Common Names CH3 CH3CH2NH2 (CH3CHCH2CH2)2NH (CH3CH2)2NCH3 (CH3CH2CH2CH2)4N+-CI ethylamine diisopentylamine diethylmethylamine tetrabutylammonium chloride CH2NH2 N(CH3)2 cyclohexyldimethylamine benzylamine diphenylamine Copyright 2010 Pearson Prentice Hall,Inc. Chapter 19 6
Chapter 19 6 Common Names
Amine as Substituent H OH H OH y CH2CH2CH2一COOH H2N 3-aminocyclopentene y-aminobutyric acid trans-3-aminocyclohexanol p-aminobenzoic acid(PABA) (cyclopent-2-en-I-amine) (4-aminobutanoie acid) Copyright2010 Pearson Prentice Hall,Inc. On a molecule with a higher priority functional group,the amine is named as a substituent. 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
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 NH2CH2CH2CHCH2CH3 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. 3-bromo-1-pentanamine N,N-dimethyl-3-hexanamine NH2CH2CH2CHCH2CH3 Br CH3CH2CHCH2CH2CH3 N(CH3)2
Aromatic Amines NH2 NH2 N(CH2CH3)2 NH2 CH2CH3 CH aniline 2-ethylaniline N,N-diethylaniline 4-methylaniline or o-ethylaniline or p-toluidine Copyright 2010 Pearson Prentice Hall,Inc. In aromatic amines,the amino group is bonded to a benzene ring. Parent compound is called aniline. Chapter 19 9
Chapter 19 9 Aromatic Amines ▪ In aromatic amines, the amino group is bonded to a benzene ring. ▪ Parent compound is called aniline
Heterocyclic Amines When naming a cyclic amine the nitrogen is assigned position number 1. H— H CH3 H aziridine pyrrole pyrrolidine 1-methylpyrrolidine imidazole indole (N-methylpyrrolidine) CH3 H pyridine 2-methylpyridine piperidine pyrimidine purine Copyright2010 Pearson Prentice Hall,Inc. Chapter 19 10
Chapter 19 10 Heterocyclic Amines When naming a cyclic amine the nitrogen is assigned position number 1