Basicity of Amines Amides(RCONH2)are nonbasic Amides do not undergo substantial protonation when treated with acids Amides are poor nucleophiles Nitrogen lone-pair electrons are stabilized through orbital overlap with the carbonyl group Electron-rich Electron-poor H30 Hc一H Methylamine (an amine) Acetamide (an amide) geLemng All Righs Reerved. Amides (RCONH2 ) are nonbasic ▪ Amides do not undergo substantial protonation when treated with acids ▪ Amides are poor nucleophiles ▪ Nitrogen lone-pair electrons are stabilized through orbital overlap with the carbonyl group Basicity of Amines