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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![Title: Mechanistic Steps in Organic Reactions: Illustrated Example
---
In the following section, we provide an educational guide to understanding the order of mechanistic steps in a specific organic reaction. This reaction involves the transformation of a hydroxy-alkane to a bromo-alkane in the presence of hydrobromic acid (HBr) and water (H2O), leading to a racemic mixture.
## Reaction Overview
\[
\text{OH-alkane} \rightarrow[\text{HBr}] \text{Br-alkane (racemic)} + \text{H}_2\text{O}
\]
The reaction proceeds through a series of mechanistic steps that need to be carried out in a specific order for the transformation to occur.
## Determining the Correct Mechanistic Steps
### Mechanistic Steps
Below, the mechanistic steps are provided, which need to be identified in the correct order:
1. **Carbocation formation**
2. **Nucleophilic attack**
3. **Leaving group leaves**
4. **Proton transfer**
### Step-by-Step Instruction
To complete this section, please select the correct order of the mechanistic steps for the given reaction as presented below. Each step should be chosen carefully to reflect the accurate progression of the organic transformation.
| Step 1 | [Choose] |
| ----------- | :-------------: |
| Step 2 | [Choose] |
| Step 3 | [Choose] |
| Step 4 | [Choose] |
#### Options for each step:
- Carbocation formation
- Nucleophilic attack
- Leaving group leaves
- Proton transfer
### Explanation of Mechanistic Steps:
- **Step 1: Proton transfer** - The hydroxyl (OH) group is first protonated by HBr, becoming a better leaving group.
- **Step 2: Leaving group leaves** - The protonated hydroxyl group leaves, forming a carbocation intermediate.
- **Step 3: Carbocation formation** - The carbocation is now accessible.
- **Step 4: Nucleophilic attack** - The bromide ion (Br-) attacks the carbocation, forming the final product: bromo-alkane.
Completing this activity will help in better understanding how the structural changes take place at the molecular level during an organic reaction.
---
By breaking down the reaction into these mechanistic steps and explaining their order, learners can grasp the intric](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fb7a6ddd6-9522-4c7e-bff1-23d6943042e2%2Ffb2c4874-dc2c-4b78-864f-bb5c0ab372b5%2F1ffei7k_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Title: Mechanistic Steps in Organic Reactions: Illustrated Example
---
In the following section, we provide an educational guide to understanding the order of mechanistic steps in a specific organic reaction. This reaction involves the transformation of a hydroxy-alkane to a bromo-alkane in the presence of hydrobromic acid (HBr) and water (H2O), leading to a racemic mixture.
## Reaction Overview
\[
\text{OH-alkane} \rightarrow[\text{HBr}] \text{Br-alkane (racemic)} + \text{H}_2\text{O}
\]
The reaction proceeds through a series of mechanistic steps that need to be carried out in a specific order for the transformation to occur.
## Determining the Correct Mechanistic Steps
### Mechanistic Steps
Below, the mechanistic steps are provided, which need to be identified in the correct order:
1. **Carbocation formation**
2. **Nucleophilic attack**
3. **Leaving group leaves**
4. **Proton transfer**
### Step-by-Step Instruction
To complete this section, please select the correct order of the mechanistic steps for the given reaction as presented below. Each step should be chosen carefully to reflect the accurate progression of the organic transformation.
| Step 1 | [Choose] |
| ----------- | :-------------: |
| Step 2 | [Choose] |
| Step 3 | [Choose] |
| Step 4 | [Choose] |
#### Options for each step:
- Carbocation formation
- Nucleophilic attack
- Leaving group leaves
- Proton transfer
### Explanation of Mechanistic Steps:
- **Step 1: Proton transfer** - The hydroxyl (OH) group is first protonated by HBr, becoming a better leaving group.
- **Step 2: Leaving group leaves** - The protonated hydroxyl group leaves, forming a carbocation intermediate.
- **Step 3: Carbocation formation** - The carbocation is now accessible.
- **Step 4: Nucleophilic attack** - The bromide ion (Br-) attacks the carbocation, forming the final product: bromo-alkane.
Completing this activity will help in better understanding how the structural changes take place at the molecular level during an organic reaction.
---
By breaking down the reaction into these mechanistic steps and explaining their order, learners can grasp the intric
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