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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The major product is a tertiary, primary or secondary? and Alcohol that is a racemic mixture, meso compound or has no chiral centers?
![### Organic Chemistry Reaction Problem
**Problem Statement:**
**Predict the major product(s) for the following reaction:**
![Chemical Reaction]
- Reactant: Benzyl bromide (a benzene ring attached to a -CH2Br group)
- Reaction Conditions:
1. Reaction with Magnesium (Mg)
2. Reaction with an aldehyde (specifically ethanal, where a carbonyl carbon is attached to an H and a CH3 group)
3. Hydrolysis with H3O+ (hydronium ion).
**Question: What is the major product of this reaction?**
---
**Part 1**
**Fill in the Blanks:**
**The major product is a (Dropdown: primary/secondary/tertiary) alcohol that (Dropdown: retains/does not retain) the benzene ring.**
### Detailed Explanation:
- **Step 1: Formation of Grignard Reagent**
- The bromide (Br) in the benzyl bromide reacts with magnesium to form the benzyl magnesium bromide (a Grignard reagent).
- **Step 2: Nucleophilic Addition**
- The Grignard reagent then acts as a nucleophile and attacks the carbonyl carbon of ethanal.
- This forms a new carbon-carbon bond and transforms the carbonyl group into an alkoxide ion.
- **Step 3: Hydrolysis**
- The alkoxide is then protonated during hydrolysis with H3O+ to yield the final alcohol product.
### Reaction Mechanism Overview:
1. Benzyl bromide reacts with Mg to form benzyl magnesium bromide.
2. The benzyl magnesium bromide reacts with ethanal, and the resulting alkoxide ion is then protonated to form the final alcohol product.
This reaction is a typical example of Grignard reagent formation and subsequent nucleophilic addition to an aldehyde, resulting in the formation of an alcohol.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F87171b18-6a66-40bf-aecc-7277bde48536%2F9089ea38-f645-42f7-b6cd-c921114494a9%2Fl4gll8_processed.png&w=3840&q=75)
Transcribed Image Text:### Organic Chemistry Reaction Problem
**Problem Statement:**
**Predict the major product(s) for the following reaction:**
![Chemical Reaction]
- Reactant: Benzyl bromide (a benzene ring attached to a -CH2Br group)
- Reaction Conditions:
1. Reaction with Magnesium (Mg)
2. Reaction with an aldehyde (specifically ethanal, where a carbonyl carbon is attached to an H and a CH3 group)
3. Hydrolysis with H3O+ (hydronium ion).
**Question: What is the major product of this reaction?**
---
**Part 1**
**Fill in the Blanks:**
**The major product is a (Dropdown: primary/secondary/tertiary) alcohol that (Dropdown: retains/does not retain) the benzene ring.**
### Detailed Explanation:
- **Step 1: Formation of Grignard Reagent**
- The bromide (Br) in the benzyl bromide reacts with magnesium to form the benzyl magnesium bromide (a Grignard reagent).
- **Step 2: Nucleophilic Addition**
- The Grignard reagent then acts as a nucleophile and attacks the carbonyl carbon of ethanal.
- This forms a new carbon-carbon bond and transforms the carbonyl group into an alkoxide ion.
- **Step 3: Hydrolysis**
- The alkoxide is then protonated during hydrolysis with H3O+ to yield the final alcohol product.
### Reaction Mechanism Overview:
1. Benzyl bromide reacts with Mg to form benzyl magnesium bromide.
2. The benzyl magnesium bromide reacts with ethanal, and the resulting alkoxide ion is then protonated to form the final alcohol product.
This reaction is a typical example of Grignard reagent formation and subsequent nucleophilic addition to an aldehyde, resulting in the formation of an alcohol.
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