Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 8.7, Problem AQ

Linoleic acid is shown below. What makes this fatty acid particularly susceptible to autoxidation?

Chapter 8.7, Problem AQ, Linoleic acid is shown below. What makes this fatty acid particularly susceptible to autoxidation?

  1. 1. The red C—H bond has a low bond dissociation energy because it is doubly allylic.
  2. 2. The red C—H bond has a high bond dissociation energy because it is doubly allylic.
  3. 3. The red C—H bond is the most accessible to reaction with O2 because it is the least sterically crowded C—H bond.
  4. 4. Both 2 and 3.
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Lipids - Fatty Acids, Triglycerides, Phospholipids, Terpenes, Waxes, Eicosanoids; Author: The Organic Chemistry Tutor;https://www.youtube.com/watch?v=7dmoH5dAvpY;License: Standard YouTube License, CC-BY