compounds with polar bonds in each of these species on the right, however, the c atom of the polar...

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Compounds with Polar p 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.

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Page 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

Compounds with Polar p 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.

Page 2: 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

Hydration Rate and Equilibrium Constants

Page 3: 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

Structural Comparison

Page 4: 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

Inductive Effects

Page 5: 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

p. 617

Reduction

Page 6: 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

Reduction

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

Page 7: 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

Selective Reduction

Page 8: 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

LiAlH4 and NaBH4 Reactivity with a Proton Source

Page 9: 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

Reduction of Other Functional Groups

LiAlH4 must be used for both reductions

Page 10: 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

Sodium Hydride

Page 11: 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

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.

Page 12: 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

Grignard Reaction and Mechanism

Page 13: 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

Grignard Reactions Can Be Used to Produce Carboxylic acids

Page 14: 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

Wittig

Green Principles Addresses• Less Hazardous Reagents• Safer Solvent• Energy Efficiency

Page 15: 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

Direct 1,2-Addition Mechanism

Page 16: 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

Reversibility in Nucleophilic Addition

Page 17: 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

Thermodynamic Product

Page 18: 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

Thermodynamic or Kinetic Product?

Page 19: 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

Organometallics in Synthesis

Page 20: 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

Organometallics in Synthesis

Page 21: 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

Synthesis and Direct/Conjugate Addition

Page 22: 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

Synthesis and Direct/Conjugate Addition

Page 23: 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

Synthesis and Direct/Conjugate Addition

Page 24: 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

Synthesis and Direct/Conjugate Addition

Page 25: 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

Synthesizing Alkenes: Wittig Reactions Are Better

Page 26: 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

Synthesizing Alkenes: Wittig Reactions Are Better

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