Amide

Chapter 19 * Alkylation of Amines by Alkyl Halides Even if just one equivalent of the halide is added, some amine molecules will react once, some will react twice, and some will react three times (to give the tetraalkylammonium salt). Chapter 19 * Examples of Useful Alkylations Exhaustive alkylation to form the tetraalkylammonium salt. Reaction with large excess of NH3 to form the primary amine. C H 3 C H 2 C H C H 2 C H 2 C H 3 N ( C H 3 ) 3 C H 3 C H 2 C H C H 2 C H 2 C H 3 N H 2 3 C H 3 I N a H C O 3 + _ I C H 3 C H 2 C H 2 B r N H 3 ( x s ) C H 3 C H 2 C H 2 N H 2 + N H 4 B r Chapter 19 Chapter 19 * Acylation of Amines Primary and secondary amines react with acid halides to form amides. This reaction is a nucleophilic acyl substitution. Chapter 19 *

Chapter 19 ? 2010, Prentice Hall Organic Chemistry, 7th Edition L. G. Wade, Jr. Amines Chapter 19 * Biologically Active Amines The alkaloids are an important group of biologically active amines, mostly synthesized by plants to protect them from being eaten by insects and other animals. Many drugs of addiction are classified as alkaloids. Chapter 19 Chapter 19 * Biological Activity of Amines Dopamine is a neurotransmitter. Epinephrine is a bioregulator. Niacin, Vitamin B6, is an amine. Alkaloids: nicotine, morphine, cocaine Amino acids Chapter 19 Chapter 19 * Classes of Amines Primary (1?): Has one alkyl group bonded to the nitrogen (RNH2). Secondary (2?): Has two alkyl groups bonded to the nitrogen (R2NH). Tertiary (3?): Has three alkyl groups bonded to the nitrogen (R3N).