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...
icon
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
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
steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
Carboxylic Acids and their Derivatives
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.
Similar questions
  • SEE MORE 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