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Amines

Amines. Draw: para-hydroxy-N-methylbenzoamide. Amines. Organic derivatives of ammonia. Ammonia. H H-N: H. Ammonium. H H-N-H H. +1. Primary Amine. R 1 H-N: H. Secondary Amine. R 1 R 2 -N: H. Tertiary Amine. R 1 R 2 -N: R 3.

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Amines

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  1. Amines

  2. Draw:para-hydroxy-N-methylbenzoamide

  3. Amines • Organic derivatives of ammonia

  4. Ammonia • H • H-N: • H

  5. Ammonium • H • H-N-H • H +1

  6. Primary Amine • R1 • H-N: • H

  7. Secondary Amine • R1 • R2-N: • H

  8. Tertiary Amine • R1 • R2-N: • R3

  9. Quaternary Amine • R1 • R2-N-R4 • R3 +1

  10. Naming Amines

  11. Alkyl amine • R1 • H-N: • H

  12. Methylamine • CH3 • H-N: • H

  13. Methylethylamine • CH3 • CH3-CH2-N: • H

  14. Trimethylamine • CH3 • CH3-N: • CH3

  15. Tetramethylammonium • CH3 +1 • CH3-N-CH3 • CH3

  16. Trimethylammonium • CH3 +1 • CH3-N-H • CH3

  17. Common Amines

  18. Phenylamine or Aminobenzene NH2 Aniline

  19. N-Methylaniline H N-CH3

  20. Diphenylamine H N

  21. Para-aminomethylbenzenepara-aminotoluenepara-methylanilinepara-toluidinePara-aminomethylbenzenepara-aminotoluenepara-methylanilinepara-toluidine CH3 H2N

  22. Para-aminobenzoic acid O NH2 C HO

  23. 1,4-butyldiaminePutrescine • H2N CH2 CH2 • CH2 CH2 NH2

  24. 1,5-pentyldiamineCadaverine • H2N-(CH2)5-NH2

  25. Draw: N-Cyanoformamide

  26. Heterocyclic Amines

  27. Pyrrolidine H N

  28. Pyrrole H N

  29. Piperidine : N-H

  30. Pyridine N:

  31. Indole N H

  32. Purine N N N H N

  33. Pyrimidine N N

  34. Amino Acids

  35. Common Amino Acid • H • R-C-COOH • NH2

  36. Glycine • H • H-C-COOH • NH2

  37. Alanine • H • H3C-C-COOH • NH2

  38. Phenylalanine • H • -CH2-C-COOH • NH2

  39. MakingAmines

  40. Making Amines • H3N: + X-R R-NH3+ + X- • ammonia + alkyl halide --> alkylammonium • R-NH3+ X- + MOH • R-NH2+ MX + HOH

  41. Net Results • H3N: + X-R + MOH • ammonia + alkyl halide + base--> • R-NH2+ MX + HOH • alkyl amine + salt + water

  42. Making Amines • :NH3 + I-CH2-CH2-CH3 • + KOH • ammonia + propyliodide + potassium hydroxide

  43. Products • H2N-CH2-CH2-CH3 • + KI + H2O • propyl amine + potassium iodide + water

  44. Polysubstituted Amines base • H3N: + X-R R-NH2 • R2 • H2NR + X-R R-NH • R2 • HNR2 + X-R R-N-R3 base base

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