Ch_322b_20.01

Ch_322b_20.01 - ethylmethylamine (N-methylethanamine)...

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Chapter 20 Amines Amines are organic bases . They are found widely in nature. Trimethylamine occurs in animal tissue while the distinctive odor of fish is due to amines. Amines isolated from plants are called alkaloids, many of which are pharmacologically important. Nomenclature Amines are classified according to the number of R groups around the nitrogen. RNH 2 : R 2 NH R 3 N primary 1 o -amine secondary 2 o -amine tertiary 3 o -amine The R groups may be alkyl or aryl. Alkyl Group Names Simple amines are named by naming the alkyl group or groups attached to the nitrogen followed by "amine." The prefixes "di" and "tri" are used as needed. Systematic Names The systematic name is derived from the alkane name by dropping the "e" and adding the suffix "amine."
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Examples primary amines CH 3 NH 2 NH 2 CH 3 CNH 2 CH 3 CH 3 methylamine (methanamine) cyclohexylamine (cyclohexanamine) tert-butylamine (2-methyl-2-propanamine) secondary amines In the systematic name, the second R group is indicated as "N-," followed by the systematic amine name of the first group.
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Unformatted text preview: ethylmethylamine (N-methylethanamine) diethylamine (N-ethylethanamine) tertiary amines (CH 3 ) 3 N N(CH 3 ) 2 trimethylamine (N,N-dimethylmethanamine) cyclopentyldimethylamine (N,N-dimethylcyclopentanamine) CH 3 NHCH 2 CH 3 CH 3 CH 2 NHCH 2 CH 3 The "Amino" Group When -NH 2 is a substitutent, it is named as an "amino" group in the systematic name. Arylamines Aromatic amines are often named as derivatives of aniline . Heterocyclic Amines Heterocycles are cyclic structures where one or more carbon atoms are replaced by N,O or S. A few important nitrogen heterocycles are: H 2 N CH 2 CH 2 COOH 3-amino propanoic acid CH 3 CHCH 2 CH 2 OH NH 2 3-amino-1-butanol NH 2 aniline N CH 3 CH 3 N,N-dimethylaniline N : N N H N H pyridine pyrrole piperidine pyrrolidine Quiz 20.01 Provide both alkyl group and IUPAC names for the following amine. CH 3 CH 2 CH 2 N(CH 3 ) 2 dimethylpropylamine N,N-dimethyl-1-propanamine...
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This note was uploaded on 10/20/2009 for the course CHEM 322BL at USC.

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Ch_322b_20.01 - ethylmethylamine (N-methylethanamine)...

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