5. Draw the mechanism used and the products. CH 3 M Br CH3 BOCH 3 CH 3 OH, 100°C

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
**Question 5:**

**Prompt:** Draw the mechanism used and the product.

**Chemical Reaction Details:**

- Starting Material: A benzene ring attached to a two-carbon chain that has a bromine (Br) atom on the first carbon. The second carbon is also bonded to two methyl groups (CH₃).
  
- Reagents: 
  - CH₃OH (methanol)
  - Heat: 100°C

**Explanation:**

This is likely a nucleophilic substitution reaction involving methanol as the nucleophile. The reaction occurs under thermal conditions.

**Mechanism Explanation:**

1. **Nucleophilic Attack:** The methanol (CH₃OH) acts as a nucleophile and attacks the carbon atom bonded to bromine. This action displaces the bromine atom, forming a carbocation as an intermediate step.

2. **Bromine Departure:** The bromine leaves as a bromide ion (Br⁻), resulting in the formation of a new compound where the methanol group is attached to the same carbon that bromine was bonded to before.

3. **Product Formation:** The final product is an ether where the benzene ring is attached via a two-carbon chain to a methoxy group.

The reaction results in the substitution of the bromine atom with a methoxy group, forming a more stable ether product.
Transcribed Image Text:**Question 5:** **Prompt:** Draw the mechanism used and the product. **Chemical Reaction Details:** - Starting Material: A benzene ring attached to a two-carbon chain that has a bromine (Br) atom on the first carbon. The second carbon is also bonded to two methyl groups (CH₃). - Reagents: - CH₃OH (methanol) - Heat: 100°C **Explanation:** This is likely a nucleophilic substitution reaction involving methanol as the nucleophile. The reaction occurs under thermal conditions. **Mechanism Explanation:** 1. **Nucleophilic Attack:** The methanol (CH₃OH) acts as a nucleophile and attacks the carbon atom bonded to bromine. This action displaces the bromine atom, forming a carbocation as an intermediate step. 2. **Bromine Departure:** The bromine leaves as a bromide ion (Br⁻), resulting in the formation of a new compound where the methanol group is attached to the same carbon that bromine was bonded to before. 3. **Product Formation:** The final product is an ether where the benzene ring is attached via a two-carbon chain to a methoxy group. The reaction results in the substitution of the bromine atom with a methoxy group, forming a more stable ether product.
Expert Solution
steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
Knowledge Booster
Reactive Intermediates
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