Organic Chemistry II Crash Course - OChem Made Simple from Udemy

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Learning objectives

Learn how to approach nmr spectra with a step-by-step approach and the "doorway" method, while also understanding the complexities of multiplicity
Understand the core concepts in molecular orbital theory as they apply to conjugated and aromatic systems. including reactions of conjugated systems
Learn the step-by-step mechanisms of ochem ii chemical reactions: aromatic rings, carbonyls reactions, carboxylic acid derivatives, enol reactions and more!

Break down carbonyl reactions into mode 1, mode 2 and mode 3 reactions. a framework for organizing the complexity of carbonyls
You will gain hands-on practice, both by following along with my "work-along" videos at the end of each chapter, and by doing practice problems yourself!

Learn how to approach nmr spectra with a step-by-step approach and the "doorway" method, while also understanding the complexities of multiplicity
Understand the core concepts in molecular orbital theory as they apply to conjugated and aromatic systems. including reactions of conjugated systems
Learn the step-by-step mechanisms of ochem ii chemical reactions: aromatic rings, carbonyls reactions, carboxylic acid derivatives, enol reactions and more!
Break down carbonyl reactions into mode 1, mode 2 and mode 3 reactions. a framework for organizing the complexity of carbonyls
You will gain hands-on practice, both by following along with my "work-along" videos at the end of each chapter, and by doing practice problems yourself!

Syllabus

Learn how to interpret 1H NMR spectra to solve for unknown chemical structures

1.1 - What is 1H NMR, Solving Unknown Structures

1.2 - Understanding Signals as Equivalent Hydrogen Groups

1.3 - Piece 1 - Chemical Shift

1.4 - Piece 2 - Integration

1.5 - Piece 3 - Multiplicity (Simple Splitting)

1.6 - Complex Splitting Simplified - Breaking Down the Doublet of Doublets

1.7 - Putting it All Together - The 'Doorway' Method to Build Fragments

1.8 - Solving 1H NMR Spectra Work-Along Problems (Practice Attached*)

Predict conjugation based on chemical structure and apply molecule orbital theory tor reactions of conjugated systems

2.1 - Defining Conjugation and Pi-System Electrons

2.2 - Why is Conjugation Stabilizing, Looking to MO Theory (Practice Attached*)

2.3 - Conjugation in Reaction Mechanisms - Thermodynamic and Kinetic Product

2.4 - The Diels-Alder Reaction Intro and Regioselectivity

2.5 - Stereoselectivity in Diels-Alder - The Endo Approach

2.6 - Handling Rings in Diels-Alder

2.7 - Solving Diels-Alder Reactions Work Along (Practice Attached*)

Predict aromaticity (or anti-aromaticity!) of ring systems based on chemical structure

3.1 - Defining Aromaticity and Anti-Aromaticity

3.2 - Predicting Aromaticity with Huckels Rule

3.3 - Aromaticity MO's - The Frost Diagram

3.4 - Lone Pairs in Aromaticity (Practice Attached*)

Learn the mechanism and application of EAS reactions of Benzene, including mono-, di-, and poly-substituted benzene rings.

4.1 - The General Mechanism of the 'EAS' Reactions

4.2 - The 5 EAS Reactions

4.3 - The 'Post-EAS' Modification Reactions

4.4 - The ABC Method for Effective Reaction Scheme Studying

4.5 - The Problem with Friedel-Crafts Alkylation - Handling Rearrangements

4.6 - Dealing with Disubstituted Benzene - Intro to Ortho-Meta-Para Selectivity

4.7 - Mechanism of Meta-Directing EWG's

4.8 - Mechanism of Ortho-Para-Directing EDG's

4.9 - The Number Line of Activation - Handling Polysubstituted Benzene

4.10 - Polysubstituted Benzene - Roadmap Work-Along (Practice Attached*)

4.11 - Polysubstituted Benzene - Synthesis Work-Along (Practice Attached*)

Understand how carbonyls can act as Mode 1 and Mode 2 Electrophiles, and apply that knowledge to reaction-style questions

