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Amines

Amines . Required background: Acidity and basicity S N 2 substitution Essential for: 1. Heterocyclic compounds 2. Aminoacids, peptides. Outline 1. Structure, nomenclature and physical properties of amines 2. Acidity and basicity of amines

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Amines

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  1. Amines

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

  3. 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

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

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

  6. 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

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

  8. 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

  9. More examples of alkylation:

  10. 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

  11. 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

  12. 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

  13. Gabriel synthesis of primary amines

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