The aldol reaction is catalyzed by acid as well as by base. Write a detailed mechanism for the acid-catalyzed condensation of acetaldehyde (equation below), and use it to respond. H₂C H acetaldehyde Draw the reactive electrophile. HCI H₂C OH O H B-hydroxybutanal HCI warm • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • When there is a choice, draw the most stable resonance form. H3C 2-butenal H
The aldol reaction is catalyzed by acid as well as by base. Write a detailed mechanism for the acid-catalyzed condensation of acetaldehyde (equation below), and use it to respond. H₂C H acetaldehyde Draw the reactive electrophile. HCI H₂C OH O H B-hydroxybutanal HCI warm • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • When there is a choice, draw the most stable resonance form. H3C 2-butenal H
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:**The aldol reaction is catalyzed by acid as well as by base. Write a detailed mechanism for the acid-catalyzed condensation of acetaldehyde (equation below), and use it to respond.**
Illustration of the aldol reaction:
1. **Acetaldehyde (reactant)**:
- Structure: CH₃CHO
2. **Reaction with HCl**:
- Conversion to β-hydroxybutanal
3. **β-Hydroxybutanal (intermediate)**:
- Structure: CH₃CH(OH)CH₂CHO
4. **Reaction with HCl (warm)**:
- Conversion to 2-butenal
5. **2-Butenal (product)**:
- Structure: CH₃CH=CHCHO
**Draw the reactive electrophile.**
- Guidelines for drawing:
- You do not have to consider stereochemistry.
- You do not have to explicitly draw H atoms.
- Do not include lone pairs in your answer. They will not be considered in the grading.
- When there is a choice, draw the most stable resonance form.
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