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...
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4b)Give the mechanisms for the following:
![### Ether Cleavage Reaction with Hydrobromic Acid
#### Reaction Description
This image illustrates the cleavage of diethyl ether using hydrobromic acid (HBr). The chemical equation is as follows:
\[ \text{(C}_2\text{H}_5\text{)}_2\text{O (Diethyl Ether)} + 2 \text{HBr} \rightarrow 2 \text{C}_2\text{H}_5\text{Br (Ethyl Bromide)} + \text{H}_2\text{O} \]
#### Mechanism
1. **Protonation of Ether**: The ether oxygen is protonated by HBr, making the ether more susceptible to nucleophilic attack.
2. **Nucleophilic Attack**: The bromide ion (\( \text{Br}^- \)) attacks the protonated ether, leading to the displacement of an alcohol and formation of ethyl bromide.
3. **Formation of Products**: The reaction produces ethyl bromide (\( \text{C}_2\text{H}_5\text{Br} \)) and water (\(\text{H}_2\text{O}\)).
#### Diagram Explanation
- **Left Side**: The reaction begins with diethyl ether, represented by two ethyl groups attached to an oxygen atom.
- **Middle Arrow**: The arrow indicates the progression of the chemical reaction when two equivalents of hydrobromic acid (HBr) is added.
- **Right Side**: The products are ethyl bromide and water. Ethyl bromide features an ethyl group bonded to a bromine atom, and water is represented by its molecular formula \(\text{H}_2\text{O}\).
This reaction is a classic example of acidic cleavage of ethers using strong acids like hydrobromic acid, where the ether bond is broken to form alkyl halides and water.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F46abcb61-b74c-47ad-92fe-fd35f6687cc0%2Fa352f7ec-7136-4ee0-919c-5e0c5164f499%2F7f5rl4_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Ether Cleavage Reaction with Hydrobromic Acid
#### Reaction Description
This image illustrates the cleavage of diethyl ether using hydrobromic acid (HBr). The chemical equation is as follows:
\[ \text{(C}_2\text{H}_5\text{)}_2\text{O (Diethyl Ether)} + 2 \text{HBr} \rightarrow 2 \text{C}_2\text{H}_5\text{Br (Ethyl Bromide)} + \text{H}_2\text{O} \]
#### Mechanism
1. **Protonation of Ether**: The ether oxygen is protonated by HBr, making the ether more susceptible to nucleophilic attack.
2. **Nucleophilic Attack**: The bromide ion (\( \text{Br}^- \)) attacks the protonated ether, leading to the displacement of an alcohol and formation of ethyl bromide.
3. **Formation of Products**: The reaction produces ethyl bromide (\( \text{C}_2\text{H}_5\text{Br} \)) and water (\(\text{H}_2\text{O}\)).
#### Diagram Explanation
- **Left Side**: The reaction begins with diethyl ether, represented by two ethyl groups attached to an oxygen atom.
- **Middle Arrow**: The arrow indicates the progression of the chemical reaction when two equivalents of hydrobromic acid (HBr) is added.
- **Right Side**: The products are ethyl bromide and water. Ethyl bromide features an ethyl group bonded to a bromine atom, and water is represented by its molecular formula \(\text{H}_2\text{O}\).
This reaction is a classic example of acidic cleavage of ethers using strong acids like hydrobromic acid, where the ether bond is broken to form alkyl halides and water.
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