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Organic Chemistry Main Menu Lecture 1: Introduction to Molecular Orbitals Lecture 10: Intermolecular Forces and Intro to Reactivity Lecture 11: Alkenes as Nucleophiles I Lectures 12 and 13: Alkenes II & III Lecture 14: Benzenes as Nucleophiles I Lecture 2: Molecular Orbitals in Organic Structures Lecture 3: Molecular Orbitals and Resonance Lecture 4: Molecular Orbitals and Aromaticity Lecture 5: Nomenclature and IR Spectroscopy Lecture 6: Stereochemistry I Lecture 7: Stereochemistry II Lecture 8: Newman and Fisher Projections Lecture 9: Conformations and Cyclohexane Rings

Lecture 15 objectives and skills

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Objectives

Name substituted benzenes using IUPAC rules.
Identify ortho/para & meta directing groups and activating/deactivating groups.
Explain the rate/regiochemistry outcomes using inductive effects and resonance structures.
Understand/interpret/draw reaction coordinate diagrams to describe rate and regiochemistry effects.
Rationalize reactivity trends for substituted benzenes.
Synthesize benzenes with multiple substituents, utilizing rate/regiochemistry rules.
Combine all known reactions to solve synthesis problems.

Skills

Critical assessment using abstract concepts
Outcome predictions
Comparisons of fine details
Building knowledge libraries

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Lecture 15: Benzenes as Nucleophiles II 10 image_header 2020-04-03T12:45:44-07:00
Objectives and Skills

KEY INFORMATION SUMMARY

PROBLEMS

Problem 15.1: Reaction Coordinate Diagrams
1. Draw a mechanism and reaction coordinate diagram to describe the reaction below. SOLUTION
2. Explain why the major product is favoured. SOLUTION
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you're good, move to the problem below ;)

Problem 15.2: Reactivity
1. Fill in the missing pieces to complete the transformations below. SOLUTION
1. Propose a reasonable synthesis of each of the following molecules from benzene. SOLUTION
1. Find the error(s) in the two-step synthesis below. Propose a corrected synthesis. SOLUTION
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you're good, move to the next lecture!! ;)