Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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**Chemical Reaction Query**

**Question**: Which of the following molecules would most likely arise from the reaction shown?

**Reaction Given**:
- **Starting Material**: A bicyclic molecule with two ester groups (ethyl esters) attached to a six-membered ring.
- **Reagent Used**: LiN(iPr)₂ (Lithium diisopropylamide, LDA).

**Potential Products**:
- **A**: Six-membered ring with one ester group (COOEt), and a keto group (C=O) adjacent to the ester.
- **B**: Five-membered ring with two ester groups (COOEt), one being part of a cyclic structure.
- **C**: Five-membered ring with one ester group (COOEt).
- **D**: Six-membered ring with a cyclic ester (lactone).
- **E**: Six-membered ring with an alcohol group (OH) and an ester group (COOEt).

**Explanation**: The image presents a chemical reaction involving a cyclic compound and a lithium diisopropylamide (LDA) base, along with five possible products labeled A to E. The primary task is to identify the correct product based on the mechanism of the reaction shown.
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Transcribed Image Text:**Chemical Reaction Query** **Question**: Which of the following molecules would most likely arise from the reaction shown? **Reaction Given**: - **Starting Material**: A bicyclic molecule with two ester groups (ethyl esters) attached to a six-membered ring. - **Reagent Used**: LiN(iPr)₂ (Lithium diisopropylamide, LDA). **Potential Products**: - **A**: Six-membered ring with one ester group (COOEt), and a keto group (C=O) adjacent to the ester. - **B**: Five-membered ring with two ester groups (COOEt), one being part of a cyclic structure. - **C**: Five-membered ring with one ester group (COOEt). - **D**: Six-membered ring with a cyclic ester (lactone). - **E**: Six-membered ring with an alcohol group (OH) and an ester group (COOEt). **Explanation**: The image presents a chemical reaction involving a cyclic compound and a lithium diisopropylamide (LDA) base, along with five possible products labeled A to E. The primary task is to identify the correct product based on the mechanism of the reaction shown.
**Title: Determining the Product of a Bromination Reaction**

**Question:**
What is the product of the following reaction?

**Chemical Reaction:**
Cyclohexanone reacts with bromine (\(Br_2\)).

**Options:**
- **A:** Cyclohexane with a bromine attached to the carbon adjacent to the ketone.
- **B:** Cyclohexanone with a bromine attached directly to the alpha carbon.
- **C:** Cyclohexanone with a bromine attached to a different alpha carbon.
- **D:** Cyclohexanone with a bromine attached to the ketone carbon.
- **E:** Cyclohexane with bromines attached at adjacent carbons away from the ketone.

**Explanation of the Reaction:**
The bromination of cyclohexanone typically targets the alpha carbon — the carbon adjacent to the carbonyl group. The mechanism involves the formation of an enol or an enolate intermediate, leading to the substitution of hydrogen with bromine.

**Considerations:**
- **Alpha Bromination:** The reaction generally follows under acidic conditions, resulting in the alpha-brominated ketone.
- **Selectivity:** The position of bromination is governed by the structure of cyclohexanone, focusing on the most reactive sites for electrophilic substitution.

**Conclusion:**
The correct answer is **B**, where bromine is attached to the alpha carbon of cyclohexanone.
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Transcribed Image Text:**Title: Determining the Product of a Bromination Reaction** **Question:** What is the product of the following reaction? **Chemical Reaction:** Cyclohexanone reacts with bromine (\(Br_2\)). **Options:** - **A:** Cyclohexane with a bromine attached to the carbon adjacent to the ketone. - **B:** Cyclohexanone with a bromine attached directly to the alpha carbon. - **C:** Cyclohexanone with a bromine attached to a different alpha carbon. - **D:** Cyclohexanone with a bromine attached to the ketone carbon. - **E:** Cyclohexane with bromines attached at adjacent carbons away from the ketone. **Explanation of the Reaction:** The bromination of cyclohexanone typically targets the alpha carbon — the carbon adjacent to the carbonyl group. The mechanism involves the formation of an enol or an enolate intermediate, leading to the substitution of hydrogen with bromine. **Considerations:** - **Alpha Bromination:** The reaction generally follows under acidic conditions, resulting in the alpha-brominated ketone. - **Selectivity:** The position of bromination is governed by the structure of cyclohexanone, focusing on the most reactive sites for electrophilic substitution. **Conclusion:** The correct answer is **B**, where bromine is attached to the alpha carbon of cyclohexanone.
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