What is the name of the reaction depicted below H₂O H₂SO4 cat HO

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
icon
Concept explainers
Question
**Title: Understanding Lactone Hydrolysis**

**Introduction:**

The image depicts a chemical reaction involving the hydrolysis of a lactone to a hydroxy acid. This reaction is a classic example of the conversion of a cyclic ester (lactone) to an open-chain alcohol and carboxylic acid.

**Chemical Reaction:**

- **Reactant:** The structure on the left is a six-membered cyclic ester, specifically a lactone. This lactone consists of a cyclic chain with an ether linkage (oxygen atom) and a ketone group (double-bonded oxygen).
  
- **Reagents:** The reaction arrow indicates the presence of water (H₂O) and a catalytic amount of sulfuric acid (H₂SO₄) labeled as "H₂SO₄ cat."

- **Product:** The resulting structure on the right is an open-chain compound containing a hydroxyl group (OH) and a carbonyl group (C=O) at the opposite end, forming a hydroxy acid.

**Mechanism and Explanation:**

1. **Acid-Catalyzed Hydrolysis:** The presence of sulfuric acid suggests an acid-catalyzed reaction where the lactone is subjected to hydrolysis in the presence of water.
2. **Ring Opening:** The acid facilitates the breaking of the ether linkage in the lactone, leading to the formation of an alcohol and a carboxylic acid group.
3. **Final Product:** The open-chain product represents a hydroxy acid, a compound with both hydroxyl (alcohol) and carbonyl (acid) functional groups.

This reaction is significant in organic chemistry for transforming cyclic esters into more reactive linear hydroxy acids, which are valuable intermediates in various synthetic processes.
Transcribed Image Text:**Title: Understanding Lactone Hydrolysis** **Introduction:** The image depicts a chemical reaction involving the hydrolysis of a lactone to a hydroxy acid. This reaction is a classic example of the conversion of a cyclic ester (lactone) to an open-chain alcohol and carboxylic acid. **Chemical Reaction:** - **Reactant:** The structure on the left is a six-membered cyclic ester, specifically a lactone. This lactone consists of a cyclic chain with an ether linkage (oxygen atom) and a ketone group (double-bonded oxygen). - **Reagents:** The reaction arrow indicates the presence of water (H₂O) and a catalytic amount of sulfuric acid (H₂SO₄) labeled as "H₂SO₄ cat." - **Product:** The resulting structure on the right is an open-chain compound containing a hydroxyl group (OH) and a carbonyl group (C=O) at the opposite end, forming a hydroxy acid. **Mechanism and Explanation:** 1. **Acid-Catalyzed Hydrolysis:** The presence of sulfuric acid suggests an acid-catalyzed reaction where the lactone is subjected to hydrolysis in the presence of water. 2. **Ring Opening:** The acid facilitates the breaking of the ether linkage in the lactone, leading to the formation of an alcohol and a carboxylic acid group. 3. **Final Product:** The open-chain product represents a hydroxy acid, a compound with both hydroxyl (alcohol) and carbonyl (acid) functional groups. This reaction is significant in organic chemistry for transforming cyclic esters into more reactive linear hydroxy acids, which are valuable intermediates in various synthetic processes.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
Knowledge Booster
Thermochemistry
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
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