B. What type of elimination reaction is this: E1 or E2? Explain. C. Explain how the leveling effect has occurred in this reaction? D. What is the likely base in the last step: water or HSOA ? Explain.
B. What type of elimination reaction is this: E1 or E2? Explain. C. Explain how the leveling effect has occurred in this reaction? D. What is the likely base in the last step: water or HSOA ? Explain.
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...
Related questions
Question
Transcribed Image Text:**B. What type of elimination reaction is this: E1 or E2? Explain.**
**C. Explain how the leveling effect has occurred in this reaction.**
**D. What is the likely base in the last step: water or HSO₄⁻? Explain.**
![**Mechanism:**
**Step II**
This diagram illustrates the mechanism of converting cyclohexanol to cyclohexene through a series of protonation and elimination reactions.
1. **Initial Reactants:**
- Cyclohexanol (\[\mathrm{C_6H_{11}OH}\]) reacts with sulfuric acid (\[H_2SO_4\]).
2. **Protonation of Alcohol by Acid:**
- The hydroxyl group (\[OH\]) on cyclohexanol is protonated by sulfuric acid, forming a hydronium ion.
3. **Formation of Oxonium Ion:**
- This protonation results in the formation of an oxonium ion, making the hydroxide a better leaving group.
4. **Loss of the Leaving Group:**
- Water (\[H_2O\]) is eliminated, leaving behind a carbocation intermediate.
5. **Formation of Cyclohexene:**
- The proton is abstracted by the conjugate base (\[HSO_4^-\]), leading to the formation of a double bond and resulting in cyclohexene (\[\mathrm{C_6H_{10}}\]).
This series of reactions highlights the conversion of an alcohol to an alkene through acid-catalyzed dehydration.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F8f133e94-577a-4ad3-9a91-62eced1365de%2Fb28d0677-f505-4e49-8f66-e83e3b9135e3%2Foq2eb7p_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Mechanism:**
**Step II**
This diagram illustrates the mechanism of converting cyclohexanol to cyclohexene through a series of protonation and elimination reactions.
1. **Initial Reactants:**
- Cyclohexanol (\[\mathrm{C_6H_{11}OH}\]) reacts with sulfuric acid (\[H_2SO_4\]).
2. **Protonation of Alcohol by Acid:**
- The hydroxyl group (\[OH\]) on cyclohexanol is protonated by sulfuric acid, forming a hydronium ion.
3. **Formation of Oxonium Ion:**
- This protonation results in the formation of an oxonium ion, making the hydroxide a better leaving group.
4. **Loss of the Leaving Group:**
- Water (\[H_2O\]) is eliminated, leaving behind a carbocation intermediate.
5. **Formation of Cyclohexene:**
- The proton is abstracted by the conjugate base (\[HSO_4^-\]), leading to the formation of a double bond and resulting in cyclohexene (\[\mathrm{C_6H_{10}}\]).
This series of reactions highlights the conversion of an alcohol to an alkene through acid-catalyzed dehydration.
Expert Solution
This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
This is a popular solution!
Trending now
This is a popular solution!
Step by step
Solved in 2 steps
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Recommended textbooks for you
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY