Nomenclature of Amines

1. primary amines R-NH2

a. Primary amines can be named by replacing the -e of the parent group with the word amine. The –NH2 group can also be named as a substituent using the group name, amino. An amine can also be named by naming the parent group followed by a space and the word amine.

2-propanamine

2-aminopropane

2-propyl amine

· Try to name the following compounds using these conventions…

  J

 J

· Try to draw structures for the following compounds…

3-aminopentane J

t-butyl amine J

b. A common name that you should know is...

aniline

  · Try to draw structures for the following compounds…

4-methoxyaniline J  

2. secondary amines R2NH

a. Secondary amines can be named by replacing the -e of the parent group with the word amine and then using an upper case N to designate that the second alkyl group is on the nitrogen atom. The –NH2 group can still be named as a substituent using the group name, amino.

N-methyl-1-propanamine

N-methyl-1-aminopropane

methyl 1-propyl amine

· Try to name the following compound using these conventions…

J

· Try to draw a structure for the following compound…

N-methyl-3-aminopentane J

b. A common name that you should know is...

pyrrolidine

azacyclopentane

3. tertiary amines R3N

Tertiary amines can be named in the same way as secondary amines.

N,N-dimethylethanamine

N,N-dimethylaminoethane

· Try to name the following compound using these conventions…

J

· Try to draw a structure for the following compound…

N,N-dimethylaniline J

4. quaternary ammonium salts R4N+X-

Name these compounds as the ammonium salts.

(CH3)4N+Br- tetramethyl ammonium bromide

5. aromatic heterocyclic amines

pyrrole…This compound is aromatic.

pyridine

 · Try to name the following compound…

J

Copyright © August 2000 by Richard C. Banks...all rights reserved.