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Aldehydes and Ketones - carbonyl compounds carbonyl group - structure, bonding and physical properties.

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Presentation on theme: "Aldehydes and Ketones - carbonyl compounds carbonyl group - structure, bonding and physical properties."— Presentation transcript:

1 Aldehydes and Ketones - carbonyl compounds carbonyl group - structure, bonding and physical properties

2 Review of methods of preparation of aldehydes and ketones hydration of alkynes Friedel-Crafts acylation of aromatic compounds

3 Overview of reactions of carbonyl compounds reduction to alcohols addition of organometallic reagents addition of oxygen, nitrogen, sulfur and phosphorus nucleophiles reduction of carbonyl to methylene (Clemmensen or Wolff-Kishner)

4 Nucleophilic addition to carbonyls

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6 Synthesis of Alcohols Reduction of Carbonyl Compounds

7 Synthesis of Alcohols Reduction of Carbonyl Compounds

8 H 2 /cat., NaBH 4, LiAlH 4 Synthesis of Alcohols Reduction of Carbonyl Compounds

9 lithium aluminum hydride (LAH)

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13 sodium borohydride

14 Synthesis of Alcohols Using Organometallic Reagents

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23 Hydration of aldehydes and ketones

24 An example

25 Addition of alcohols: hemiacetal and acetal formation

26 hemiacetal or hemiketal

27 Addition of alcohols: hemiacetal and acetal formation hemiacetalacetal

28 Mechanism of acetal formation

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30 An example

31 Addition of ammonia and amines: imine and enamine formation

32 Examples

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35 The Wittig Reaction

36 An example

37 The mechanism

38 Mechanism, cont.

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41 Formation of cyanohydrins

42 Example

43 Reduction of carbonyls to alkanes Clemmensen reduction Wolff-Kishner reduction Desulfurization of thioketals

44 Nucleophilic Addition to a,b-Unsaturated Carbonyls

45 Strong nucleophiles add 1,2 kinetic control Weaker nucleophiles add 1,4 thermodynamic control

46 Nucleophilic Addition to a,b-Unsaturated Carbonyls

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