CHM 2211C           Chapter 16: Chemistry of Benzene:

              Electrophilic Aromatic Substitution  Name: ___________

Part S: Synthesis of  Disubstituted Benzenes:   20 points

How would you synthesize the following substances from benzene or toluene? Assume ortho-/para- isomers may be separated.

 

  1. 2,4,6-Trinitrophenol

 

 

 

 

 

 

  1. 2,4,6-Tribromoanaline

 

 

 

 

 

 

 

  1. 2-Chloro-4-methylphenol

 

 

 

 

 

 

 

 

  1. o-Bromobenzenesulfonic acid

 

 

 

 

 

 

 

 

 

  1. m-Chlorobenzenesulfonic acid