Amines.

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Amides are produced by reacting a carboxylic acid with ammonia or an amine.
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Presentation transcript:

Amines

1. Heterocyclic compounds 2. Aminoacids, peptides Required background: Acidity and basicity SN2 substitution Essential for: 1. Heterocyclic compounds 2. Aminoacids, peptides 2

Outline 1. Structure, nomenclature and physical properties of amines 2. Acidity and basicity of amines 3. Alkylation of amines 4. Acylation of amines 5. Synthesis of amines

Examples: Amines are much more polar, than hydrocarbons, especially in acidic conditions

Priority of citation: -COOH > -CHO > -OH > -NH2 > C=C The atom of N has the trigonal pyramid or trigonal planar geometry (favored by conjugation)

Outline 1. Structure, nomenclature and physical properties of amines 2. Acidity and basicity of amines 3. Alkylation of amines 4. Acylation of amines 5. Synthesis of amines

Amines are typical bases due to the lone electron pair at nitrogen

Outline 1. Structure, nomenclature and physical properties of amines 2. Acidity and basicity of amines 3. Alkylation of amines 4. Acylation of amines 5. Synthesis of amines

More examples of alkylation:

Outline 1. Structure, nomenclature and physical properties of amines 2. Acidity and basicity of amines 3. Alkylation of amines 4. Acylation of amines 5. Synthesis of amines

As opposed to alkylation, acylation efficiently produces all types of amides, because amides are weaker nucleophiles, than the starting amines, and do not react further

Outline 1. Structure, nomenclature and physical properties of amines 2. Acidity and basicity of amines 3. Alkylation of amines 4. Acylation of amines 5. Synthesis of amines

Gabriel synthesis of primary amines

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