Homework Help is Here – Start Your Trial Now!
Science
Chemistry
2. Show the step(s) necessary to transform the compound on the left into the acid on the right. HOCH₂CH₂CH₂Br HOCH,CH,CH,COH

2. Show the step(s) necessary to transform the compound on the left into the acid on the right. HOCH₂CH₂CH₂Br HOCH,CH,CH,COH

Chemistry
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...
See similar textbooks
icon
Related questions
icon
Concept explainers
Question
**Question 2:** Show the step(s) necessary to transform the compound on the left into the acid on the right. **Compound Transformation:** - Initial Compound: HOCH₂CH₂CH₂Br - Desired Compound: HOCH₂CH₂CH₂COOH **Explanation:** In this problem, we are tasked with converting a bromine-containing alcohol into a carboxylic acid. The initial compound is 3-bromopropanol, and the target compound is 4-hydroxybutanoic acid. ### Steps for Transformation: 1. **Nucleophilic Substitution:** - Replace bromine (Br) with a carboxyl group precursor, such as a cyano group (CN) through an SN2 reaction. This can be achieved using sodium cyanide (NaCN) to form an intermediate nitrile. 2. **Hydrolysis:** - Convert the nitrile to a carboxylic acid by hydrolysis. This can be done using acidic or basic conditions: - **Acidic Hydrolysis:** Treat the nitrile with dilute hydrochloric acid (HCl) or sulfuric acid (H₂SO₄) and water. - **Basic Hydrolysis:** Use a base such as sodium hydroxide (NaOH) followed by an acidification step with HCl to obtain the carboxylic acid. Through these steps, the bromine atom is ultimately replaced by a carboxylic acid group, transforming the initial alcohol into the desired acid.
Transcribed Image Text:**Question 2:** Show the step(s) necessary to transform the compound on the left into the acid on the right. **Compound Transformation:** - Initial Compound: HOCH₂CH₂CH₂Br - Desired Compound: HOCH₂CH₂CH₂COOH **Explanation:** In this problem, we are tasked with converting a bromine-containing alcohol into a carboxylic acid. The initial compound is 3-bromopropanol, and the target compound is 4-hydroxybutanoic acid. ### Steps for Transformation: 1. **Nucleophilic Substitution:** - Replace bromine (Br) with a carboxyl group precursor, such as a cyano group (CN) through an SN2 reaction. This can be achieved using sodium cyanide (NaCN) to form an intermediate nitrile. 2. **Hydrolysis:** - Convert the nitrile to a carboxylic acid by hydrolysis. This can be done using acidic or basic conditions: - **Acidic Hydrolysis:** Treat the nitrile with dilute hydrochloric acid (HCl) or sulfuric acid (H₂SO₄) and water. - **Basic Hydrolysis:** Use a base such as sodium hydroxide (NaOH) followed by an acidification step with HCl to obtain the carboxylic acid. Through these steps, the bromine atom is ultimately replaced by a carboxylic acid group, transforming the initial alcohol into the desired acid.
Expert Solution
steps

Step by step

Solved in 2 steps with 1 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
Ionic Equilibrium
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
SEE MORE TEXTBOOKS