Free Course Image Advanced Organic Chemistry

Free online courseAdvanced Organic Chemistry

Duration of the online course: 24 hours and 47 minutes

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Master advanced organic chemistry skills in this free online course—stereochemistry, mechanisms, kinetics and NMR—to boost study and lab performance.

In this free course, learn about

  • IUPAC naming of bicyclic, spirocyclic, and polycyclic compounds incl. functional group placement
  • How to search, read, and use chemical databases and the primary chemical literature
  • Stereoisomers: why they differ in properties; key stereochemistry concepts incl. diastereotopic groups
  • Aldol stereoselectivity: enolate geometry (E/Z) and predicted major diastereomer
  • Organic mechanisms and rate factors for SN1/SN2; when variables do or don’t affect rates
  • Reaction kinetics fundamentals and the Eyring equation; temperature effects on reaction rates
  • Linear free-energy relationships (Hammett) and how substituents affect reactivity/equilibria
  • Molecular orbitals, aromaticity, and what characterizes pericyclic reactions
  • Pericyclic reaction types: sigmatropic rearrangements, cycloadditions, and Diels–Alder rules
  • Functional group transformations: oxidation-state logic, selective oxidations, reductions, Mitsunobu
  • Carbonyl C–C bond formation: enolate formation (bases), Claisen, Michael, Mannich, Wittig, cyclopropanation
  • Umpolung chemistry (e.g., benzoin) and strategic retrosynthetic analysis (incl. DA, Robinson annulation)
  • Practical reaction control: concentration, stoichiometry, temperature, and other adjustable conditions
  • NMR foundations: chemical shifts, 1H splitting/coupling constants, 13C NMR, and 2D COSY basics

Course Description

Strengthen your organic chemistry confidence by moving beyond memorizing reactions and into the way chemists actually think. This free online course is designed for learners who want a deeper command of structure, reactivity, and evidence-based reasoning, bridging what you already know from foundational classes with the tools used in higher-level problem solving and research-style analysis.

You will build fluency in the language of complex molecules, including challenging cyclic frameworks, and learn how careful naming connects directly to interpreting structures and predicting behavior. From there, the focus expands to stereochemistry, where small 3D differences create large changes in physicochemical properties and chiroptical outcomes. By training your eye for stereoisomer relationships and stereochemical labeling, you will be better prepared to anticipate selectivity and understand why one product forms preferentially over another.

The course emphasizes mechanistic thinking and the factors that control reaction rates, helping you connect common pathways with concepts from kinetics and transition-state analysis. You will explore how substituents and electronic effects influence outcomes, how linear free-energy relationships can support mechanistic conclusions, and how temperature and conditions reshape the speed and feasibility of transformations. This perspective makes it easier to reason through unfamiliar problems instead of relying on pattern recognition alone.

You will also develop intuition for modern synthesis logic by learning how carbon–carbon bond formation strategies fit together, including aldol and related pathways, conjugate addition concepts, and polarity-inversion ideas that open alternative routes. Along the way, you will sharpen the strategic mindset behind retrosynthetic analysis, turning complex targets into workable sequences while keeping selectivity and practicality in view.

To connect theory with real molecular proof, the course builds a strong foundation in NMR interpretation. You will learn how chemical shifts arise, why coupling creates splitting patterns, and how 1H, 13C, and 2D approaches support decisions about regiochemistry and stereochemistry. By the end, you should be able to approach advanced organic problems with a more systematic toolkit, improved accuracy, and a clearer sense of how evidence supports conclusions in the laboratory and in the literature.

