Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Question
**Question:** Draw the major organic product formed when the compound shown below undergoes a reaction with CH₃CH₂NH₂ under acidic conditions. **Description of Diagram:** The diagram depicts a six-membered ring (cyclohexanone) with a carbonyl group (C=O) attached to one of the carbon atoms in the ring. The carbonyl group is indicated by a double bond between carbon (C) and oxygen (O) at the top of the ring structure. The rest of the carbons in the ring have single bonds between them, with alternating single bonds forming a hexagonal shape. **Reaction Overview:** This reaction involves cyclohexanone reacting with ethylamine (CH₃CH₂NH₂) under acidic conditions. The typical reaction mechanism suggests the formation of an imine, a compound where the carbonyl group is replaced by a C=N bond, after the amine group adds to the carbonyl carbon and results in the elimination of water. **Expected Major Product:** An imine product where the carbonyl oxygen is replaced by the ethylamine nitrogen, forming a C=N bond in the cyclohexane ring with the ethyl group attached to the nitrogen.
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Transcribed Image Text:**Question:** Draw the major organic product formed when the compound shown below undergoes a reaction with CH₃CH₂NH₂ under acidic conditions. **Description of Diagram:** The diagram depicts a six-membered ring (cyclohexanone) with a carbonyl group (C=O) attached to one of the carbon atoms in the ring. The carbonyl group is indicated by a double bond between carbon (C) and oxygen (O) at the top of the ring structure. The rest of the carbons in the ring have single bonds between them, with alternating single bonds forming a hexagonal shape. **Reaction Overview:** This reaction involves cyclohexanone reacting with ethylamine (CH₃CH₂NH₂) under acidic conditions. The typical reaction mechanism suggests the formation of an imine, a compound where the carbonyl group is replaced by a C=N bond, after the amine group adds to the carbonyl carbon and results in the elimination of water. **Expected Major Product:** An imine product where the carbonyl oxygen is replaced by the ethylamine nitrogen, forming a C=N bond in the cyclohexane ring with the ethyl group attached to the nitrogen.
**Title: Understanding Organic Reaction Products** **Question:** Draw the major organic product formed when the compound shown below undergoes a reaction with methanol (\(CH_3OH\)) in the presence of hydrochloric acid (HCl). **Chemical Structure:** - The compound is a ketone with a phenyl group attached. - The structure consists of a six-carbon benzene ring. - Attached to the benzene ring is a two-carbon chain with a ketone (C=O) at the beta position (relative to the benzene ring). - The alpha carbon of this chain also has a methyl group (\(CH_3\)) attached. **Explanation of Reaction:** In this reaction, the ketone will likely undergo acetal or hemiacetal formation with methanol in the presence of an acid catalyst like HCl. The mechanism involves nucleophilic addition where the methanol acts as an alcohol reagent. **Steps to Consider:** 1. **Protonation of the Carbonyl Oxygen**: The acidic environment (HCl) will protonate the oxygen of the carbonyl group, making the carbon more electrophilic. 2. **Nucleophilic Attack by Methanol**: Methanol will attack the electrophilic carbon, leading to the formation of a hemiacetal intermediate. 3. **Formation of Acetal**: In some conditions, further reaction can lead to the displacement of water and formation of a full acetal product. **Conclusion:** The major product of this reaction will be an acetal or hemiacetal, depending on the specific reaction conditions. Understanding these organic transformations is essential in synthetic chemistry, aiding in the development of various compounds.
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Transcribed Image Text:**Title: Understanding Organic Reaction Products** **Question:** Draw the major organic product formed when the compound shown below undergoes a reaction with methanol (\(CH_3OH\)) in the presence of hydrochloric acid (HCl). **Chemical Structure:** - The compound is a ketone with a phenyl group attached. - The structure consists of a six-carbon benzene ring. - Attached to the benzene ring is a two-carbon chain with a ketone (C=O) at the beta position (relative to the benzene ring). - The alpha carbon of this chain also has a methyl group (\(CH_3\)) attached. **Explanation of Reaction:** In this reaction, the ketone will likely undergo acetal or hemiacetal formation with methanol in the presence of an acid catalyst like HCl. The mechanism involves nucleophilic addition where the methanol acts as an alcohol reagent. **Steps to Consider:** 1. **Protonation of the Carbonyl Oxygen**: The acidic environment (HCl) will protonate the oxygen of the carbonyl group, making the carbon more electrophilic. 2. **Nucleophilic Attack by Methanol**: Methanol will attack the electrophilic carbon, leading to the formation of a hemiacetal intermediate. 3. **Formation of Acetal**: In some conditions, further reaction can lead to the displacement of water and formation of a full acetal product. **Conclusion:** The major product of this reaction will be an acetal or hemiacetal, depending on the specific reaction conditions. Understanding these organic transformations is essential in synthetic chemistry, aiding in the development of various compounds.
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