Common Names CH2CH3 Name the alkyl or aryl groups bonded to nitrogen,then add suffix-amine. (CH3CH2)2NCH3 diethylmethylamine NHCH3 NH. cyclopentylmethylamine Diphenylamine => Chapter 19 6
Chapter 19 6 Common Names Name the alkyl or aryl groups bonded to nitrogen, then add suffix -amine. (CH3 CH2 ) 2NCH3 NHCH3 NH diethylmethylamine cyclopentylmethylamine Diphenylamine =>
Amine as Substituent H CH2CH3 On a molecule with a higher priority functional group the amine is named as a substituent. NH2CH2CHCHCOOH OH NHCHs y-aminobutyric acid or 4-aminobutanoic acid 2-methylaminophenol Chapter 19 7
Chapter 19 7 Amine as Substituent • On a molecule with a higher priority functional group the amine is named as a substituent. NH2 CH2 CH2 CH2 COOH NHCH3 OH -aminobutyric acid or 4-aminobutanoic acid 2-methylaminophenol =>
IUPAC Names H CH2CH3 Name is based on longest carbon chain. -e of alkane is replaced with -amine. Substituents on nitrogen have N-prefix. Br N(CH3)2 NH2CHCH2CHCHCH3 CH3CH2CHCH2CH2CH3 3-bromo-1-pentanamine N,N-dimethyl-3-hexanamine => Chapter 19 8
Chapter 19 8 IUPAC Names • Name is based on longest carbon chain. • -e of alkane is replaced with -amine. • Substituents on nitrogen have N- prefix. NH2 CH2 CH2 CHCH2 CH3 Br CH3 CH2 CHCH2 CH2 CH3 N(CH3 ) 2 3-bromo-1-pentanamine N,N-dimethyl-3-hexanamine =>
Aromatic Amines H CH2CH3 Amino group is bonded to a benzene ring. Parent compound is called aniline. CH3 NH2 NH2 CH3 H:C aniline N.N-dimethylaniline 4-methylaniline or p-toluidine => Chapter 19 9
Chapter 19 9 Aromatic Amines Amino group is bonded to a benzene ring. Parent compound is called aniline. NH2 aniline N CH3 CH3 N,N-dimethylaniline =>NH2 H3C 4-methylaniline or p-toluidine
Heterocyclic Amines CH CH2CH3 The nitrogen is assigned the number 1. CH3 H H aziridine Pyridine Pyrrolidine Pyrrole 2-methylpyridine > Chapter 19 10
Chapter 19 10 Heterocyclic Amines The nitrogen is assigned the number 1. => N H N H N H N N CH3 aziridine Pyrrole Pyrrolidine Pyridine 2-methylpyridine