules: Lipids and Their Metabolism

Biomolecules: Nucleic Acids and Their Metabolism

Orbitals and Organic Chemistry: Pericyclic Reactionse

Synthetic Polymerse

Filters

Which of the following undergoes the most rapid acylation upon treatment with acetyl chloride and AlCl₃?

Consider the following sequence of reactions: a) What is the major organic product obtained from the sequence of reactions? a. b. c. d. b) If KMnO₄ had been replaced by Na₂Cr₂O₇, what would be the final product of the reaction?