Course content

  • Video class: Chem 125. Advanced Organic Chemistry. 1. Nomenclature: Bicyclic Compounds 52m
  • Exercise: What concept does the first chapter of the textbook primarily focus on beyond nomenclature in advanced organic chemistry?
  • Video class: Chem 125. Advanced Organic Chemistry. 2. Spirocyclic, Polycyclic, 55m
  • Exercise: Which of the following nomenclature correctly represents a ketone functional group added to a spirocyclic compound named Spyro 2,5-octane?
  • Video class: Chem 125. Advanced Organic Chemistry. 3. Databases and the Chemical Literature. 52m
  • Video class: Chem 125. Advanced Organic Chemistry. 4. Stereochemistry: Properties of Stereoisomers. 52m
  • Exercise: What property allows stereoisomers to have different physicochemical and chirooptical properties despite having the same molecular formula and atomic connectivity?
  • Video class: Chem 125. Advanced Organic Chemistry. 5. Concepts in Stereochemistry. 53m
  • Exercise: In stereochemistry, what does it mean when two groups attached to a carbon are described as 'diastereotopic'?
  • Video class: Chem 125. Advanced Organic Chemistry. 6. Stereoselectivity in the Aldol Reaction. 53m
  • Exercise: What is the main stereochemical product when a Z enolate reacts with an aldehyde in an aldol reaction?
  • Video class: Chem 125. Advanced Organic Chemistry. 7. Organic Reaction Mechanisms. 53m
  • Exercise: Which of the following factors does NOT generally influence the rate of an SN2 reaction?
  • Video class: Chem 125. Advanced Organic Chemistry. 8. Reaction Kinetics. 52m
  • Exercise: In an SN1 reaction mechanism involving a tertiary benzilic alkyl halide and benzene thiolate in ethanol, which of the following factors would NOT increase the reaction rate?
  • Video class: Chem 125. Advanced Organic Chemistry. 9. Reaction Rates and the Eyring Equation. 53m
  • Exercise: What effect does increasing the temperature have on the rate of many chemical reactions?
  • Video class: Chem 125. Advanced Organic Chemistry. 10. Linear Free-Energy Relationships. 53m
  • Exercise: In the context of linear free energy relationships discussed in the course, what is the Hammett sigma constant used for?
  • Video class: Chem 125. Advanced Organic Chemistry. 11. Molecular Orbitals and Aromaticity. 51m
  • Exercise: What is a key characteristic of pericyclic reactions discussed in Chapter 5 of the course?
  • Video class: Chem 125. Advanced Organic Chemistry. 12. Introduction to Pericyclic Reactions. 52m
  • Exercise: Which of the following statements best describes sigmatropic rearrangement reactions in the context of pericyclic reactions?
  • Video class: Chem 125. Advanced Organic Chemistry. 13. Cycloadditions and Sigmatropic Rearrangments. 53m
  • Exercise: Which of the following statements about the Diels-Alder reaction is true?
  • Video class: Chem 125. Advanced Organic Chemistry. 14. Functional Group Transformation 53m
  • Exercise: Which of the following statements best describes a functional group transformation that involves no net change in oxidation state?
  • Video class: Chem 125. Advanced Organic Chemistry. 15. Oxidation 53m
  • Exercise: Which of the following reagents can selectively oxidize primary alcohols to aldehydes without further oxidation to carboxylic acids?
  • Video class: Chem 125. Advanced Organic Chemistry. 16. Stereoselective Reduct.; Mitsunobu 53m
  • Exercise: When considering the formation of alcohols through reduction reactions involving ketones, which concept is used to predict the preferred stereochemistry of the product?
  • Video class: Chem 125. Advanced Organic Chemistry. 17. The Carbonyl Group in Carbon-Carbon Bond Formation. 53m
  • Exercise: Which reagent is commonly used as a strong base for enolate formation in organic chemistry alkylation reactions?
  • Video class: Chem 125. Advanced Organic Chemistry. 18. Claisen Condensation and Michael Addition. 51m
  • Exercise: Which of the following is a nucleophile that typically prefers to add to the beta position of an alpha, beta unsaturated carbonyl compound during a Michael addition reaction?
  • Video class: Chem 125. Advanced Organic Chemistry. 19. Acid-Catalyzed Aldol Reactions and the Mannich Reaction. 52m
  • Video class: Chem 125. Advanced Organic Chemistry. 20. Enamines, the Wittig Reaction, and Cyclopropanation. 55m
  • Exercise: In the context of advanced organic chemistry, which of the following statements is true regarding the reactivity of enamines and metallo enamines?
  • Video class: Chem 125. Advanced Organic Chemistry. 21. Benzoin 53m
  • Exercise: Which of the following reactions best exemplifies the concept of umpolung, or inversion of polarity, in organic synthesis?
  • Video class: Chem 125. Advanced Organic Chemistry. 22. Retrosynthetic Analysis. Diels-Alder; Robinson Annulation. 53m
  • Exercise: What is the primary strategic purpose of retrosynthetic analysis in synthetic organic chemistry?
  • Video class: Chem 125. Advanced Organic Chemistry. 23. How Concentration, Stoichiometry, 50m
  • Exercise: In the context of running reactions effectively, which of the following is NOT considered a common parameter that can be controlled in a laboratory setting?
  • Video class: Chem 125. Advanced Organic Chemistry. 24. How Temperature and Other Conditions Affect Reactions. 52m
  • Video class: Chem 125. Advanced Organic Chemistry. 25. NMR Spectroscopy: How NMR Works. Chemical Shifts. 54m
  • Video class: Chem 125. Advanced Organic Chemistry. 26. Spin-Spin Coupling in 1H NMR Spectroscopy. 54m
  • Exercise: In NMR spectroscopy, what is the cause of spin-spin coupling (also known as splitting) that results in multiplets such as doublets and triplets?
  • Video class: Chem 125. Advanced Organic Chemistry. 27. Determining Stereochemistry and Regiochemistry by NMR. 55m
  • Exercise: In proton NMR spectroscopy, a typical vicinal coupling constant for an sp3 system is about:
  • Video class: Chem 125. Advanced Organic Chemistry. 28. 13C NMR Spectroscopy. Introduction to 2D NMR. COSY 52m
  • Exercise: In Carbon-13 NMR spectroscopy, what contributes to the increased sensitivity of the signals despite Carbon-13's low natural abundance?

This free course includes:

24 hours and 47 minutes of online video course

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