Review Problems

2. Predict aromatic, anti-aromatic, or nonaromatic behavior for each of the following compounds.

   1. 
   2. 
   3. 
   4. 
   5. 

3. Which of the following represents the correct structure for para-nitrotoluene?

   1. 

   2. 

   3. 

   4. 

4. What would be the major product of the following reaction?

   

   1. 

   2. 

   3. 

   4. 

5. Nitration of benzene at 30°C leads to a 95 percent yield of nitrobenzene. When the temperature is increased to 100°C, dinitrobenzene is produced. Which of the following is the predominant product?

   1. 

   2. 

   3. 

   4. 

6. What is the major product of the nitration reaction below?

   

   1. 

   2. 

   3. 

   4. 

7. Which represents the predominant product(s) of the reaction below?

   

   1. 

   2. 

   3. 

   4. 

8. Which sequence of reaction conditions should be used to produce the compound below from benzene?

   

   1. AlCl₃/Cl₂; H₂/Pt
   2. Cl₂/UV light; H₂/Pt
   3. H₂/Pt; AlCl₃/Cl₂
   4. HCl; H₂/Pt