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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Question
Provide the product for the following transformation:
![### Understanding Reactions with Grignard Reagents
In organic chemistry, Grignard reagents are pivotal in forming carbon-carbon bonds. This image depicts a reaction mechanism involving a Grignard reagent and identifies potential products, showcasing a common examination question in organic chemistry.
#### Reactants and Conditions
The reaction illustrated involves:
- **Reactant:** An aromatic ketone with a nitro group (-NO₂) and a fluorine atom (F) attached to the benzene ring.
- **Grignard Reagent:** Phenylmagnesium bromide (PhMgBr).
- **Solvent and Temperature:** Tetrahydrofuran (THF), at 0°C.
#### Potential Products
Below the main reaction mechanism, five possible products labeled A, B, C, D, and E are shown. Each structure represents different outcomes based on the interaction between the reactant and the Grignard reagent.
1. **Product A:**
- Contains an amine group (NH₂), a fluorine atom (F), and a ketone (C=O) on an aromatic ring.
2. **Product B:**
- Features a nitro group (NO₂), an aromatic ether with a methyl substitute (Me), and a phenyl ring (Ph).
3. **Product C:**
- Shows a nitro group (NO₂), a fluorine atom (F), and an alcohol group connected to a secondary carbon with phenyl (Ph) and methyl (Me) groups.
4. **Product D:**
- Presents a nitro group (NO₂), a fluorine atom (F), and an alcohol attached to a tertiary carbon with two phenyl rings (Ph).
5. **Product E:**
- Displays a nitro group (NO₂), a fluorine atom (F), and an alcohol attached to a secondary carbon with one phenyl group (Ph).
#### Analysis
This question assesses knowledge on nucleophilic addition reactions involving Grignard reagents. Key points include:
- **Grignard reagents** are highly reactive nucleophiles that add to carbonyl compounds (such as ketones), resulting in alcohols after protonation.
- **Product Formation** depends on the molecular structure of the initial ketone and the Grignard reagent.
#### Conclusion
Understanding the reactivity of Grignard reagents and predicting reaction outcomes are essential skills in organic synthesis. Analyze each possible product’s structure carefully](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F44d64c90-80be-49f7-98ba-b872f7a84aec%2F782735a3-2362-4a4e-8831-af0c1b4d346e%2F0ydt509_processed.png&w=3840&q=75)
Transcribed Image Text:### Understanding Reactions with Grignard Reagents
In organic chemistry, Grignard reagents are pivotal in forming carbon-carbon bonds. This image depicts a reaction mechanism involving a Grignard reagent and identifies potential products, showcasing a common examination question in organic chemistry.
#### Reactants and Conditions
The reaction illustrated involves:
- **Reactant:** An aromatic ketone with a nitro group (-NO₂) and a fluorine atom (F) attached to the benzene ring.
- **Grignard Reagent:** Phenylmagnesium bromide (PhMgBr).
- **Solvent and Temperature:** Tetrahydrofuran (THF), at 0°C.
#### Potential Products
Below the main reaction mechanism, five possible products labeled A, B, C, D, and E are shown. Each structure represents different outcomes based on the interaction between the reactant and the Grignard reagent.
1. **Product A:**
- Contains an amine group (NH₂), a fluorine atom (F), and a ketone (C=O) on an aromatic ring.
2. **Product B:**
- Features a nitro group (NO₂), an aromatic ether with a methyl substitute (Me), and a phenyl ring (Ph).
3. **Product C:**
- Shows a nitro group (NO₂), a fluorine atom (F), and an alcohol group connected to a secondary carbon with phenyl (Ph) and methyl (Me) groups.
4. **Product D:**
- Presents a nitro group (NO₂), a fluorine atom (F), and an alcohol attached to a tertiary carbon with two phenyl rings (Ph).
5. **Product E:**
- Displays a nitro group (NO₂), a fluorine atom (F), and an alcohol attached to a secondary carbon with one phenyl group (Ph).
#### Analysis
This question assesses knowledge on nucleophilic addition reactions involving Grignard reagents. Key points include:
- **Grignard reagents** are highly reactive nucleophiles that add to carbonyl compounds (such as ketones), resulting in alcohols after protonation.
- **Product Formation** depends on the molecular structure of the initial ketone and the Grignard reagent.
#### Conclusion
Understanding the reactivity of Grignard reagents and predicting reaction outcomes are essential skills in organic synthesis. Analyze each possible product’s structure carefully
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