Draw the major product of this reaction. Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicable. Ignore inorganic byproducts and CO2. > · ·||| 1.03 2. Zn, HOAc Q

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
**Chemical Reaction: Ozonolysis of a Cyclohexene Derivative**

**Reaction Description:**

1. **Objective:** Draw the major product of the reaction.
2. **Instructions:** Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicable. Inorganic byproducts and CO₂ should be ignored.

**Reactant:**

- A cyclohexene ring with a methyl group and a substituent on the same carbon. The substituent is represented with a dashed bond, indicating its position below the plane.

**Reaction Conditions:**

1. First step: Ozone (\(O_3\))
2. Second step: Zinc (\(Zn\)) and Acetic Acid (\(HOAc\))

**Reaction Process:**

- This reaction involves the ozonolysis of the cyclohexene ring. Ozonolysis is a process that cleaves carbon-carbon double bonds using ozone, leading to the formation of carbonyl compounds.

**Expected Outcome:**

- The double bond in the cyclohexene is cleaved.
- The carbon atoms involved in the double bond will likely form carbonyl groups, resulting in ketone or aldehyde functionalities.
- The stereochemistry of the remaining substituents (indicated by dash or wedge bonds) should be considered for the final product structure.

**Diagram Explanation:**

- There is an arrow indicating the sequence from reactant to product following the given steps of ozonolysis and reduction using zinc and acetic acid.
Transcribed Image Text:**Chemical Reaction: Ozonolysis of a Cyclohexene Derivative** **Reaction Description:** 1. **Objective:** Draw the major product of the reaction. 2. **Instructions:** Use a dash or wedge bond to indicate the stereochemistry of substituents on asymmetric centers, where applicable. Inorganic byproducts and CO₂ should be ignored. **Reactant:** - A cyclohexene ring with a methyl group and a substituent on the same carbon. The substituent is represented with a dashed bond, indicating its position below the plane. **Reaction Conditions:** 1. First step: Ozone (\(O_3\)) 2. Second step: Zinc (\(Zn\)) and Acetic Acid (\(HOAc\)) **Reaction Process:** - This reaction involves the ozonolysis of the cyclohexene ring. Ozonolysis is a process that cleaves carbon-carbon double bonds using ozone, leading to the formation of carbonyl compounds. **Expected Outcome:** - The double bond in the cyclohexene is cleaved. - The carbon atoms involved in the double bond will likely form carbonyl groups, resulting in ketone or aldehyde functionalities. - The stereochemistry of the remaining substituents (indicated by dash or wedge bonds) should be considered for the final product structure. **Diagram Explanation:** - There is an arrow indicating the sequence from reactant to product following the given steps of ozonolysis and reduction using zinc and acetic acid.
**Title: Ozonolysis Reaction of Cyclohexene Derivative**

**Objective:** 

Draw the major products of this reaction. Ignore stereochemistry and inorganic byproducts.

**Reaction Details:**

The starting compound is a cyclohexene derivative featuring an alkene with the following structure:

- Hexagonal cyclohexane ring on the left.
- A branching alkene (double bond) connected to the cyclohexane ring.
- Two alkyl groups branching from the alkene.

**Reagents:**

1. **Ozone (O₃)**
2. **Hydrogen Peroxide (H₂O₂)**

**Reaction Pathway:**

1. **Ozonolysis Step:**
   - The alkene undergoes ozonolysis, where ozone cleaves the double bond, forming primary ozonides, which rearrange into more stable ozonides.
   
2. **Hydrolysis Step:**
   - In the presence of hydrogen peroxide, oxidative workup occurs. The ozonides break down to form carboxylic acids instead of aldehydes due to the oxidizing conditions provided by H₂O₂.

**Product Outcome:**

- The alkene double bond is cleaved, leading to the formation of two carboxylic acid groups replacing the carbon atoms originally comprising the double bond.

**Conclusion:**

This process provides a valuable method for transforming alkenes into carboxylic acids, with applications in synthetic organic chemistry for structural elucidation and molecular modifications.
Transcribed Image Text:**Title: Ozonolysis Reaction of Cyclohexene Derivative** **Objective:** Draw the major products of this reaction. Ignore stereochemistry and inorganic byproducts. **Reaction Details:** The starting compound is a cyclohexene derivative featuring an alkene with the following structure: - Hexagonal cyclohexane ring on the left. - A branching alkene (double bond) connected to the cyclohexane ring. - Two alkyl groups branching from the alkene. **Reagents:** 1. **Ozone (O₃)** 2. **Hydrogen Peroxide (H₂O₂)** **Reaction Pathway:** 1. **Ozonolysis Step:** - The alkene undergoes ozonolysis, where ozone cleaves the double bond, forming primary ozonides, which rearrange into more stable ozonides. 2. **Hydrolysis Step:** - In the presence of hydrogen peroxide, oxidative workup occurs. The ozonides break down to form carboxylic acids instead of aldehydes due to the oxidizing conditions provided by H₂O₂. **Product Outcome:** - The alkene double bond is cleaved, leading to the formation of two carboxylic acid groups replacing the carbon atoms originally comprising the double bond. **Conclusion:** This process provides a valuable method for transforming alkenes into carboxylic acids, with applications in synthetic organic chemistry for structural elucidation and molecular modifications.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
Designing a Synthesis
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
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