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Compounds with Polar  Bonds In each of these species on the right, however, the C atom of the polar π bond possesses a leaving group. The presence of.

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Presentation on theme: "Compounds with Polar  Bonds In each of these species on the right, however, the C atom of the polar π bond possesses a leaving group. The presence of."— Presentation transcript:

1 Compounds with Polar  Bonds In each of these species on the right, however, the C atom of the polar π bond possesses a leaving group. The presence of a leaving group facilitates another type of reaction with nucleophiles, called nucleophilic addition–elimination reactions.

2 Hydration Rate and Equilibrium Constants

3 Structural Comparison

4 Inductive Effects

5 p. 617 Reduction

6 Green Principles Addresses Less Hazardous Reagents Safer Solvent Use of Renewable Feedstocks Catalysis

7 Selective Reduction

8 LiAlH 4 and NaBH 4 Reactivity with a Proton Source

9 Reduction of Other Functional Groups LiAlH 4 must be used for both reductions

10 Sodium Hydride

11 Some Feasible Grignard Reagents A Grignard reagent should not contain functional groups that react with strong bases or strong nucleophiles. The Grignard reagents below are unfeasible.

12 Grignard Reaction and Mechanism

13 Grignard Reactions Can Be Used to Produce Carboxylic acids

14 Wittig Green Principles Addresses Less Hazardous Reagents Safer Solvent Energy Efficiency

15 Direct 1,2-Addition Mechanism

16 Reversibility in Nucleophilic Addition

17 Thermodynamic Product

18 Thermodynamic or Kinetic Product?

19 Organometallics in Synthesis

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21 Synthesis and Direct/Conjugate Addition

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25 Synthesizing Alkenes: Wittig Reactions Are Better

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