5.1 - Defining Carbonyls as "Mode 1 and Mode 2" Electrophiles

5.2 - The "Pure" Hydride Reductions - NaBH4, LiAlH4, DIBAL

5.3 - Hydride Reductions in Mode 1 and Mode 2 - Mechanisms

5.4 - Preventing Double Addition with DIBAL

5.5 - The 'Impure' Reactions with Carbon - Grignard and Organolithium Compounds

5.6 - Grignard Reductions in Mode 1 and Mode 2 - Mechanisms

5.7 - Handling Ring-Openings Using ABC Principles

5.8 - Stereochemistry Considerations for Carbonyl Reductions

5.9 - Carbonyl Reactions Work-Along (Practice Attached*)

Develop an understanding of the oxidation mechanism, including which starting materials can be oxidized, and apply that knowledge to reaction-style questions

6.1 - Oxidation Using "Weak" Oxidizers - PCC and Swern

6.2 - Oxidation Using "Strong" Oxidizers - Jones and KMnO4

6.3 - Mechanisms of Oxidation

6.4 - Oxidation Reactions Work Along (Practice Attached*)

Understand how both Mode 2 and Mode 1 carbonyls react with alcohol nucleophiles. Learn how to use acetals as protecting groups and apply that knowledge to reaction-style questions

7.1 - Alcohols in Mode 2 - Esterification

7.2 - Alcohols in Mode 1 - Acetal Formation

7.3 - Using Acetals as Mode 1 Protecting Groups

7.4 - Acetal Formation Mechanism (Protection)

7.5 - Acetal Hydrolysis Mechanism (Deprotection)

7.6 - Hemi-Acetals - The Mode 1 Carbonyls in Hiding

7.7 - Carbonyl with Alcohol Reactions Work Along (Practice Attached*)

Understand how both Mode 2 and Mode 1 carbonyls react with amine nucleophiles. Learn how to use reductive amination to synthesize amine products, and apply that knowledge to reaction-style questions

8.1 - Amines in Mode 2 - Amide Formation

8.2 - Amines in Mode 1 - Introducing the Imine

8.3 - Using Imines to Make Amines - The Reductive Amination

8.4 - Imine Formation Mechanism

8.5 - Imine Hydrolysis Mechanism

8.6 - Handling Rings without Full Mechanisms in Mode 1 and Mode 2

8.7 - The Wolf-Kishner Reduction - A Use for the Hydrazone

8.8 - Carbonyl with Amines Reactions Work-Along (Practice Attached*)

The Wittig Reaction

9.1 - Carbonyls to E and Z Alkenes - Introducing the Phosphonium Ylide

9.2 - Wittig Mechanism - Generating Ylides and Forming Alkenes

9.3 - Wittig Reaction Work-Along (Practice Attached*)

Understand how Mode 2 carbonyls are defined by their leaving groups, and apply that knowledge to reaction-style questions

10.1 - Understanding Mode 2 Carbonyl Reactivity via. Acid/Base Theory

10.2 - The 'Easy' Reactions Favored by Conjugate Stability

10.3 - Introducing the Nitrile as a COOH Derivative

10.4 - The Three "Hard" Reactions in Mode 2

10.5 - Amide Synthesis Using DCC

10.6 - Example COOH Derivatives Reactions Work-Along (Practice Attached*)

Define the alpha-hydrogen, and the mechanism of how they can be acidic in the formation of Enols, Enolates, and Enamines. Then, apply this knowledge for simple mode 3 reactions

11.1 - Enol and Enolate Formation - Acid vs. Base Catalyzed Mechanisms

11.2 - Using Enols and Enolates - The Alpha Carbon Nucleophiles

11.3 - Selecting Alpha Carbons - Revisiting Kinetic and Thermodynamic Products

11.4 - Secondary Amines Make Enamines

11.5 - Alpha Carbon Nucleophile Reaction Work-Along

Apply your knowledge from section 11 to more difficult reactions that utilize both the alpha and beta carbons of a carbonyl as a nucleophile

