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Lesson 17: SN2, SN1, E2, E1 Review Session

I. Introduction

  • Overview of SN2, SN1, E2, and E1 reactions.

  • Importance in organic synthesis and reaction mechanisms.

II. SN2 Reaction Review

  • Mechanism recap: Bimolecular nucleophilic substitution.

  • Tips for identifying SN2 favorable conditions: Less substituted substrates, strong nucleophiles.

  • Pearl of Wisdom: "In SN2 reactions, the nucleophile attacks from the backside, leading to inversion of stereochemistry."

III. SN1 Reaction Review

  • Mechanism and carbocation stability.

  • Factors influencing SN1 pathway: Solvent polarity, leaving group ability.

  • Pearl of Wisdom: "SN1 reactions proceed via carbocation intermediates, allowing for both inversion and retention of stereochemistry."

IV. E2 Reaction Review

  • Bimolecular elimination mechanism.

  • Zaitsev's rule and Hofmann elimination: Predicting major and minor alkene products.

  • Pearl of Wisdom: "E2 reactions are favored by strong bases and involve simultaneous bond formation and breaking."

V. E1 Reaction Review

  • Unimolecular elimination mechanism.

  • Carbocation stability and reaction conditions.

  • Pearl of Wisdom: "E1 reactions proceed via a carbocation intermediate, often favoring the formation of the most stable alkene."

VI. Comparative Analysis

  • Contrasting SN2 vs. SN1 and E2 vs. E1 reactions.

  • Practical examples and case studies highlighting selectivity and reaction conditions.

  • Pearl of Wisdom: "Understanding the subtle differences between SN2/SN1 and E2/E1 can significantly impact reaction outcomes in synthesis."

VII. Conclusion

  • Summary of key concepts and mechanisms.

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