CH3 SO3 H₂SO4 H3C. OH wwwwwww

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

Organic Chemistry II: How do we know which direct the reaction? Why Methoxy Functional Group direct the reaction instead of fluorine? Is it something to do with electronegativity ? Or is it something to do with withdrawing group?? 

How do we know if a gourp is more withdrawing ??????

This image illustrates the sulfonation reaction of 4-fluoroanisole. 

**Reaction Overview:**

- **Reactant:** 
  - 4-Fluoroanisole: A benzene ring with a methoxy (OCH\(_3\)) group and a fluorine (F) atom attached.

- **Reagent:** 
  - Sulfur trioxide (SO\(_3\)) in the presence of sulfuric acid (H\(_2\)SO\(_4\)).

- **Product:**
  - The product is a sulfonated derivative of 4-fluoroanisole, specifically 2-methoxy-5-fluorobenzenesulfonic acid.

**Mechanism Explanation:**

1. **Electrophilic Aromatic Substitution:**
   - The aromatic compound, 4-fluoroanisole, undergoes sulfonation, where the SO\(_3\) group is introduced to the aromatic ring.
   
2. **Activation:**
   - Sulfuric acid acts as a catalyst, enhancing the electrophilicity of the SO\(_3\).

3. **Product Formation:**
   - The sulfonation occurs at the para position relative to the methoxy group, leading to the formation of 2-methoxy-5-fluorobenzenesulfonic acid.

This reaction is an example of electrophilic aromatic substitution, where the benzene ring acts as a nucleophile. The reaction conditions and the nature of substituents influence the position of sulfonation.
Transcribed Image Text:This image illustrates the sulfonation reaction of 4-fluoroanisole. **Reaction Overview:** - **Reactant:** - 4-Fluoroanisole: A benzene ring with a methoxy (OCH\(_3\)) group and a fluorine (F) atom attached. - **Reagent:** - Sulfur trioxide (SO\(_3\)) in the presence of sulfuric acid (H\(_2\)SO\(_4\)). - **Product:** - The product is a sulfonated derivative of 4-fluoroanisole, specifically 2-methoxy-5-fluorobenzenesulfonic acid. **Mechanism Explanation:** 1. **Electrophilic Aromatic Substitution:** - The aromatic compound, 4-fluoroanisole, undergoes sulfonation, where the SO\(_3\) group is introduced to the aromatic ring. 2. **Activation:** - Sulfuric acid acts as a catalyst, enhancing the electrophilicity of the SO\(_3\). 3. **Product Formation:** - The sulfonation occurs at the para position relative to the methoxy group, leading to the formation of 2-methoxy-5-fluorobenzenesulfonic acid. This reaction is an example of electrophilic aromatic substitution, where the benzene ring acts as a nucleophile. The reaction conditions and the nature of substituents influence the position of sulfonation.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Introduction to Organic Chemistry
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