E2 Exceptions: Why Zaitsev Fails (Masterclass Snippet) @ChemistryinaNutshell
E2 Exceptions: Why Zaitsev Fails (Masterclass Snippet)  @ChemistryinaNutshell
Uploaded November 2025 | Updated September 2026, 2 weeks ago
"The most substituted alkene is always the major product." WRONG! In this video, we look at the 4 specific exceptions where Zaitsev's Rule breaks and the Hofmann product takes over. From bulky bases to fluoride leaving groups, learn the "red flags" that your professor is definitely going to put on the midterm.

Also called Zaytsev's, Saytzeff's, or Saytzev's Rule, it predicts the major product of elimination reactions.

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0:00 Zaitsev's Rule Example
2:54 Rule for Reactants
3:42 4 Exceptions to Zaitsev's Rule
3:46 Conjugated Double Bond Systems
5:06 Bulky Bases
5:47 Leaving Group is too Basic
7:01 Fluorides...
7:25 Anti- & Syn-
10:13 Cyclic Systems

Citations:
Paula Yurkanis Bruice, "Organic Chemistry" 8th ed
Chapter 9, base reactivity data from table 9.5
openstax.org/books/organic-chemistry/pages/11-4-the-sn1-reaction

Music: youtu.be/lL6AsbG07xY
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E2 Exceptions: Why Zaitsev Fails (Masterclass Snippet)

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