Name ii) The following alcohol can produce 3 different alkenes through an E1 dehydration (loss of water). Show the three possible products and the mechanism of how they form. Clearly mark the product that you think forms with the highest yield (major).
Name ii) The following alcohol can produce 3 different alkenes through an E1 dehydration (loss of water). Show the three possible products and the mechanism of how they form. Clearly mark the product that you think forms with the highest yield (major).
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:**E1 Dehydration of Alcohol to Produce Alkenes**
The provided alcohol can undergo E1 dehydration, resulting in the formation of three different alkenes through the loss of water.
**Reaction Conditions:**
- Catalyst: Sulfuric Acid (H₂SO₄)
- Heat is applied.
**Task:**
Illustrate the three potential alkene products and describe the mechanism of their formation. Identify which alkene is the major product, predicted to form in the highest yield.
**Mechanism Overview:**
1. **Protonation of Alcohol:**
- The alcohol group is protonated by H₂SO₄, forming a good leaving group (water).
2. **Formation of Carbocation:**
- Water is lost, resulting in the formation of a carbocation intermediate.
3. **Alkene Formation:**
- Elimination of a proton from a neighboring carbon leads to the formation of an alkene.
- Different protons can be eliminated, leading to distinct alkenes.
**Note:**
The major product is typically the more substituted alkene, due to its greater stability, according to Zaitsev’s rule.
This information provides a foundational understanding of E1 dehydration mechanisms and helps in predicting reaction outcomes based on molecular structure.
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