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Organic
Chemistry III
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Professor
Carl C. Wamser
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Chapter
22 Skills
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Amines
Knowledge - Level 1
know the nitrogen functional groups:
amine, amide, nitro, azide, diazonium ion, N-nitrosoamine
Concepts - Level 2
basicity of nitrogen compounds depends on the lone pair availability
interrelationship between pKb and pKa values ( pKa + pKb = 14 )
relative basicity (pKa of the conjugate acids):
alkyl amines (10) > imidazole (7) > aryl
amines ~ pyridine (5)
pyrrole and amides are not basic (delocalization of the lone pair)
Applications - Level 3
generate appropriate names for amines
classify amines as 1° , 2°, or 3° (or 4° ammonium
ions)
use substitution or reduction reactions to prepare amines
use diazonium ion substitution reactions to prepare substituted benzenes
use amines as nucleophiles in substitution reactions
Analytical Skills - Level 4
write reaction mechanisms for amine reactions
Synthesis Skills - Level 5
design a synthetic sequence for a given target compound