12.1 - The Aldol Addition and Condensation

12.2 - The 'Cross' Aldol - Using Non-Enolizable Carbonyls (Practice Attached*)

12.3 - The Claisen Condensation and Dieckman Cyclization (Practice Attached*)

12.4 - 1,2 vs. 1,4 Additions - The Gilman Reagent vs. The Grignard

12.5 - 1,4 Michael Additions

12.6 - The Robinson Annulation

12.7 - Decarboxylation, Malonic Ester Synthesis, and Acetoacetic Ester Synthesis

12.8 - Advanced Mode 3 Reaction Work Along (Practice Attached*)

Combine your knowledge from all the previous sections to answer both roadmap and synthesis style questions!

13.1 - Roadmap Questions Work-Along (Practice Attached*)

13.2 - Synthesis Problem Work-Along

Activities

Be better prepared before your course. Deepen your understanding during and after it. Supplement your coursework and achieve mastery of the topics covered in Organic Chemistry II Crash Course - OChem Made Simple with these activities:

Review Organic Chemistry I Concepts

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Reinforce your understanding of fundamental organic chemistry principles, including nomenclature, reaction mechanisms (SN1, SN2, E1, E2), and stereochemistry, to build a solid foundation for the advanced topics covered in Organic Chemistry II.

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Review your notes and textbook from Organic Chemistry I.
Work through practice problems focusing on key concepts.
Identify areas where you feel weak and seek additional resources.

Read 'Organic Chemistry' by Paula Yurkanis Bruice

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Supplement your understanding of reaction mechanisms and spectroscopic techniques with a comprehensive textbook.

View Organic Chemistry on Amazon

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Obtain a copy of 'Organic Chemistry' by Paula Yurkanis Bruice.
Read chapters relevant to the course syllabus, focusing on reaction mechanisms and spectroscopy.
Work through the end-of-chapter problems to test your understanding.

Spectroscopy Problem Sets

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Sharpen your ability to interpret NMR spectra by working through a series of practice problems. This will help you master the 'Doorway' method and confidently solve for unknown chemical structures.

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Find online resources or textbooks with NMR spectroscopy problem sets.
Work through the problems systematically, applying the 'Doorway' method.
Check your answers and review the solutions to understand your mistakes.

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Mechanism Flashcards

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Solidify your understanding of reaction mechanisms by creating flashcards for each reaction covered in the course. This active recall method will improve your retention and ability to apply the mechanisms to new problems.

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For each reaction, write the name of the reaction on one side of the flashcard.
On the other side, draw the complete reaction mechanism, including all intermediates and transition states.
Use the flashcards to quiz yourself regularly.

Reaction Roadmap Project

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Design a comprehensive reaction roadmap that connects different reactions learned in the course. This project will help you see the bigger picture and understand how different reactions can be used to synthesize complex molecules.

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Choose a target molecule to synthesize.
Work backwards from the target molecule, identifying possible starting materials and reactions.
Create a detailed reaction roadmap, including all reagents, conditions, and intermediates.
Present your reaction roadmap to a peer or instructor for feedback.

Consult 'March's Advanced Organic Chemistry'

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Deepen your understanding of advanced organic chemistry reactions and mechanisms with a comprehensive reference guide.

View March's Advanced Organic Chemistry on Amazon

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Obtain a copy of 'March's Advanced Organic Chemistry'.
Use the book as a reference when you encounter unfamiliar reactions or mechanisms.
Read the relevant sections to gain a deeper understanding of the reaction.

Tutor OChem I Students

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Reinforce your understanding of OChem II concepts by tutoring students in OChem I. Explaining concepts to others is a great way to solidify your own knowledge.

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Volunteer to tutor OChem I students at your university or college.
Prepare for tutoring sessions by reviewing the relevant material.
Explain concepts clearly and concisely, and answer student questions patiently.

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Learners who complete Organic Chemistry II Crash Course - OChem Made Simple will develop knowledge and skills that may be useful to these careers:

Organic Chemistry II Crash Course - OChem Made Simple

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