Carefully draw the mechanism of the following reaction using arrows to show the movement of electrons: Br Br2 FeBr3

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

Please solve and explain?

**Exercise 15**: Carefully draw the mechanism of the following reaction using arrows to show the movement of electrons.

### Reaction Details:
- **Reactants**: Benzene ring (C₆H₅) and Bromine (Br₂)
- **Catalyst**: Iron(III) bromide (FeBr₃)
- **Product**: Bromobenzene (C₆H₅Br)

### Reaction Description:
In this reaction, benzene undergoes electrophilic aromatic substitution with bromine in the presence of FeBr₃, a catalyst. The key steps involved in this mechanism include the generation of a bromonium ion, attack of the benzene π-electrons on the bromonium ion, and the reformation of the aromatic system.

1. **Formation of the Electrophile**: 
   - Br₂ reacts with FeBr₃ to form Br⁺ and FeBr₄⁻.

2. **Electrophilic Attack**:
   - The Br⁺ electrophile is attacked by the π-electrons of the benzene ring, forming a carbocation intermediate.

3. **Deprotonation**:
   - The hydrogen adjacent to the carbocation is removed by FeBr₄⁻, restoring aromaticity to the ring and releasing HBr.

Overall, this reaction yields bromobenzene, a product wherein one hydrogen of the benzene ring is substituted with a bromine atom.
Transcribed Image Text:**Exercise 15**: Carefully draw the mechanism of the following reaction using arrows to show the movement of electrons. ### Reaction Details: - **Reactants**: Benzene ring (C₆H₅) and Bromine (Br₂) - **Catalyst**: Iron(III) bromide (FeBr₃) - **Product**: Bromobenzene (C₆H₅Br) ### Reaction Description: In this reaction, benzene undergoes electrophilic aromatic substitution with bromine in the presence of FeBr₃, a catalyst. The key steps involved in this mechanism include the generation of a bromonium ion, attack of the benzene π-electrons on the bromonium ion, and the reformation of the aromatic system. 1. **Formation of the Electrophile**: - Br₂ reacts with FeBr₃ to form Br⁺ and FeBr₄⁻. 2. **Electrophilic Attack**: - The Br⁺ electrophile is attacked by the π-electrons of the benzene ring, forming a carbocation intermediate. 3. **Deprotonation**: - The hydrogen adjacent to the carbocation is removed by FeBr₄⁻, restoring aromaticity to the ring and releasing HBr. Overall, this reaction yields bromobenzene, a product wherein one hydrogen of the benzene ring is substituted with a bromine atom.
Expert Solution
steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Organopalladium Compounds
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