When 1-chloro-1-methylcyclopentane is reacted potassium-tert-butoxide in warm tert-butanol a product mixture is obtained. Show the equation for this conversion and clearly mark the major product.

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...
icon
Related questions
Question
**Title: Reaction of 1-Chloro-1-methylcyclopentane with Potassium tert-Butoxide**

**Introduction:**
In this reaction, 1-chloro-1-methylcyclopentane undergoes dehydrohalogenation when reacted with potassium tert-butoxide in warm tert-butanol, leading to the formation of alkene products. 

**Reaction Details:**
- **Reagents**: 
  - 1-Chloro-1-methylcyclopentane
  - Potassium tert-butoxide
  - Warm tert-butanol (solvent)

**Mechanism Overview:**
The reaction is a classic example of an E2 elimination mechanism, where the strong base (potassium tert-butoxide) abstracts a proton, and the leaving group (chlorine) departs simultaneously, forming a double bond.

**Expected Product Mixture:**
- The reaction yields a mixture of alkenes.
- Among the products, the major one is typically the more substituted alkene due to Zaitsev's rule.

**Conclusion:**
This reaction demonstrates the use of a strong base in promoting E2 eliminations, yielding alkenes, and highlights the significance of regioselectivity (Zaitsev's rule) in determining the major product.
Transcribed Image Text:**Title: Reaction of 1-Chloro-1-methylcyclopentane with Potassium tert-Butoxide** **Introduction:** In this reaction, 1-chloro-1-methylcyclopentane undergoes dehydrohalogenation when reacted with potassium tert-butoxide in warm tert-butanol, leading to the formation of alkene products. **Reaction Details:** - **Reagents**: - 1-Chloro-1-methylcyclopentane - Potassium tert-butoxide - Warm tert-butanol (solvent) **Mechanism Overview:** The reaction is a classic example of an E2 elimination mechanism, where the strong base (potassium tert-butoxide) abstracts a proton, and the leaving group (chlorine) departs simultaneously, forming a double bond. **Expected Product Mixture:** - The reaction yields a mixture of alkenes. - Among the products, the major one is typically the more substituted alkene due to Zaitsev's rule. **Conclusion:** This reaction demonstrates the use of a strong base in promoting E2 eliminations, yielding alkenes, and highlights the significance of regioselectivity (Zaitsev's rule) in determining the major product.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Similar questions
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY