First Trimester
IN THIS LESSON
Video content, worksheets, practice problems and more
I. Lesson 15: Introduction to SN2 Reactions A. Definition and Mechanism - SN2: Nucleophilic Substitution Bimolecular. - Inversion of stereochemistry: Backside attack of nucleophile on electrophilic carbon. B. Characteristics - Rate-determining step: Single, concerted step with simultaneous bond formation and breaking. - Steric hindrance: Preference for less hindered substrates due to accessibility.
II. Practice Problem: SN2 Reaction A. Problem Statement - Presentation of a typical SN2 reaction scenario. B. Solution Approach - Step-by-step mechanism: Electron flow and stereochemical considerations. - Product analysis: Determining major and minor products based on stereochemistry and leaving group ability.
III. Comparing Leaving Groups A. Factors Influencing Leaving Group Ability - Electrophilicity: Ability to stabilize negative charge after departure. - Polarizability: Ease of polarization and subsequent departure. B. Leaving Group Trends - Common leaving groups: Halides (Cl-, Br-, I-), sulfonates (tosylate, mesylate), and others. - Impact of leaving group on reaction rate and product formation.
IV. Stereochemical Considerations A. Inversion vs. Retention - SN2 inversion: Explanation and demonstration through examples. - Stereoelectronic effects: Orbital alignment influencing reaction outcomes.
V. Practical Applications and Examples A. Organic Synthesis Applications - Synthesis strategies: Leveraging SN2 reactions for specific bond formations. - Case studies: Highlighting successful applications in pharmaceutical and industrial chemistry.
VI. Conclusion and Recap A. Summary of Key Points - Recap of SN2 reaction mechanism, leaving group comparisons, and stereochemical effects.
