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Yale University

Mechanism and Equilibrium of Carbonyl Reactions - Lecture 28

Yale University via YouTube

Overview

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Explore the mechanisms and equilibrium of carbonyl reactions in this 49-minute lecture from Yale University's Freshman Organic Chemistry II course. Develop facility with devising plausible mechanisms for acid- and base-catalyzed reactions of carbonyl compounds, carboxylic acids, and their derivatives. Learn about Fischer esterification and how steric hindrance affects reaction mechanisms. Examine substituent influence on equilibrium constants for carbonyl hydration, including bond strength, steric, electron withdrawal, and conjugation effects. Discover the importance of cyclic acetals in protecting carbonyl groups of sugars and alcohols, as well as the use of silyl ethers. Investigate the conversion of carbonyl compounds to imines using amines instead of alcohols. The lecture covers five main chapters: Fischer Esterification and Steric Hindrance, Carbonyl Hydration, Protecting Carbonyls and Sugars, Protecting Alcohols, and Imines.

Syllabus

- Chapter 1. Fischer Esterification and Steric Hindrance
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- Chapter 2. Carbonyl Hydration
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- Chapter 3. Protecting Carbonyls and Sugars
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- Chapter 4. Protecting Alcohols
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- Chapter 5. Imines
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