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Ch 13 Carboxylic Acids, Esters, Amines and Amides

Ch 13 Carboxylic Acids, Esters, Amines and Amides. SWBAT: Name/Draw compounds with functional groups Describe/Explain properties of functional groups Complete/Show reactions of functional groups. Chapter 13.4 Amines. Amines. They are derivatives of ammonia NH 3

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Ch 13 Carboxylic Acids, Esters, Amines and Amides

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  1. Ch 13 Carboxylic Acids, Esters, Amines and Amides SWBAT: Name/Draw compounds with functional groups Describe/Explain properties of functional groups Complete/Show reactions of functional groups

  2. Chapter 13.4Amines

  3. Amines • They are derivatives of ammonia NH3 • H-groups are replaced by alkyl or aromatic groups

  4. Subclasses of Amines

  5. Naming Amines • Similar to ether… • List the alkyl groups in alpha order • No gaps • Ends in -amine methylamine dimethylamine

  6. Practice ethylmethylpropylamine ethyldimethylamine triphenylamine

  7. Aromatic Amines • Aromatic amines use the name aniline • Amino bearing Carbon is C#1 aniline 2,6-diethyl-4-methylaniline

  8. Naming Anilines • Alkyl groups attached to the nitrogen of the aniline are named with the prefix N- followed by the alkyl name N-ethylaniline N, N-dimethylaniline

  9. Properties of Amines Boiling Point • Amines can have polar N-H bond, so they can form H-bonds • But…N is not as electronegative as the O in alcohols…so the H-bonds are weaker! • BP is below Alcohol Bp differences among different types of amines! • 1o amines highest BP (2 H-bonds) • 2o amine lower (1 H-bond) • 3o amine lowest (only dipole)

  10. Properties of Amines Solubility • Amine group is polar: soluble in water, will form H-bonds • Small amines (1-5 C atoms) are soluble • Large amines (<6 C atoms) are not

  11. Famous Amines • Acetyl choline – neurotransmitter • Nicotine

  12. Famous Amines • Prozac – Fluoxetine • Caffeine

  13. Reaction of Amines • 1o and 2o Amines react as Bases – they accept H+ ions like ammonia below: The unpaired valence e- of N attract H+ H+ H-N-H + H2O → H-N-H + OH- H H NH3 + H2O → NH4+ + OH- ammonia ammonium ion

  14. dimethyammonium ion Dimethylamine Reacting as a Base • Primary • Secondary • Tertiary amines do not react!

  15. Neutralization Reaction Base + Acid → Salt NH3 + HCl→ NH4+Cl- Ammonia Ammonium chloride (salt) a) Primary amine CH3-NH2 + HCl→ CH3-NH3+Cl- Methylamine methylammonium chloride b) Similar for secondary amine

  16. Homework Chapter 13 Page 448 13.34 – 13.44 (even)

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