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
Can I get the question answered with an explanation
Supply a balanced chemical equation for the reaction of permanganate with the hydrogen sulfite in a basic solution?

Transcribed Image Text:### Oxidation of Aromatic Compounds
**Introduction**
The oxidizing agents that can be used are chromic acid (using Na2Cr2O7 or CrO3 in sulfuric acid and water) or potassium permanganate (KMnO4). The product in each case is benzoic acid or a derivative of benzoic acid. The permanganate reaction requires the addition of acid since it generates a basic solution as a byproduct.
**Reaction Pathways**
1. **Oxidation with Potassium Permanganate and Acid:**
- **Reactant:** Aromatic methyl group (represented as CH3)
- **Oxidizing Agent:** KMnO4, H2O, Δ (heat)
- **Acid Workup:** H3O+, H2O
- **Product:** Benzoic acid derivative (e.g., carboxylic acid group attached to benzene ring)
2. **Oxidation with Chromic Acid:**
- **Reactant:** Aromatic methyl group (attached to a nitro group, NO2)
- **Oxidizing Agent:** CrO3, H2SO4, H2O
- **Heat Required**
- **Product:** Benzoic acid derivative
**Experimental Focus:**
In this experiment, potassium permanganate is used to oxidize 2-chlorotoluene (o-chlorotoluene) to 2-chlorobenzoic acid (o-chlorobenzoic acid). Permanganate solutions are less hazardous compared to those containing chromium compounds, which are often carcinogenic.
- **Reaction Overview:**
- **Reactant:** 2-Chlorotoluene
- **Oxidizing Agent:** KMnO4, H2O, Δ
- **Acid Workup:** HCl, H2O
- **Product:** 2-Chlorobenzoic acid
**Yield Information:**
The reaction yield observed in the literature is between 76-78% before recrystallization and 65-67% after recrystallization (Clarke, H. T.; Taylor, E. R. Org. Synth. 1930, 10, 20).
**Procedure**
**Safety:**
- **Potassium Permanganate:** Strong oxidizer, corrosive. Wear gloves to handle.
- **2-Chlorotolu
Expert Solution

This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
This is a popular solution!
Trending now
This is a popular solution!
Step by step
Solved in 7 steps with 1 images

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