Question 1

Which reagent would you use to accomplish the transformation shown?

Accepted Answer

A)  Br2 
B)  Br2/FeBr3 
C) CuBr 
D) Br2/AlBr3 
E)  HBr 
A)  Br2 
B)  Br2/FeBr3 
C) CuBr 
D) Br2/AlBr3 
E)  HBr C

Question 2

Which of the following statements is false?

Accepted Answer

A) Halogenated benzenes have higher boiling points than benzene. 
B) Halogen atoms donate electron density to the ring by resonance. 
C) Halogen atoms are deactivating in electrophilic aromatic substitution. 
D) Halogen atoms are meta directors. 
E) Halogen atoms withdraw electron density from the ring inductively. 
A) Halogenated benzenes have higher boiling points than benzene. 
B) Halogen atoms donate electron density to the ring by resonance. 
C) Halogen atoms are deactivating in electrophilic aromatic substitution. 
D) Halogen atoms are meta directors. 
E) Halogen atoms withdraw electron density from the ring inductively. D

Question 3

Predict the major product of the following reaction.

Accepted Answer

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

Question 4

What is the product of the following reaction?

Accepted Answer

The answer of What is the product of the following...

Question 5

Provide the missing reagents in this scheme.

Accepted Answer

The answer of Provide the missing reagents in this scheme....

Question 6

What is the product of the following reaction?

Accepted Answer

The answer of What is the product of the following...

Question 7

The following reaction yields two products.Draw their structures.

Accepted Answer

The answer of The following reaction yields two products.Draw their...

Question 8

What is the electrophile in this reaction?

Accepted Answer

A)  Br2 
B)  FeBr3 
C)  FeBr4- 
D)  Benzene 
E) FeBr5+ 
A)  Br2 
B)  FeBr3 
C)  FeBr4- 
D)  Benzene 
E) FeBr5+

Question 9

Design a multistep synthesis for the transformation shown using a Friedel-Crafts acylation as one of the steps.You may use any organic or inorganic reagents.Show the reagents needed for each step and the product of each step.

Accepted Answer

The answer of Design a multistep synthesis for the transformation...

Question 10

What is the product of the following reaction?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  
No reaction occurs. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  
No reaction occurs.

Question 11

Design a multistep synthesis for the following transformation.You may use any organic or inorganic reagents.Show the reagents needed for each step and the product of each step.

Accepted Answer

The answer of Design a multistep synthesis for the following...

Question 12

What is the major product of the reaction shown here?

Accepted Answer

A)    
B)    
C)    
D)  Both a and c will form. 
E)  None of these products can form under these conditions. 
A)    
B)    
C)    
D)  Both a and c will form. 
E)  None of these products can form under these conditions.

Question 13

Predict the major organic product and draw the structure of the electrophile in the reaction shown here.

Accepted Answer

The answer of Predict the major organic product and draw...

Question 14

Draw a mechanism for the following transformation.Include all necessary lone pairs, curved arrows, and nonzero formal charges.

Accepted Answer

The answer of Draw a mechanism for the following transformation.Include...

Question 15

Which of the following statements is false?

Accepted Answer

A) Hydrogenation of benzene is possible. 
B) Hydrogenation of benzene is endothermic. 
C) Hydrogenation of benzene requires special conditions, such as increased heat or pressure or special catalysts. 
D) Hydrogenation of benzene requires 3 moles of hydrogen gas. 
E) The transformation of benzene to cyclohexane has a high activation energy. 
A) Hydrogenation of benzene is possible. 
B) Hydrogenation of benzene is endothermic. 
C) Hydrogenation of benzene requires special conditions, such as increased heat or pressure or special catalysts. 
D) Hydrogenation of benzene requires 3 moles of hydrogen gas. 
E) The transformation of benzene to cyclohexane has a high activation energy.

Question 16

Draw a mechanism to illustrate the following transformation.Include all necessary lone pairs, curved arrows, and nonzero formal charges.

Accepted Answer

The answer of Draw a mechanism to illustrate the following...

Question 17

Draw the structure of the electrophile in the reaction shown.

Accepted Answer

The answer of Draw the structure of the electrophile in...

Question 18

What conditions are required to synthesize the molecule shown from benzene?

Accepted Answer

The answer of What conditions are required to synthesize the...

Question 19

Draw an energy diagram for the chlorination of benzene.Include all intermediates and show their
relative energies.

Accepted Answer

The answer of Draw an energy diagram for the chlorination...

Question 20

Draw a mechanism for the following transformation.Include all necessary lone pairs, curved arrows, and nonzero formal charges.

Accepted Answer

The answer of Draw a mechanism for the following transformation.Include...

Exam 15: Substitution Reactions of Aromatic Compounds

Which reagent would you use to accomplish the transformation shown?

Which of the following statements is false?

Predict the major product of the following reaction.

What is the product of the following reaction?

Provide the missing reagents in this scheme.

What is the product of the following reaction?

The following reaction yields two products.Draw their structures.

What is the electrophile in this reaction?

Design a multistep synthesis for the transformation shown using a Friedel-Crafts acylation as one of the steps.You may use any organic or inorganic reagents.Show the reagents needed for each step and the product of each step.

What is the product of the following reaction?

Design a multistep synthesis for the following transformation.You may use any organic or inorganic reagents.Show the reagents needed for each step and the product of each step.

What is the major product of the reaction shown here?

Predict the major organic product and draw the structure of the electrophile in the reaction shown here.

Draw a mechanism for the following transformation.Include all necessary lone pairs, curved arrows, and nonzero formal charges.

Which of the following statements is false?

Draw a mechanism to illustrate the following transformation.Include all necessary lone pairs, curved arrows, and nonzero formal charges.

Draw the structure of the electrophile in the reaction shown.

What conditions are required to synthesize the molecule shown from benzene?

Draw an energy diagram for the chlorination of benzene.Include all intermediates and show their relative energies.

Draw a mechanism for the following transformation.Include all necessary lone pairs, curved arrows, and nonzero formal charges.

Atoms and Molecules; Orbitals and Bonding

Alkanes

Alkenes and Alkynes

Stereochemistry

Rings

Substituted Alkanes: Alkyl Halides, Alcohols, Amines, Ethers,thiols, and Thioethers

Substitution Reactions: the Sn2 and Sn1 Reactions

Elimination Reactions: the E1 and E2 Reactions

Analytical Chemistry: Spectroscopy

Electrophilic Additions to Alkenes

More Additions to Bonds

Radical Reactions

Dienes and the Allyl System: 2p Orbitals in Conjugation

Aromaticity

Carbonyl Chemistry 1: Addition Reactions

Carboxylic Acids

Derivatives of Carboxylic Acids: Acyl Compounds

Carbonyl Chemistry 2: Reactions at the Α Position

Special Topic: Carbohydrates

Special Topic: Bio-Organic Chemistry

Special Topic: Amino Acids and Polyamino Acids Peptides and Proteins

Special Topic: Reactions Controlled by Orbital Symmetry

Special Topic: Intramolecular Reactions and Neighboring Group Participation

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