Common Names Name the alkyl or aryl groups bonded to nitrogen,then add suffix-amine. (CH:CH2)2NCH3 diethylmethylamine N(CH3)2 cyclohexyldimethylamine H diphenylamine => Chapter 19 6
Chapter 19 6 Common Names Name the alkyl or aryl groups bonded to nitrogen, then add suffix -amine. diethylmethylamine cyclohexyldimethylamine diphenylamine =>
Amine as Substituent 。 On a molecule with a higher priority functional group,the amine is named as a substituent. NH-CH-CH-CHCOOH OH NHCHs y-aminobutyric acid or 4-aminobutanoic acid 2-methylaminophenol => Chapter 19
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 =>
Aromatic Amines Amino group is bonded to a benzene ring. Parent compound is called aniline. NH2 N(CH2CH3)2 NH2 CH3 N,N-diethylaniline 4-methylaniline aniline or p-toluidine => Chapter 19 8
Chapter 19 8 Aromatic Amines Amino group is bonded to a benzene ring. Parent compound is called aniline. =>
Heterocyclic Amines The nitrogen is assigned the number 1. H H CH3 aziridine pyrrole pyrrolidine pyridine 2-methylpyridine => Chapter 19 9
Chapter 19 9 Heterocyclic Amines The nitrogen is assigned the number 1. =>
IUPAC Names 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 10
Chapter 19 10 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 =>