2) Complete the mechanisms for the following reactions. A) -- H₂SO₂ H₂O B) OH H₂504 Hint: Consider the methyl Shift mechanism. What if you did a similar Shift with the quatrinary carbon?
2) Complete the mechanisms for the following reactions. A) -- H₂SO₂ H₂O B) OH H₂504 Hint: Consider the methyl Shift mechanism. What if you did a similar Shift with the quatrinary carbon?
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
![### Reaction Mechanisms Exercise
#### Instructions:
Complete the mechanisms for the following reactions:
##### A)
\[ \text{Reactants:} \]
- A molecule with a structure showing two alkenes in conjugation separated by one carbon.
- Reagents: \(\ce{H2SO4}\) and \(\ce{H2O}\)
\[ \text{Products:} \]
- A ketone with the carbonyl group attached to the end of a six-carbon chain. One double bond remains at the other end.
\[ \text{Reaction Scheme:} \]
\[ \text{Reactant} \xrightarrow{\ce{H2SO4}, \ce{H2O}} \text{Product} \]
##### B)
\[ \text{Reactants:} \]
- A cyclohexane ring with an OH group on one carbon and a cyclopentane ring (fused structures).
- Reagents: \(\ce{H2SO4}\)
\[ \text{Products:} \]
- A different fused ring structure where the fused positions have changed.
\[ \text{Reaction Scheme:} \]
\[ \text{Reactant} \xrightarrow{\ce{H2SO4}} \text{Product} \]
**Hint:** Consider the methyl shift mechanism. What if you did a similar shift with the quaternary carbon?
---
**Explanation of Diagrams:**
1. **Part A:**
- The starter molecule is a conjugated diene with the formula structure consisting of a six-carbon chain.
- The reactants include sulfuric acid (H\(_2\)SO\(_4\)) and water (H\(_2\)O) to hydrate the compound.
- The product is a ketone formed by the hydration reaction, specified at the carbon chain's end, while a double bond remains on the other end.
2. **Part B:**
- The starter molecule features a cyclohexane ring bonded to a cyclopentane ring with a hydroxyl group (-OH) at one carbon.
- The reactants only include sulfuric acid (H\(_2\)SO\(_4\)).
- The reaction leads to a shift, likely involving a rearrangement similar to a methyl shift, leading to a new fused ring structure as the product.
Make sure to draw the detailed steps](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F47f16b03-5eea-43fc-9b52-7dcc57452af9%2F09ccb5d4-9f47-45d6-bbc6-04b0675ff557%2Fz5jfmys_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Reaction Mechanisms Exercise
#### Instructions:
Complete the mechanisms for the following reactions:
##### A)
\[ \text{Reactants:} \]
- A molecule with a structure showing two alkenes in conjugation separated by one carbon.
- Reagents: \(\ce{H2SO4}\) and \(\ce{H2O}\)
\[ \text{Products:} \]
- A ketone with the carbonyl group attached to the end of a six-carbon chain. One double bond remains at the other end.
\[ \text{Reaction Scheme:} \]
\[ \text{Reactant} \xrightarrow{\ce{H2SO4}, \ce{H2O}} \text{Product} \]
##### B)
\[ \text{Reactants:} \]
- A cyclohexane ring with an OH group on one carbon and a cyclopentane ring (fused structures).
- Reagents: \(\ce{H2SO4}\)
\[ \text{Products:} \]
- A different fused ring structure where the fused positions have changed.
\[ \text{Reaction Scheme:} \]
\[ \text{Reactant} \xrightarrow{\ce{H2SO4}} \text{Product} \]
**Hint:** Consider the methyl shift mechanism. What if you did a similar shift with the quaternary carbon?
---
**Explanation of Diagrams:**
1. **Part A:**
- The starter molecule is a conjugated diene with the formula structure consisting of a six-carbon chain.
- The reactants include sulfuric acid (H\(_2\)SO\(_4\)) and water (H\(_2\)O) to hydrate the compound.
- The product is a ketone formed by the hydration reaction, specified at the carbon chain's end, while a double bond remains on the other end.
2. **Part B:**
- The starter molecule features a cyclohexane ring bonded to a cyclopentane ring with a hydroxyl group (-OH) at one carbon.
- The reactants only include sulfuric acid (H\(_2\)SO\(_4\)).
- The reaction leads to a shift, likely involving a rearrangement similar to a methyl shift, leading to a new fused ring structure as the product.
Make sure to draw the detailed steps
Expert Solution

This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
Step by step
Solved in 3 steps with 2 images

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