Which is the major product formed under these conditions. What is the name associated with this product? Multiple answers can be selected but may not be necessary. b Zaitsev Hofmann с CI a a NaOMe a C b d
Which is the major product formed under these conditions. What is the name associated with this product? Multiple answers can be selected but may not be necessary. b Zaitsev Hofmann с CI a a NaOMe a C b d
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:**Question:**
Which is the major product formed under these conditions? What is the name associated with this product? Multiple answers can be selected but may not be necessary.
**Reaction:**
- Reactant: A chlorinated alkane with a structure where the chlorine (Cl) is attached to a carbon chain.
- Reagent: Sodium methoxide (NaOMe).
- Products: Four possible alkenes labeled as a, b, c, and d:
- **a**: 2-pentene (trans-isomer)
- **b**: 2-methyl-2-butene
- **c**: 1-pentene
- **d**: 2-pentene (cis-isomer)
**Options:**
- b
- Zaitsev
- Hofmann
- c
- a
- d
**Explanation:**
The task is to identify the major alkene product formed when the starting chlorinated compound is treated with NaOMe, and to associate it with either the Zaitsev or Hofmann rule. The major product is typically the more substituted alkene (Zaitsev's rule), unless steric or other factors favor the formation of a less substituted alkene (Hofmann's rule).
Expert Solution

Step 1: Introduction to the dehydrohalogenation reaction
Alkyl halides when treated with base, NaOMe (sterically less hindered base) undergo dehydrohalogenation to form alkenes as the products.
The reactions which involve the elimination of hydrogen halides from a given molecule are called dehydrohalogenation reactions (elimination reactions).
During the dehydrohalogenation of alkyl halides, the more substituted alkene (Zaitsev product) is the major product when treated with sterically less hindered base.
During the dehydrohalogenation of alkyl halides, the less substituted alkene (Hofmann product) is the major product when treated with sterically hindered base.
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