Chemistry 332 - Winter 1997

Chapter 12 - Amines

Practice Exercises

Nomenclature

try three different ways

IUPAC


Basicity

Complete the following table:

 Conj. Base

pKb

 Conj. Acid

 pKa

 Form at pH 4

 Form at pH 7

 Form at pH 10

 CH3NH2

 3.4

         
   

 NH4+

 9.3

     
   

 C6H5NH3+

 4.6

     

 pyridine

 9

         

 pyrrole

 15

         


Solubility

A mixture of triethylamine, benzoic acid, and butylbenzene is dissolved in diethyl ether.

The ether solution is shaken with aqueous HCl, then separated, and the aqueous solution is saved in flask A.

The ether solution is next shaken with aqueous NaOH, then separated, and that aqueous solution is saved in flask B. The ether solution is saved in flask C.

The original three compounds are now located in flasks A, B, and C. Who's where?


Diazonium Ions

Show a sequence of reactions you could use to make benzenediazonium ion starting from benzene.

Show a sequence of reactions you could use to make m-bromobenzonitrile ion starting from benzene.