How to Predict the Major Product(s) of an Elimination Reaction - Part 1

Removal of two substituents from a molecule in either a one- or two-step mechanism is referred to as elimination reaction in organic chemistry.


The β-elimination is the most popular. An elimination reaction may involve regiochemistry and/or stereochemistry.

Zaytsev's rule (aka Zaitsev's/Saytzeff's/Saytzev's rule) is an empirical rule for predicting the favored alkene product(s) in elimination reactions (removal of H from the α-C having the fewest H-substituents, which means most substituted alkene => most stable; Mnemonic: Poor becomes poorer). However, exceptions exist, i.e., removal of H from the α-C having the most H-substituents takes place to give a Hofmann product.

Question:

Predict the major product(s) of the following reaction:



Click/tap to enlarge the image

Solution infographic:



Click/tap to enlarge the image

E2 = Elimination bimolecular

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References:

(1)    Wikipedia Contributors. Elimination reaction. Wikipedia. https://en.wikipedia.org/wiki/Elimination_reaction.

‌(2)    Wikipedia Contributors. Zaytsev’s rule. Wikipedia.

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